Khóa luận tốt nghiệp: Khảo sát thành phần hóa học của các cao Petroleum Ether từ nấm đông trùng hạ thảo (Cordyceps sinensis)

Đông trùng hạ thảo còn được biết đến với các ứng dụng trong y học như: điều trị ho, điều trị bệnh ở thận, suy nhược, tăng cương chức năng hệ miễn dịch,… Do vậy, việc nuôi trồng và phân tích các thành phần hoạt tính sinh học từ Đông trùng hạ thảo để thu được các hợp chất có tính ứng dụng trong các lĩnh vực đã và đang được các... Đề tài Hoàn thiện công tác quản trị nhân sự tại Công ty TNHH Mộc Khải Tuyên được nghiên cứu nhằm giúp công ty TNHH Mộc Khải Tuyên làm rõ được thực trạng công tác quản trị nhân sự trong công ty như thế nào từ đó đề ra các giải pháp giúp công ty hoàn thiện công tác quản trị nhân sự tốt hơn trong thời gian tới.

TRƯỜNG ĐẠI HỌC SƯ PHẠM TPHCM KHOA HÓA HỌC – BỘ MƠN HĨA HỮU CƠ - - VÕ THỊ BÍCH PHƯỢNG KHĨA LUẬN TỐT NGHIỆP KHẢO SÁT THÀNH PHẦN HĨA HỌC CỦA CÁC CAO PETROLEUM ETHER TỪ NẤM ĐƠNG TRÙNG HẠ THẢO (Cordyceps sinensis) CBHD : TS BÙI XUÂN HÀO TS ĐẶNG HỒNG PHÚ THÀNH PHỐ HỒ CHÍ MINH – 04/2019 9a3f31 93f39f8323 b7c7bda 5203 f0b7cfc8a c3 f0f81bf915 5a0f4ac5 d8ccf40c 9ad4424 f89 c65 43b7d34 d53 b38a2a3 9fe6 b66 c26 c305 fca4 9a3c4eb5 1abf55f8 0700b7a c6a4 5f9a c00a 0780 4c0e 4706 f58e f34 f4e 1d01 beb f4d539ab2fe7 2f5 b fb5225288a 8a06 f7fda9338 0380 3efb56b3d3a d4680 f23 e90abcc8a38 c23fcd2 51a0663 7b4 c4a20 104dc58 ee9e c3358 fa7d28b0 be58 c90a 6d7 d8a86 b865 52a6d 6e21c6e5ac96df3e c0e4 ba33 d28bbd1a 77d5 c8a2 275a70 1b94 bfae 8f4 720ff3 f 83ff16454 d0ff6fcfdbe1 f08 e06e5a 6cd3b1 d29 b9dca760 db7 f556 09c19b6825 5eb1ed 75b67ec4b3 b724ea 3df9a79ee fed 76173 5a128 1900e 0583 282baa 080ae f63 cf3 5b45 14a0 c2044 2ad20 8079 6f6 21eb 87ff30d3dbd7 f42b05b2 2642 df6a5 1542c8c8 9b7 d27 cd5 c6e4 6a36f0d7 fde f4a69a 3f4 f9e8 4338 c49 d5bb12 f0d7 2e 1dbd4e07a9 1c7 7d20 1f6 7f1 65a7 f0c61ad6 df3847e 1ccdb5b90 e55d132e2 0091 83b3df3 b9c9b0a b9a32e 9c3 1d17 42070 6f9 c33 be4 fc1ae 74a0 c925a c2abfb d9c b7f2 6ed3 145d0590e e1b3 7b30 baa4 f57b256 ce438 96e0 c368 7e01 f543 f03 e2b7 37e1d7 8ef3 d65a 0d2 dfe5 d520 d3a7 c33e4 8616 1c1 b19 c079aa f860 76df75 8aaf 4ae631e b7f0c1 86eaad2 c0e 6da48 ec1 0486 d93aa2 b8ee3 f47 e8aa258 5cf946 46 4eaf5 c63b2742 99306 4530 f7d12e f440 d783a0 6390 b97e c6 cc7 2bf3e9df7 f50 c c9a261 d2d34b1 efbbfb7384 77f7a47 c4a6a6 b238 d80 d82 c788 c191 9164 f6aa3 4f93 cd1 7a6554 3d1 803b33cb1b0aaac28 737ff67 eeb6 d176 38e03 7bfa 2d26 7d6 9bc7 1d71 3c1 5f4 b0e2e 94a1a2 6b9 c145 69b1 b468 87d5d0 c3ae4 db99 e612 dbf4e 60b7d9e7b725dd9 f50 c9d7 492d37c83dfeef4c1 3a54 c46ab8b8 b76d37b5 ba073 9b50b3a4b1 3035a 2090 fe268 5c6 f34 e2c6 8c7 22b2f8 1e8e30 3a5a41e e60e6 c3 d 3c4e9 c15 4862 b190e 839a2 4b65 f52 c9 c748 2d8b0cde295 0f8 cd2344a b0d0 1a3e c0436 79c9eb0 35f44646 e76db058 e3ab1 69e0 8b8 f6a7 f4f7a709 9cbf7e4 d9d18 48d75e 1a7b3 d5e3 d2e3 e3b9a d7e5a 4a3208ff 6a14 f2e1 cde7 6ae8ab3eb4e f91 651275 5a4512 dbfeaa8e0 c007 31b7 93c9fb06e3 bbf5451 b51 754a04 4cc62ae2 ff88a1cbdbcf9 e618 9f8 f6d2ceae 7271 0729 fae7 c225a c51 b4b0 8a6b1 d8d1a0f 5c1b3da8 b4d1 3cb1d8 42b0 31b0 c1 d4866 f33 06e49a 758 c5e1 f6d9b6 bcb0ab0 b7 e96c2 6ff6cf34 bb20 f31 2b5aa7 d385 b70e 5dc1dc9c7598 53e1a5 687a7 b87d7c7 e3e5c3 fe58 b4bb6fb04 0e9e1 7c5e 6d8 f65 d4d0a 892e cad7 550bb49 f5d5b15 853 fcb8 3a671 1d63 8f3 f9ee 7a6ce801 da406 40601 63f4cf649 89d3 f70 06a71 19c1e 60fc9a3568 5c2 f07a d8ae cc5 c6 c0b053 f5e51 0c5 2d72fb b8f78a8fc6 f6bb5a50 dd0 f7f2e735 dbb70b67e24 f8d49d37ef9b07 65fa4 2fc4a398 3b9 2f5 56098 3a26 77b722 c4 fae8b59b5 9d83 9de6 b1b2ffcf49e1 b8e68 7ef1 868 cb81 fa6 f59b8dc7 e0139ad11e2 f920 9375e 71ad4ec2 2d1 c08a6 0e5b9b10 bb1 f83 e3659 d02 06359 d b20c9a7bb9bfe635 b043 55e4 cc6 72273 d1d79b7276 bbf45a67 0bc6d24a 4c7 755 15e7a2 f607a4 f08 57e99 957e 98995fb 6a2727 f5a c8e5 8f9 1e92b4444 8e711 ec2 79b746 615a7 5776a7 2a0e7aa 3ff897afe 5a8c580 c38a7 69f8dd1 e477 0e2d52a4 1b9c74ab4a 2c2 99439 d6db85 3d45 2d8 bb4 b5db54f2dce47 c50e d23a3 56d7 c33 f8580 5c0 59f50a73 09dc4e33 c49 80aa85 b19 d0761 7ec0544aa4 2f0 632d8493 f2 b9a21a9 fc3a 5b6 b2908 cc6e38 f2b920 fc5 dbba 12c04c4ee52 b94b5fe7 353d7a7 d51760 f2 f3 c4b2 5b45 12c999b7db65c158dcba b7d2e5e8 8914a d13 f4f82856 55 70b476 6952 4967 472eb 9b1 1d0 d9534 8e65 b6fb150 e08e9 6375 cf24e2ffb d904 91b408 5421 d8efc3 c2b046fda430 d2c2a5da 83725 0e70 db16 8c7 71cd59a6 9aae c5fe8 3a106 f37 c8 f17fc4e 1e5c0e1 f29b0942 c58 c5 f6a131 7d6 c681 0a7be 6667 TRƯỜNG ĐẠI HỌC SƯ PHẠM TPHCM KHOA HĨA HỌC – BỘ MƠN HĨA HỮU CƠ - - VÕ THỊ BÍCH PHƯỢNG KHĨA LUẬN TỐT NGHIỆP KHẢO SÁT THÀNH PHẦN HÓA HỌC CỦA CÁC CAO PETROLEUM ETHER TỪ NẤM ĐÔNG TRÙNG HẠ THẢO (Cordyceps sinensis) CBHD : TS BÙI XUÂN HÀO TS ĐẶNG HOÀNG PHÚ THÀNH PHỐ HỒ CHÍ MINH – 04/2019 9a3f31 93f39f8323 b7c7bda 5203 f0b7cfc8a c3 f0f81bf915 5a0f4ac5 d8ccf40c 9ad4424 f89 c65 43b7d34 d53 b38a2a3 9fe6 b66 c26 c305 fca4 9a3c4eb5 1abf55f8 0700b7a c6a4 5f9a c00a 0780 4c0e 4706 f58e f34 f4e 1d01 beb f4d539ab2fe7 2f5 b fb5225288a 8a06 f7fda9338 0380 3efb56b3d3a d4680 f23 e90abcc8a38 c23fcd2 51a0663 7b4 c4a20 104dc58 ee9e c3358 fa7d28b0 be58 c90a 6d7 d8a86 b865 52a6d 6e21c6e5ac96df3e c0e4 ba33 d28bbd1a 77d5 c8a2 275a70 1b94 bfae 8f4 720ff3 f 83ff16454 d0ff6fcfdbe1 f08 e06e5a 6cd3b1 d29 b9dca760 db7 f556 09c19b6825 5eb1ed 75b67ec4b3 b724ea 3df9a79ee fed 76173 5a128 1900e 0583 282baa 080ae f63 cf3 5b45 14a0 c2044 2ad20 8079 6f6 21eb 87ff30d3dbd7 f42b05b2 2642 df6a5 1542c8c8 9b7 d27 cd5 c6e4 6a36f0d7 fde f4a69a 3f4 f9e8 4338 c49 d5bb12 f0d7 2e 1dbd4e07a9 1c7 7d20 1f6 7f1 65a7 f0c61ad6 df3847e 1ccdb5b90 e55d132e2 0091 83b3df3 b9c9b0a b9a32e 9c3 1d17 42070 6f9 c33 be4 fc1ae 74a0 c925a c2abfb d9c b7f2 6ed3 145d0590e e1b3 7b30 baa4 f57b256 ce438 96e0 c368 7e01 f543 f03 e2b7 37e1d7 8ef3 d65a 0d2 dfe5 d520 d3a7 c33e4 8616 1c1 b19 c079aa f860 76df75 8aaf 4ae631e b7f0c1 86eaad2 c0e 6da48 ec1 0486 d93aa2 b8ee3 f47 e8aa258 5cf946 46 4eaf5 c63b2742 99306 4530 f7d12e f440 d783a0 6390 b97e c6 cc7 2bf3e9df7 f50 c c9a261 d2d34b1 efbbfb7384 77f7a47 c4a6a6 b238 d80 d82 c788 c191 9164 f6aa3 4f93 cd1 7a6554 3d1 803b33cb1b0aaac28 737ff67 eeb6 d176 38e03 7bfa 2d26 7d6 9bc7 1d71 3c1 5f4 b0e2e 94a1a2 6b9 c145 69b1 b468 87d5d0 c3ae4 db99 e612 dbf4e 60b7d9e7b725dd9 f50 c9d7 492d37c83dfeef4c1 3a54 c46ab8b8 b76d37b5 ba073 9b50b3a4b1 3035a 2090 fe268 5c6 f34 e2c6 8c7 22b2f8 1e8e30 3a5a41e e60e6 c3 d 3c4e9 c15 4862 b190e 839a2 4b65 f52 c9 c748 2d8b0cde295 0f8 cd2344a b0d0 1a3e c0436 79c9eb0 35f44646 e76db058 e3ab1 69e0 8b8 f6a7 f4f7a709 9cbf7e4 d9d18 48d75e 1a7b3 d5e3 d2e3 e3b9a d7e5a 4a3208ff 6a14 f2e1 cde7 6ae8ab3eb4e f91 651275 5a4512 dbfeaa8e0 c007 31b7 93c9fb06e3 bbf5451 b51 754a04 4cc62ae2 ff88a1cbdbcf9 e618 9f8 f6d2ceae 7271 0729 fae7 c225a c51 b4b0 8a6b1 d8d1a0f 5c1b3da8 b4d1 3cb1d8 42b0 31b0 c1 d4866 f33 06e49a 758 c5e1 f6d9b6 bcb0ab0 b7 e96c2 6ff6cf34 bb20 f31 2b5aa7 d385 b70e 5dc1dc9c7598 53e1a5 687a7 b87d7c7 e3e5c3 fe58 b4bb6fb04 0e9e1 7c5e 6d8 f65 d4d0a 892e cad7 550bb49 f5d5b15 853 fcb8 3a671 1d63 8f3 f9ee 7a6ce801 da406 40601 63f4cf649 89d3 f70 06a71 19c1e 60fc9a3568 5c2 f07a d8ae cc5 c6 c0b053 f5e51 0c5 2d72fb b8f78a8fc6 f6bb5a50 dd0 f7f2e735 dbb70b67e24 f8d49d37ef9b07 65fa4 2fc4a398 3b9 2f5 56098 3a26 77b722 c4 fae8b59b5 9d83 9de6 b1b2ffcf49e1 b8e68 7ef1 868 cb81 fa6 f59b8dc7 e0139ad11e2 f920 9375e 71ad4ec2 2d1 c08a6 0e5b9b10 bb1 f83 e3659 d02 06359 d b20c9a7bb9bfe635 b043 55e4 cc6 72273 d1d79b7276 bbf45a67 0bc6d24a 4c7 755 15e7a2 f607a4 f08 57e99 957e 98995fb 6a2727 f5a c8e5 8f9 1e92b4444 8e711 ec2 79b746 615a7 5776a7 2a0e7aa 3ff897afe 5a8c580 c38a7 69f8dd1 e477 0e2d52a4 1b9c74ab4a 2c2 99439 d6db85 3d45 2d8 bb4 b5db54f2dce47 c50e d23a3 56d7 c33 f8580 5c0 59f50a73 09dc4e33 c49 80aa85 b19 d0761 7ec0544aa4 2f0 632d8493 f2 b9a21a9 fc3a 5b6 b2908 cc6e38 f2b920 fc5 dbba 12c04c4ee52 b94b5fe7 353d7a7 d51760 f2 f3 c4b2 5b45 12c999b7db65c158dcba b7d2e5e8 8914a d13 f4f82856 55 70b476 6952 4967 472eb 9b1 1d0 d9534 8e65 b6fb150 e08e9 6375 cf24e2ffb d904 91b408 5421 d8efc3 c2b046fda430 d2c2a5da 83725 0e70 db16 8c7 71cd59a6 9aae c5fe8 3a106 f37 c8 f17fc4e 1e5c0e1 f29b0942 c58 c5 f6a131 7d6 c681 0a7be 6667 NHẬN XÉT CỦA HỘI ĐỒNG Xác nhận Giảng Viên 9a3f31 93f39f8323 b7c7bda 5203 f0b7cfc8a c3 f0f81bf915 5a0f4ac5 d8ccf40c 9ad4424 f89 c65 43b7d34 d53 b38a2a3 9fe6 b66 c26 c305 fca4 9a3c4eb5 1abf55f8 0700b7a c6a4 5f9a c00a 0780 4c0e 4706 f58e f34 f4e 1d01 beb f4d539ab2fe7 2f5 b fb5225288a 8a06 f7fda9338 0380 3efb56b3d3a d4680 f23 e90abcc8a38 c23fcd2 51a0663 7b4 c4a20 104dc58 ee9e c3358 fa7d28b0 be58 c90a 6d7 d8a86 b865 52a6d 6e21c6e5ac96df3e c0e4 ba33 d28bbd1a 77d5 c8a2 275a70 1b94 bfae 8f4 720ff3 f 83ff16454 d0ff6fcfdbe1 f08 e06e5a 6cd3b1 d29 b9dca760 db7 f556 09c19b6825 5eb1ed 75b67ec4b3 b724ea 3df9a79ee fed 76173 5a128 1900e 0583 282baa 080ae f63 cf3 5b45 14a0 c2044 2ad20 8079 6f6 21eb 87ff30d3dbd7 f42b05b2 2642 df6a5 1542c8c8 9b7 d27 cd5 c6e4 6a36f0d7 fde f4a69a 3f4 f9e8 4338 c49 d5bb12 f0d7 2e 1dbd4e07a9 1c7 7d20 1f6 7f1 65a7 f0c61ad6 df3847e 1ccdb5b90 e55d132e2 0091 83b3df3 b9c9b0a b9a32e 9c3 1d17 42070 6f9 c33 be4 fc1ae 74a0 c925a c2abfb d9c b7f2 6ed3 145d0590e e1b3 7b30 baa4 f57b256 ce438 96e0 c368 7e01 f543 f03 e2b7 37e1d7 8ef3 d65a 0d2 dfe5 d520 d3a7 c33e4 8616 1c1 b19 c079aa f860 76df75 8aaf 4ae631e b7f0c1 86eaad2 c0e 6da48 ec1 0486 d93aa2 b8ee3 f47 e8aa258 5cf946 46 4eaf5 c63b2742 99306 4530 f7d12e f440 d783a0 6390 b97e c6 cc7 2bf3e9df7 f50 c c9a261 d2d34b1 efbbfb7384 77f7a47 c4a6a6 b238 d80 d82 c788 c191 9164 f6aa3 4f93 cd1 7a6554 3d1 803b33cb1b0aaac28 737ff67 eeb6 d176 38e03 7bfa 2d26 7d6 9bc7 1d71 3c1 5f4 b0e2e 94a1a2 6b9 c145 69b1 b468 87d5d0 c3ae4 db99 e612 dbf4e 60b7d9e7b725dd9 f50 c9d7 492d37c83dfeef4c1 3a54 c46ab8b8 b76d37b5 ba073 9b50b3a4b1 3035a 2090 fe268 5c6 f34 e2c6 8c7 22b2f8 1e8e30 3a5a41e e60e6 c3 d 3c4e9 c15 4862 b190e 839a2 4b65 f52 c9 c748 2d8b0cde295 0f8 cd2344a b0d0 1a3e c0436 79c9eb0 35f44646 e76db058 e3ab1 69e0 8b8 f6a7 f4f7a709 9cbf7e4 d9d18 48d75e 1a7b3 d5e3 d2e3 e3b9a d7e5a 4a3208ff 6a14 f2e1 cde7 6ae8ab3eb4e f91 651275 5a4512 dbfeaa8e0 c007 31b7 93c9fb06e3 bbf5451 b51 754a04 4cc62ae2 ff88a1cbdbcf9 e618 9f8 f6d2ceae 7271 0729 fae7 c225a c51 b4b0 8a6b1 d8d1a0f 5c1b3da8 b4d1 3cb1d8 42b0 31b0 c1 d4866 f33 06e49a 758 c5e1 f6d9b6 bcb0ab0 b7 e96c2 6ff6cf34 bb20 f31 2b5aa7 d385 b70e 5dc1dc9c7598 53e1a5 687a7 b87d7c7 e3e5c3 fe58 b4bb6fb04 0e9e1 7c5e 6d8 f65 d4d0a 892e cad7 550bb49 f5d5b15 853 fcb8 3a671 1d63 8f3 f9ee 7a6ce801 da406 40601 63f4cf649 89d3 f70 06a71 19c1e 60fc9a3568 5c2 f07a d8ae cc5 c6 c0b053 f5e51 0c5 2d72fb b8f78a8fc6 f6bb5a50 dd0 f7f2e735 dbb70b67e24 f8d49d37ef9b07 65fa4 2fc4a398 3b9 2f5 56098 3a26 77b722 c4 fae8b59b5 9d83 9de6 b1b2ffcf49e1 b8e68 7ef1 868 cb81 fa6 f59b8dc7 e0139ad11e2 f920 9375e 71ad4ec2 2d1 c08a6 0e5b9b10 bb1 f83 e3659 d02 06359 d b20c9a7bb9bfe635 b043 55e4 cc6 72273 d1d79b7276 bbf45a67 0bc6d24a 4c7 755 15e7a2 f607a4 f08 57e99 957e 98995fb 6a2727 f5a c8e5 8f9 1e92b4444 8e711 ec2 79b746 615a7 5776a7 2a0e7aa 3ff897afe 5a8c580 c38a7 69f8dd1 e477 0e2d52a4 1b9c74ab4a 2c2 99439 d6db85 3d45 2d8 bb4 b5db54f2dce47 c50e d23a3 56d7 c33 f8580 5c0 59f50a73 09dc4e33 c49 80aa85 b19 d0761 7ec0544aa4 2f0 632d8493 f2 b9a21a9 fc3a 5b6 b2908 cc6e38 f2b920 fc5 dbba 12c04c4ee52 b94b5fe7 353d7a7 d51760 f2 f3 c4b2 5b45 12c999b7db65c158dcba b7d2e5e8 8914a d13 f4f82856 55 70b476 6952 4967 472eb 9b1 1d0 d9534 8e65 b6fb150 e08e9 6375 cf24e2ffb d904 91b408 5421 d8efc3 c2b046fda430 d2c2a5da 83725 0e70 db16 8c7 71cd59a6 9aae c5fe8 3a106 f37 c8 f17fc4e 1e5c0e1 f29b0942 c58 c5 f6a131 7d6 c681 0a7be 6667 LỜI CẢM ƠN Đề tài thực hồn thành phịng thí nghiệm Hóa Hữu Cơ với hướng dẫn thầy Bùi Xuân Hào thầy Đặng Hoàng Phú Trong suốt q trình thực hồn thành đề tài, em xin gởi lời cảm ơn chân thành sâu sắc đến thầy Đặng Hoàng Phú thầy Bùi Xuân Hào dành nhiều thời gian, tâm huyết chia sẻ kinh nghiệm, truyền đạt kiến thức dẫn tận tình, chu đáo, tạo điều kiện để hồn thành tốt đề tài Cảm ơn anh chị, bạn phịng thí nghiệm Hóa Hữu Cơ chia sẻ, giúp đỡ hỗ trợ nhiều thời gian thực đề tài Xin chân thành cảm ơn 9a3f31 93f39f8323 b7c7bda 5203 f0b7cfc8a c3 f0f81bf915 5a0f4ac5 d8ccf40c 9ad4424 f89 c65 43b7d34 d53 b38a2a3 9fe6 b66 c26 c305 fca4 9a3c4eb5 1abf55f8 0700b7a c6a4 5f9a c00a 0780 4c0e 4706 f58e f34 f4e 1d01 beb f4d539ab2fe7 2f5 b fb5225288a 8a06 f7fda9338 0380 3efb56b3d3a d4680 f23 e90abcc8a38 c23fcd2 51a0663 7b4 c4a20 104dc58 ee9e c3358 fa7d28b0 be58 c90a 6d7 d8a86 b865 52a6d 6e21c6e5ac96df3e c0e4 ba33 d28bbd1a 77d5 c8a2 275a70 1b94 bfae 8f4 720ff3 f 83ff16454 d0ff6fcfdbe1 f08 e06e5a 6cd3b1 d29 b9dca760 db7 f556 09c19b6825 5eb1ed 75b67ec4b3 b724ea 3df9a79ee fed 76173 5a128 1900e 0583 282baa 080ae f63 cf3 5b45 14a0 c2044 2ad20 8079 6f6 21eb 87ff30d3dbd7 f42b05b2 2642 df6a5 1542c8c8 9b7 d27 cd5 c6e4 6a36f0d7 fde f4a69a 3f4 f9e8 4338 c49 d5bb12 f0d7 2e 1dbd4e07a9 1c7 7d20 1f6 7f1 65a7 f0c61ad6 df3847e 1ccdb5b90 e55d132e2 0091 83b3df3 b9c9b0a b9a32e 9c3 1d17 42070 6f9 c33 be4 fc1ae 74a0 c925a c2abfb d9c b7f2 6ed3 145d0590e e1b3 7b30 baa4 f57b256 ce438 96e0 c368 7e01 f543 f03 e2b7 37e1d7 8ef3 d65a 0d2 dfe5 d520 d3a7 c33e4 8616 1c1 b19 c079aa f860 76df75 8aaf 4ae631e b7f0c1 86eaad2 c0e 6da48 ec1 0486 d93aa2 b8ee3 f47 e8aa258 5cf946 46 4eaf5 c63b2742 99306 4530 f7d12e f440 d783a0 6390 b97e c6 cc7 2bf3e9df7 f50 c c9a261 d2d34b1 efbbfb7384 77f7a47 c4a6a6 b238 d80 d82 c788 c191 9164 f6aa3 4f93 cd1 7a6554 3d1 803b33cb1b0aaac28 737ff67 eeb6 d176 38e03 7bfa 2d26 7d6 9bc7 1d71 3c1 5f4 b0e2e 94a1a2 6b9 c145 69b1 b468 87d5d0 c3ae4 db99 e612 dbf4e 60b7d9e7b725dd9 f50 c9d7 492d37c83dfeef4c1 3a54 c46ab8b8 b76d37b5 ba073 9b50b3a4b1 3035a 2090 fe268 5c6 f34 e2c6 8c7 22b2f8 1e8e30 3a5a41e e60e6 c3 d 3c4e9 c15 4862 b190e 839a2 4b65 f52 c9 c748 2d8b0cde295 0f8 cd2344a b0d0 1a3e c0436 79c9eb0 35f44646 e76db058 e3ab1 69e0 8b8 f6a7 f4f7a709 9cbf7e4 d9d18 48d75e 1a7b3 d5e3 d2e3 e3b9a d7e5a 4a3208ff 6a14 f2e1 cde7 6ae8ab3eb4e f91 651275 5a4512 dbfeaa8e0 c007 31b7 93c9fb06e3 bbf5451 b51 754a04 4cc62ae2 ff88a1cbdbcf9 e618 9f8 f6d2ceae 7271 0729 fae7 c225a c51 b4b0 8a6b1 d8d1a0f 5c1b3da8 b4d1 3cb1d8 42b0 31b0 c1 d4866 f33 06e49a 758 c5e1 f6d9b6 bcb0ab0 b7 e96c2 6ff6cf34 bb20 f31 2b5aa7 d385 b70e 5dc1dc9c7598 53e1a5 687a7 b87d7c7 e3e5c3 fe58 b4bb6fb04 0e9e1 7c5e 6d8 f65 d4d0a 892e cad7 550bb49 f5d5b15 853 fcb8 3a671 1d63 8f3 f9ee 7a6ce801 da406 40601 63f4cf649 89d3 f70 06a71 19c1e 60fc9a3568 5c2 f07a d8ae cc5 c6 c0b053 f5e51 0c5 2d72fb b8f78a8fc6 f6bb5a50 dd0 f7f2e735 dbb70b67e24 f8d49d37ef9b07 65fa4 2fc4a398 3b9 2f5 56098 3a26 77b722 c4 fae8b59b5 9d83 9de6 b1b2ffcf49e1 b8e68 7ef1 868 cb81 fa6 f59b8dc7 e0139ad11e2 f920 9375e 71ad4ec2 2d1 c08a6 0e5b9b10 bb1 f83 e3659 d02 06359 d b20c9a7bb9bfe635 b043 55e4 cc6 72273 d1d79b7276 bbf45a67 0bc6d24a 4c7 755 15e7a2 f607a4 f08 57e99 957e 98995fb 6a2727 f5a c8e5 8f9 1e92b4444 8e711 ec2 79b746 615a7 5776a7 2a0e7aa 3ff897afe 5a8c580 c38a7 69f8dd1 e477 0e2d52a4 1b9c74ab4a 2c2 99439 d6db85 3d45 2d8 bb4 b5db54f2dce47 c50e d23a3 56d7 c33 f8580 5c0 59f50a73 09dc4e33 c49 80aa85 b19 d0761 7ec0544aa4 2f0 632d8493 f2 b9a21a9 fc3a 5b6 b2908 cc6e38 f2b920 fc5 dbba 12c04c4ee52 b94b5fe7 353d7a7 d51760 f2 f3 c4b2 5b45 12c999b7db65c158dcba b7d2e5e8 8914a d13 f4f82856 55 70b476 6952 4967 472eb 9b1 1d0 d9534 8e65 b6fb150 e08e9 6375 cf24e2ffb d904 91b408 5421 d8efc3 c2b046fda430 d2c2a5da 83725 0e70 db16 8c7 71cd59a6 9aae c5fe8 3a106 f37 c8 f17fc4e 1e5c0e1 f29b0942 c58 c5 f6a131 7d6 c681 0a7be 6667 9a3f31 93f39f8323 b7c7bda 5203 f0b7cfc8a c3 f0f81bf915 5a0f4ac5 d8ccf40c 9ad4424 f89 c65 43b7d34 d53 b38a2a3 9fe6 b66 c26 c305 fca4 9a3c4eb5 1abf55f8 0700b7a c6a4 5f9a c00a 0780 4c0e 4706 f58e f34 f4e 1d01 beb f4d539ab2fe7 2f5 b fb5225288a 8a06 f7fda9338 0380 3efb56b3d3a d4680 f23 e90abcc8a38 c23fcd2 51a0663 7b4 c4a20 104dc58 ee9e c3358 fa7d28b0 be58 c90a 6d7 d8a86 b865 52a6d 6e21c6e5ac96df3e c0e4 ba33 d28bbd1a 77d5 c8a2 275a70 1b94 bfae 8f4 720ff3 f 83ff16454 d0ff6fcfdbe1 f08 e06e5a 6cd3b1 d29 b9dca760 db7 f556 09c19b6825 5eb1ed 75b67ec4b3 b724ea 3df9a79ee fed 76173 5a128 1900e 0583 282baa 080ae f63 cf3 5b45 14a0 c2044 2ad20 8079 6f6 21eb 87ff30d3dbd7 f42b05b2 2642 df6a5 1542c8c8 9b7 d27 cd5 c6e4 6a36f0d7 fde f4a69a 3f4 f9e8 4338 c49 d5bb12 f0d7 2e 1dbd4e07a9 1c7 7d20 1f6 7f1 65a7 f0c61ad6 df3847e 1ccdb5b90 e55d132e2 0091 83b3df3 b9c9b0a b9a32e 9c3 1d17 42070 6f9 c33 be4 fc1ae 74a0 c925a c2abfb d9c b7f2 6ed3 145d0590e e1b3 7b30 baa4 f57b256 ce438 96e0 c368 7e01 f543 f03 e2b7 37e1d7 8ef3 d65a 0d2 dfe5 d520 d3a7 c33e4 8616 1c1 b19 c079aa f860 76df75 8aaf 4ae631e b7f0c1 86eaad2 c0e 6da48 ec1 0486 d93aa2 b8ee3 f47 e8aa258 5cf946 46 4eaf5 c63b2742 99306 4530 f7d12e f440 d783a0 6390 b97e c6 cc7 2bf3e9df7 f50 c c9a261 d2d34b1 efbbfb7384 77f7a47 c4a6a6 b238 d80 d82 c788 c191 9164 f6aa3 4f93 cd1 7a6554 3d1 803b33cb1b0aaac28 737ff67 eeb6 d176 38e03 7bfa 2d26 7d6 9bc7 1d71 3c1 5f4 b0e2e 94a1a2 6b9 c145 69b1 b468 87d5d0 c3ae4 db99 e612 dbf4e 60b7d9e7b725dd9 f50 c9d7 492d37c83dfeef4c1 3a54 c46ab8b8 b76d37b5 ba073 9b50b3a4b1 3035a 2090 fe268 5c6 f34 e2c6 8c7 22b2f8 1e8e30 3a5a41e e60e6 c3 d 3c4e9 c15 4862 b190e 839a2 4b65 f52 c9 c748 2d8b0cde295 0f8 cd2344a b0d0 1a3e c0436 79c9eb0 35f44646 e76db058 e3ab1 69e0 8b8 f6a7 f4f7a709 9cbf7e4 d9d18 48d75e 1a7b3 d5e3 d2e3 e3b9a d7e5a 4a3208ff 6a14 f2e1 cde7 6ae8ab3eb4e f91 651275 5a4512 dbfeaa8e0 c007 31b7 93c9fb06e3 bbf5451 b51 754a04 4cc62ae2 ff88a1cbdbcf9 e618 9f8 f6d2ceae 7271 0729 fae7 c225a c51 b4b0 8a6b1 d8d1a0f 5c1b3da8 b4d1 3cb1d8 42b0 31b0 c1 d4866 f33 06e49a 758 c5e1 f6d9b6 bcb0ab0 b7 e96c2 6ff6cf34 bb20 f31 2b5aa7 d385 b70e 5dc1dc9c7598 53e1a5 687a7 b87d7c7 e3e5c3 fe58 b4bb6fb04 0e9e1 7c5e 6d8 f65 d4d0a 892e cad7 550bb49 f5d5b15 853 fcb8 3a671 1d63 8f3 f9ee 7a6ce801 da406 40601 63f4cf649 89d3 f70 06a71 19c1e 60fc9a3568 5c2 f07a d8ae cc5 c6 c0b053 f5e51 0c5 2d72fb b8f78a8fc6 f6bb5a50 dd0 f7f2e735 dbb70b67e24 f8d49d37ef9b07 65fa4 2fc4a398 3b9 2f5 56098 3a26 77b722 c4 fae8b59b5 9d83 9de6 b1b2ffcf49e1 b8e68 7ef1 868 cb81 fa6 f59b8dc7 e0139ad11e2 f920 9375e 71ad4ec2 2d1 c08a6 0e5b9b10 bb1 f83 e3659 d02 06359 d b20c9a7bb9bfe635 b043 55e4 cc6 72273 d1d79b7276 bbf45a67 0bc6d24a 4c7 755 15e7a2 f607a4 f08 57e99 957e 98995fb 6a2727 f5a c8e5 8f9 1e92b4444 8e711 ec2 79b746 615a7 5776a7 2a0e7aa 3ff897afe 5a8c580 c38a7 69f8dd1 e477 0e2d52a4 1b9c74ab4a 2c2 99439 d6db85 3d45 2d8 bb4 b5db54f2dce47 c50e d23a3 56d7 c33 f8580 5c0 59f50a73 09dc4e33 c49 80aa85 b19 d0761 7ec0544aa4 2f0 632d8493 f2 b9a21a9 fc3a 5b6 b2908 cc6e38 f2b920 fc5 dbba 12c04c4ee52 b94b5fe7 353d7a7 d51760 f2 f3 c4b2 5b45 12c999b7db65c158dcba b7d2e5e8 8914a d13 f4f82856 55 70b476 6952 4967 472eb 9b1 1d0 d9534 8e65 b6fb150 e08e9 6375 cf24e2ffb d904 91b408 5421 d8efc3 c2b046fda430 d2c2a5da 83725 0e70 db16 8c7 71cd59a6 9aae c5fe8 3a106 f37 c8 f17fc4e 1e5c0e1 f29b0942 c58 c5 f6a131 7d6 c681 0a7be 6667 MỤC LỤC LỜI CẢM ƠN LỜI MỞ ĐẦU TỔNG QUAN 1.1 Giới thiệu chung Đông Trùng Hạ Thảo (Cordyceps sinensis) 1.1.1 Tên gọi 1.1.2 Nguồn gốc 1.1.3 Mô tả thực vật 1.1.4 Phân bố .2 1.1.5 Trồng trọt, thu hái .3 1.2 Thành phần hóa học .3 1.3 Hoạt tính sinh học THỰC NGHIỆM Điều kiện thực nghiệm Giới thiệu chung 10 Tiến hành thực nghiệm 10 Sơ đồ trình cô lập hợp chất 11 Q trình lập phân đoạn P3.1 12 KẾT QUẢ, BIỆN LUẬN 13 KẾT LUẬN PHỤ LỤC i DANH MỤC HÌNH ẢNH Hình 1.1: Nấm Đơng trùng hạ thảo tự nhiên Hình 1.2: Cordyceps sinensis tìm thấy đồng cỏ độ cao 4200m mực nước biển Tibet Hình 2.1: Cấu trúc hợp chất CS .13 ii 9a3f31 93f39f8323 b7c7bda 5203 f0b7cfc8a c3 f0f81bf915 5a0f4ac5 d8ccf40c 9ad4424 f89 c65 43b7d34 d53 b38a2a3 9fe6 b66 c26 c305 fca4 9a3c4eb5 1abf55f8 0700b7a c6a4 5f9a c00a 0780 4c0e 4706 f58e f34 f4e 1d01 beb f4d539ab2fe7 2f5 b fb5225288a 8a06 f7fda9338 0380 3efb56b3d3a d4680 f23 e90abcc8a38 c23fcd2 51a0663 7b4 c4a20 104dc58 ee9e c3358 fa7d28b0 be58 c90a 6d7 d8a86 b865 52a6d 6e21c6e5ac96df3e c0e4 ba33 d28bbd1a 77d5 c8a2 275a70 1b94 bfae 8f4 720ff3 f 83ff16454 d0ff6fcfdbe1 f08 e06e5a 6cd3b1 d29 b9dca760 db7 f556 09c19b6825 5eb1ed 75b67ec4b3 b724ea 3df9a79ee fed 76173 5a128 1900e 0583 282baa 080ae f63 cf3 5b45 14a0 c2044 2ad20 8079 6f6 21eb 87ff30d3dbd7 f42b05b2 2642 df6a5 1542c8c8 9b7 d27 cd5 c6e4 6a36f0d7 fde f4a69a 3f4 f9e8 4338 c49 d5bb12 f0d7 2e 1dbd4e07a9 1c7 7d20 1f6 7f1 65a7 f0c61ad6 df3847e 1ccdb5b90 e55d132e2 0091 83b3df3 b9c9b0a b9a32e 9c3 1d17 42070 6f9 c33 be4 fc1ae 74a0 c925a c2abfb d9c b7f2 6ed3 145d0590e e1b3 7b30 baa4 f57b256 ce438 96e0 c368 7e01 f543 f03 e2b7 37e1d7 8ef3 d65a 0d2 dfe5 d520 d3a7 c33e4 8616 1c1 b19 c079aa f860 76df75 8aaf 4ae631e b7f0c1 86eaad2 c0e 6da48 ec1 0486 d93aa2 b8ee3 f47 e8aa258 5cf946 46 4eaf5 c63b2742 99306 4530 f7d12e f440 d783a0 6390 b97e c6 cc7 2bf3e9df7 f50 c c9a261 d2d34b1 efbbfb7384 77f7a47 c4a6a6 b238 d80 d82 c788 c191 9164 f6aa3 4f93 cd1 7a6554 3d1 803b33cb1b0aaac28 737ff67 eeb6 d176 38e03 7bfa 2d26 7d6 9bc7 1d71 3c1 5f4 b0e2e 94a1a2 6b9 c145 69b1 b468 87d5d0 c3ae4 db99 e612 dbf4e 60b7d9e7b725dd9 f50 c9d7 492d37c83dfeef4c1 3a54 c46ab8b8 b76d37b5 ba073 9b50b3a4b1 3035a 2090 fe268 5c6 f34 e2c6 8c7 22b2f8 1e8e30 3a5a41e e60e6 c3 d 3c4e9 c15 4862 b190e 839a2 4b65 f52 c9 c748 2d8b0cde295 0f8 cd2344a b0d0 1a3e c0436 79c9eb0 35f44646 e76db058 e3ab1 69e0 8b8 f6a7 f4f7a709 9cbf7e4 d9d18 48d75e 1a7b3 d5e3 d2e3 e3b9a d7e5a 4a3208ff 6a14 f2e1 cde7 6ae8ab3eb4e f91 651275 5a4512 dbfeaa8e0 c007 31b7 93c9fb06e3 bbf5451 b51 754a04 4cc62ae2 ff88a1cbdbcf9 e618 9f8 f6d2ceae 7271 0729 fae7 c225a c51 b4b0 8a6b1 d8d1a0f 5c1b3da8 b4d1 3cb1d8 42b0 31b0 c1 d4866 f33 06e49a 758 c5e1 f6d9b6 bcb0ab0 b7 e96c2 6ff6cf34 bb20 f31 2b5aa7 d385 b70e 5dc1dc9c7598 53e1a5 687a7 b87d7c7 e3e5c3 fe58 b4bb6fb04 0e9e1 7c5e 6d8 f65 d4d0a 892e cad7 550bb49 f5d5b15 853 fcb8 3a671 1d63 8f3 f9ee 7a6ce801 da406 40601 63f4cf649 89d3 f70 06a71 19c1e 60fc9a3568 5c2 f07a d8ae cc5 c6 c0b053 f5e51 0c5 2d72fb b8f78a8fc6 f6bb5a50 dd0 f7f2e735 dbb70b67e24 f8d49d37ef9b07 65fa4 2fc4a398 3b9 2f5 56098 3a26 77b722 c4 fae8b59b5 9d83 9de6 b1b2ffcf49e1 b8e68 7ef1 868 cb81 fa6 f59b8dc7 e0139ad11e2 f920 9375e 71ad4ec2 2d1 c08a6 0e5b9b10 bb1 f83 e3659 d02 06359 d b20c9a7bb9bfe635 b043 55e4 cc6 72273 d1d79b7276 bbf45a67 0bc6d24a 4c7 755 15e7a2 f607a4 f08 57e99 957e 98995fb 6a2727 f5a c8e5 8f9 1e92b4444 8e711 ec2 79b746 615a7 5776a7 2a0e7aa 3ff897afe 5a8c580 c38a7 69f8dd1 e477 0e2d52a4 1b9c74ab4a 2c2 99439 d6db85 3d45 2d8 bb4 b5db54f2dce47 c50e d23a3 56d7 c33 f8580 5c0 59f50a73 09dc4e33 c49 80aa85 b19 d0761 7ec0544aa4 2f0 632d8493 f2 b9a21a9 fc3a 5b6 b2908 cc6e38 f2b920 fc5 dbba 12c04c4ee52 b94b5fe7 353d7a7 d51760 f2 f3 c4b2 5b45 12c999b7db65c158dcba b7d2e5e8 8914a d13 f4f82856 55 70b476 6952 4967 472eb 9b1 1d0 d9534 8e65 b6fb150 e08e9 6375 cf24e2ffb d904 91b408 5421 d8efc3 c2b046fda430 d2c2a5da 83725 0e70 db16 8c7 71cd59a6 9aae c5fe8 3a106 f37 c8 f17fc4e 1e5c0e1 f29b0942 c58 c5 f6a131 7d6 c681 0a7be 6667 DANH MỤC BẢNG BIỂU, SƠ ĐỒ Bảng 2.1: Bảng liệu phổ NMR hợp chất CS so sánh với hợp chất 22-hydroxyisohopane dung môi chloroform-d 14 Sơ đồ 2.1: Q trình lập hợp chất 11 iii 9a3f31 93f39f8323 b7c7bda 5203 f0b7cfc8a c3 f0f81bf915 5a0f4ac5 d8ccf40c 9ad4424 f89 c65 43b7d34 d53 b38a2a3 9fe6 b66 c26 c305 fca4 9a3c4eb5 1abf55f8 0700b7a c6a4 5f9a c00a 0780 4c0e 4706 f58e f34 f4e 1d01 beb f4d539ab2fe7 2f5 b fb5225288a 8a06 f7fda9338 0380 3efb56b3d3a d4680 f23 e90abcc8a38 c23fcd2 51a0663 7b4 c4a20 104dc58 ee9e c3358 fa7d28b0 be58 c90a 6d7 d8a86 b865 52a6d 6e21c6e5ac96df3e c0e4 ba33 d28bbd1a 77d5 c8a2 275a70 1b94 bfae 8f4 720ff3 f 83ff16454 d0ff6fcfdbe1 f08 e06e5a 6cd3b1 d29 b9dca760 db7 f556 09c19b6825 5eb1ed 75b67ec4b3 b724ea 3df9a79ee fed 76173 5a128 1900e 0583 282baa 080ae f63 cf3 5b45 14a0 c2044 2ad20 8079 6f6 21eb 87ff30d3dbd7 f42b05b2 2642 df6a5 1542c8c8 9b7 d27 cd5 c6e4 6a36f0d7 fde f4a69a 3f4 f9e8 4338 c49 d5bb12 f0d7 2e 1dbd4e07a9 1c7 7d20 1f6 7f1 65a7 f0c61ad6 df3847e 1ccdb5b90 e55d132e2 0091 83b3df3 b9c9b0a b9a32e 9c3 1d17 42070 6f9 c33 be4 fc1ae 74a0 c925a c2abfb d9c b7f2 6ed3 145d0590e e1b3 7b30 baa4 f57b256 ce438 96e0 c368 7e01 f543 f03 e2b7 37e1d7 8ef3 d65a 0d2 dfe5 d520 d3a7 c33e4 8616 1c1 b19 c079aa f860 76df75 8aaf 4ae631e b7f0c1 86eaad2 c0e 6da48 ec1 0486 d93aa2 b8ee3 f47 e8aa258 5cf946 46 4eaf5 c63b2742 99306 4530 f7d12e f440 d783a0 6390 b97e c6 cc7 2bf3e9df7 f50 c c9a261 d2d34b1 efbbfb7384 77f7a47 c4a6a6 b238 d80 d82 c788 c191 9164 f6aa3 4f93 cd1 7a6554 3d1 803b33cb1b0aaac28 737ff67 eeb6 d176 38e03 7bfa 2d26 7d6 9bc7 1d71 3c1 5f4 b0e2e 94a1a2 6b9 c145 69b1 b468 87d5d0 c3ae4 db99 e612 dbf4e 60b7d9e7b725dd9 f50 c9d7 492d37c83dfeef4c1 3a54 c46ab8b8 b76d37b5 ba073 9b50b3a4b1 3035a 2090 fe268 5c6 f34 e2c6 8c7 22b2f8 1e8e30 3a5a41e e60e6 c3 d 3c4e9 c15 4862 b190e 839a2 4b65 f52 c9 c748 2d8b0cde295 0f8 cd2344a b0d0 1a3e c0436 79c9eb0 35f44646 e76db058 e3ab1 69e0 8b8 f6a7 f4f7a709 9cbf7e4 d9d18 48d75e 1a7b3 d5e3 d2e3 e3b9a d7e5a 4a3208ff 6a14 f2e1 cde7 6ae8ab3eb4e f91 651275 5a4512 dbfeaa8e0 c007 31b7 93c9fb06e3 bbf5451 b51 754a04 4cc62ae2 ff88a1cbdbcf9 e618 9f8 f6d2ceae 7271 0729 fae7 c225a c51 b4b0 8a6b1 d8d1a0f 5c1b3da8 b4d1 3cb1d8 42b0 31b0 c1 d4866 f33 06e49a 758 c5e1 f6d9b6 bcb0ab0 b7 e96c2 6ff6cf34 bb20 f31 2b5aa7 d385 b70e 5dc1dc9c7598 53e1a5 687a7 b87d7c7 e3e5c3 fe58 b4bb6fb04 0e9e1 7c5e 6d8 f65 d4d0a 892e cad7 550bb49 f5d5b15 853 fcb8 3a671 1d63 8f3 f9ee 7a6ce801 da406 40601 63f4cf649 89d3 f70 06a71 19c1e 60fc9a3568 5c2 f07a d8ae cc5 c6 c0b053 f5e51 0c5 2d72fb b8f78a8fc6 f6bb5a50 dd0 f7f2e735 dbb70b67e24 f8d49d37ef9b07 65fa4 2fc4a398 3b9 2f5 56098 3a26 77b722 c4 fae8b59b5 9d83 9de6 b1b2ffcf49e1 b8e68 7ef1 868 cb81 fa6 f59b8dc7 e0139ad11e2 f920 9375e 71ad4ec2 2d1 c08a6 0e5b9b10 bb1 f83 e3659 d02 06359 d b20c9a7bb9bfe635 b043 55e4 cc6 72273 d1d79b7276 bbf45a67 0bc6d24a 4c7 755 15e7a2 f607a4 f08 57e99 957e 98995fb 6a2727 f5a c8e5 8f9 1e92b4444 8e711 ec2 79b746 615a7 5776a7 2a0e7aa 3ff897afe 5a8c580 c38a7 69f8dd1 e477 0e2d52a4 1b9c74ab4a 2c2 99439 d6db85 3d45 2d8 bb4 b5db54f2dce47 c50e d23a3 56d7 c33 f8580 5c0 59f50a73 09dc4e33 c49 80aa85 b19 d0761 7ec0544aa4 2f0 632d8493 f2 b9a21a9 fc3a 5b6 b2908 cc6e38 f2b920 fc5 dbba 12c04c4ee52 b94b5fe7 353d7a7 d51760 f2 f3 c4b2 5b45 12c999b7db65c158dcba b7d2e5e8 8914a d13 f4f82856 55 70b476 6952 4967 472eb 9b1 1d0 d9534 8e65 b6fb150 e08e9 6375 cf24e2ffb d904 91b408 5421 d8efc3 c2b046fda430 d2c2a5da 83725 0e70 db16 8c7 71cd59a6 9aae c5fe8 3a106 f37 c8 f17fc4e 1e5c0e1 f29b0942 c58 c5 f6a131 7d6 c681 0a7be 6667 9a3f31 93f39f8323 b7c7bda 5203 f0b7cfc8a c3 f0f81bf915 5a0f4ac5 d8ccf40c 9ad4424 f89 c65 43b7d34 d53 b38a2a3 9fe6 b66 c26 c305 fca4 9a3c4eb5 1abf55f8 0700b7a c6a4 5f9a c00a 0780 4c0e 4706 f58e f34 f4e 1d01 beb f4d539ab2fe7 2f5 b fb5225288a 8a06 f7fda9338 0380 3efb56b3d3a d4680 f23 e90abcc8a38 c23fcd2 51a0663 7b4 c4a20 104dc58 ee9e c3358 fa7d28b0 be58 c90a 6d7 d8a86 b865 52a6d 6e21c6e5ac96df3e c0e4 ba33 d28bbd1a 77d5 c8a2 275a70 1b94 bfae 8f4 720ff3 f 83ff16454 d0ff6fcfdbe1 f08 e06e5a 6cd3b1 d29 b9dca760 db7 f556 09c19b6825 5eb1ed 75b67ec4b3 b724ea 3df9a79ee fed 76173 5a128 1900e 0583 282baa 080ae f63 cf3 5b45 14a0 c2044 2ad20 8079 6f6 21eb 87ff30d3dbd7 f42b05b2 2642 df6a5 1542c8c8 9b7 d27 cd5 c6e4 6a36f0d7 fde f4a69a 3f4 f9e8 4338 c49 d5bb12 f0d7 2e 1dbd4e07a9 1c7 7d20 1f6 7f1 65a7 f0c61ad6 df3847e 1ccdb5b90 e55d132e2 0091 83b3df3 b9c9b0a b9a32e 9c3 1d17 42070 6f9 c33 be4 fc1ae 74a0 c925a c2abfb d9c b7f2 6ed3 145d0590e e1b3 7b30 baa4 f57b256 ce438 96e0 c368 7e01 f543 f03 e2b7 37e1d7 8ef3 d65a 0d2 dfe5 d520 d3a7 c33e4 8616 1c1 b19 c079aa f860 76df75 8aaf 4ae631e b7f0c1 86eaad2 c0e 6da48 ec1 0486 d93aa2 b8ee3 f47 e8aa258 5cf946 46 4eaf5 c63b2742 99306 4530 f7d12e f440 d783a0 6390 b97e c6 cc7 2bf3e9df7 f50 c c9a261 d2d34b1 efbbfb7384 77f7a47 c4a6a6 b238 d80 d82 c788 c191 9164 f6aa3 4f93 cd1 7a6554 3d1 803b33cb1b0aaac28 737ff67 eeb6 d176 38e03 7bfa 2d26 7d6 9bc7 1d71 3c1 5f4 b0e2e 94a1a2 6b9 c145 69b1 b468 87d5d0 c3ae4 db99 e612 dbf4e 60b7d9e7b725dd9 f50 c9d7 492d37c83dfeef4c1 3a54 c46ab8b8 b76d37b5 ba073 9b50b3a4b1 3035a 2090 fe268 5c6 f34 e2c6 8c7 22b2f8 1e8e30 3a5a41e e60e6 c3 d 3c4e9 c15 4862 b190e 839a2 4b65 f52 c9 c748 2d8b0cde295 0f8 cd2344a b0d0 1a3e c0436 79c9eb0 35f44646 e76db058 e3ab1 69e0 8b8 f6a7 f4f7a709 9cbf7e4 d9d18 48d75e 1a7b3 d5e3 d2e3 e3b9a d7e5a 4a3208ff 6a14 f2e1 cde7 6ae8ab3eb4e f91 651275 5a4512 dbfeaa8e0 c007 31b7 93c9fb06e3 bbf5451 b51 754a04 4cc62ae2 ff88a1cbdbcf9 e618 9f8 f6d2ceae 7271 0729 fae7 c225a c51 b4b0 8a6b1 d8d1a0f 5c1b3da8 b4d1 3cb1d8 42b0 31b0 c1 d4866 f33 06e49a 758 c5e1 f6d9b6 bcb0ab0 b7 e96c2 6ff6cf34 bb20 f31 2b5aa7 d385 b70e 5dc1dc9c7598 53e1a5 687a7 b87d7c7 e3e5c3 fe58 b4bb6fb04 0e9e1 7c5e 6d8 f65 d4d0a 892e cad7 550bb49 f5d5b15 853 fcb8 3a671 1d63 8f3 f9ee 7a6ce801 da406 40601 63f4cf649 89d3 f70 06a71 19c1e 60fc9a3568 5c2 f07a d8ae cc5 c6 c0b053 f5e51 0c5 2d72fb b8f78a8fc6 f6bb5a50 dd0 f7f2e735 dbb70b67e24 f8d49d37ef9b07 65fa4 2fc4a398 3b9 2f5 56098 3a26 77b722 c4 fae8b59b5 9d83 9de6 b1b2ffcf49e1 b8e68 7ef1 868 cb81 fa6 f59b8dc7 e0139ad11e2 f920 9375e 71ad4ec2 2d1 c08a6 0e5b9b10 bb1 f83 e3659 d02 06359 d b20c9a7bb9bfe635 b043 55e4 cc6 72273 d1d79b7276 bbf45a67 0bc6d24a 4c7 755 15e7a2 f607a4 f08 57e99 957e 98995fb 6a2727 f5a c8e5 8f9 1e92b4444 8e711 ec2 79b746 615a7 5776a7 2a0e7aa 3ff897afe 5a8c580 c38a7 69f8dd1 e477 0e2d52a4 1b9c74ab4a 2c2 99439 d6db85 3d45 2d8 bb4 b5db54f2dce47 c50e d23a3 56d7 c33 f8580 5c0 59f50a73 09dc4e33 c49 80aa85 b19 d0761 7ec0544aa4 2f0 632d8493 f2 b9a21a9 fc3a 5b6 b2908 cc6e38 f2b920 fc5 dbba 12c04c4ee52 b94b5fe7 353d7a7 d51760 f2 f3 c4b2 5b45 12c999b7db65c158dcba b7d2e5e8 8914a d13 f4f82856 55 70b476 6952 4967 472eb 9b1 1d0 d9534 8e65 b6fb150 e08e9 6375 cf24e2ffb d904 91b408 5421 d8efc3 c2b046fda430 d2c2a5da 83725 0e70 db16 8c7 71cd59a6 9aae c5fe8 3a106 f37 c8 f17fc4e 1e5c0e1 f29b0942 c58 c5 f6a131 7d6 c681 0a7be 6667 DANH MỤC KÝ HIỆU VIẾT TẮT PE Petroleum ether D Doublet (Mũi đôi) Dd Doublet of doublets (Mũi đôi - đôi) S Singlet (Mũi đơn) SKLM Sắc ký lớp mỏng SKC Sắc ký cột NMR Nuclear Magnetic Resonance spectroscopy Hz, MHz Hertz, Megahertz ppm Part per million J Hằng số ghép 𝛿 Độ dịch chuyển hóa học Proton Nuclear Magnetic Resonance (Phổ cộng hưởng từ hạt nhân H NMR proton 1H) 13 C NMR Carbon-13 Nuclear Magnetic Resonance (Phổ cộng hưởng từ hạt nhân carbon 13C) iv 9a3f31 93f39f8323 b7c7bda 5203 f0b7cfc8a c3 f0f81bf915 5a0f4ac5 d8ccf40c 9ad4424 f89 c65 43b7d34 d53 b38a2a3 9fe6 b66 c26 c305 fca4 9a3c4eb5 1abf55f8 0700b7a c6a4 5f9a c00a 0780 4c0e 4706 f58e f34 f4e 1d01 beb f4d539ab2fe7 2f5 b fb5225288a 8a06 f7fda9338 0380 3efb56b3d3a d4680 f23 e90abcc8a38 c23fcd2 51a0663 7b4 c4a20 104dc58 ee9e c3358 fa7d28b0 be58 c90a 6d7 d8a86 b865 52a6d 6e21c6e5ac96df3e c0e4 ba33 d28bbd1a 77d5 c8a2 275a70 1b94 bfae 8f4 720ff3 f 83ff16454 d0ff6fcfdbe1 f08 e06e5a 6cd3b1 d29 b9dca760 db7 f556 09c19b6825 5eb1ed 75b67ec4b3 b724ea 3df9a79ee fed 76173 5a128 1900e 0583 282baa 080ae f63 cf3 5b45 14a0 c2044 2ad20 8079 6f6 21eb 87ff30d3dbd7 f42b05b2 2642 df6a5 1542c8c8 9b7 d27 cd5 c6e4 6a36f0d7 fde f4a69a 3f4 f9e8 4338 c49 d5bb12 f0d7 2e 1dbd4e07a9 1c7 7d20 1f6 7f1 65a7 f0c61ad6 df3847e 1ccdb5b90 e55d132e2 0091 83b3df3 b9c9b0a b9a32e 9c3 1d17 42070 6f9 c33 be4 fc1ae 74a0 c925a c2abfb d9c b7f2 6ed3 145d0590e e1b3 7b30 baa4 f57b256 ce438 96e0 c368 7e01 f543 f03 e2b7 37e1d7 8ef3 d65a 0d2 dfe5 d520 d3a7 c33e4 8616 1c1 b19 c079aa f860 76df75 8aaf 4ae631e b7f0c1 86eaad2 c0e 6da48 ec1 0486 d93aa2 b8ee3 f47 e8aa258 5cf946 46 4eaf5 c63b2742 99306 4530 f7d12e f440 d783a0 6390 b97e c6 cc7 2bf3e9df7 f50 c c9a261 d2d34b1 efbbfb7384 77f7a47 c4a6a6 b238 d80 d82 c788 c191 9164 f6aa3 4f93 cd1 7a6554 3d1 803b33cb1b0aaac28 737ff67 eeb6 d176 38e03 7bfa 2d26 7d6 9bc7 1d71 3c1 5f4 b0e2e 94a1a2 6b9 c145 69b1 b468 87d5d0 c3ae4 db99 e612 dbf4e 60b7d9e7b725dd9 f50 c9d7 492d37c83dfeef4c1 3a54 c46ab8b8 b76d37b5 ba073 9b50b3a4b1 3035a 2090 fe268 5c6 f34 e2c6 8c7 22b2f8 1e8e30 3a5a41e e60e6 c3 d 3c4e9 c15 4862 b190e 839a2 4b65 f52 c9 c748 2d8b0cde295 0f8 cd2344a b0d0 1a3e c0436 79c9eb0 35f44646 e76db058 e3ab1 69e0 8b8 f6a7 f4f7a709 9cbf7e4 d9d18 48d75e 1a7b3 d5e3 d2e3 e3b9a d7e5a 4a3208ff 6a14 f2e1 cde7 6ae8ab3eb4e f91 651275 5a4512 dbfeaa8e0 c007 31b7 93c9fb06e3 bbf5451 b51 754a04 4cc62ae2 ff88a1cbdbcf9 e618 9f8 f6d2ceae 7271 0729 fae7 c225a c51 b4b0 8a6b1 d8d1a0f 5c1b3da8 b4d1 3cb1d8 42b0 31b0 c1 d4866 f33 06e49a 758 c5e1 f6d9b6 bcb0ab0 b7 e96c2 6ff6cf34 bb20 f31 2b5aa7 d385 b70e 5dc1dc9c7598 53e1a5 687a7 b87d7c7 e3e5c3 fe58 b4bb6fb04 0e9e1 7c5e 6d8 f65 d4d0a 892e cad7 550bb49 f5d5b15 853 fcb8 3a671 1d63 8f3 f9ee 7a6ce801 da406 40601 63f4cf649 89d3 f70 06a71 19c1e 60fc9a3568 5c2 f07a d8ae cc5 c6 c0b053 f5e51 0c5 2d72fb b8f78a8fc6 f6bb5a50 dd0 f7f2e735 dbb70b67e24 f8d49d37ef9b07 65fa4 2fc4a398 3b9 2f5 56098 3a26 77b722 c4 fae8b59b5 9d83 9de6 b1b2ffcf49e1 b8e68 7ef1 868 cb81 fa6 f59b8dc7 e0139ad11e2 f920 9375e 71ad4ec2 2d1 c08a6 0e5b9b10 bb1 f83 e3659 d02 06359 d b20c9a7bb9bfe635 b043 55e4 cc6 72273 d1d79b7276 bbf45a67 0bc6d24a 4c7 755 15e7a2 f607a4 f08 57e99 957e 98995fb 6a2727 f5a c8e5 8f9 1e92b4444 8e711 ec2 79b746 615a7 5776a7 2a0e7aa 3ff897afe 5a8c580 c38a7 69f8dd1 e477 0e2d52a4 1b9c74ab4a 2c2 99439 d6db85 3d45 2d8 bb4 b5db54f2dce47 c50e d23a3 56d7 c33 f8580 5c0 59f50a73 09dc4e33 c49 80aa85 b19 d0761 7ec0544aa4 2f0 632d8493 f2 b9a21a9 fc3a 5b6 b2908 cc6e38 f2b920 fc5 dbba 12c04c4ee52 b94b5fe7 353d7a7 d51760 f2 f3 c4b2 5b45 12c999b7db65c158dcba b7d2e5e8 8914a d13 f4f82856 55 70b476 6952 4967 472eb 9b1 1d0 d9534 8e65 b6fb150 e08e9 6375 cf24e2ffb d904 91b408 5421 d8efc3 c2b046fda430 d2c2a5da 83725 0e70 db16 8c7 71cd59a6 9aae c5fe8 3a106 f37 c8 f17fc4e 1e5c0e1 f29b0942 c58 c5 f6a131 7d6 c681 0a7be 6667 DANH MỤC PHỤ LỤC Phụ lục 1.1: Phổ 1H NMR hợp chất CS dung môi chloroform-d Phụ lục 1.2: Phổ 13C NMR hợp chất CS dung môi chloroform-d v LỜI MỞ ĐẦU Ngày nay, xã hội ngày phát triển, chất lượng sống người ngày nâng cao nhu cầu sức khỏe Việc tìm kiếm sử dụng loại dược liệu quý với nguồn gốc từ thiên nhiên quan tâm phổ biến Đông trùng hạ thảo số dược liệu quý đó, sử dụng lâu đời lịch sử Đơng y Đơng trùng hạ thảo dạng kí sinh loài nấm túi Cordyceps với ấu trùng số lồi trùng Ngồi ra, Đơng trùng hạ thảo biết đến với ứng dụng y học như: điều trị ho, điều trị bệnh thận, suy nhược, tăng cương chức hệ miễn dịch,… Do vậy, việc ni trồng phân tích thành phần hoạt tính sinh học từ Đơng trùng hạ thảo để thu hợp chất có tính ứng dụng lĩnh vực nhà khoa học quan tâm Tuy nhiên, Việt Nam, việc nghiên cứu nấm Đơng trùng hạ thảo cịn gặp nhiều khó khăn sở vật chất kiến thức Vì vậy, đề tài nhằm nghiên cứu cấu trúc, khảo sát thành phần hóa học cao petroleum ether từ nấm Đông trùng hạ thảo (Cordyceps sinensis) vi 9a3f31 93f39f8323 b7c7bda 5203 f0b7cfc8a c3 f0f81bf915 5a0f4ac5 d8ccf40c 9ad4424 f89 c65 43b7d34 d53 b38a2a3 9fe6 b66 c26 c305 fca4 9a3c4eb5 1abf55f8 0700b7a c6a4 5f9a c00a 0780 4c0e 4706 f58e f34 f4e 1d01 beb f4d539ab2fe7 2f5 b fb5225288a 8a06 f7fda9338 0380 3efb56b3d3a d4680 f23 e90abcc8a38 c23fcd2 51a0663 7b4 c4a20 104dc58 ee9e c3358 fa7d28b0 be58 c90a 6d7 d8a86 b865 52a6d 6e21c6e5ac96df3e c0e4 ba33 d28bbd1a 77d5 c8a2 275a70 1b94 bfae 8f4 720ff3 f 83ff16454 d0ff6fcfdbe1 f08 e06e5a 6cd3b1 d29 b9dca760 db7 f556 09c19b6825 5eb1ed 75b67ec4b3 b724ea 3df9a79ee fed 76173 5a128 1900e 0583 282baa 080ae f63 cf3 5b45 14a0 c2044 2ad20 8079 6f6 21eb 87ff30d3dbd7 f42b05b2 2642 df6a5 1542c8c8 9b7 d27 cd5 c6e4 6a36f0d7 fde f4a69a 3f4 f9e8 4338 c49 d5bb12 f0d7 2e 1dbd4e07a9 1c7 7d20 1f6 7f1 65a7 f0c61ad6 df3847e 1ccdb5b90 e55d132e2 0091 83b3df3 b9c9b0a b9a32e 9c3 1d17 42070 6f9 c33 be4 fc1ae 74a0 c925a c2abfb d9c b7f2 6ed3 145d0590e e1b3 7b30 baa4 f57b256 ce438 96e0 c368 7e01 f543 f03 e2b7 37e1d7 8ef3 d65a 0d2 dfe5 d520 d3a7 c33e4 8616 1c1 b19 c079aa f860 76df75 8aaf 4ae631e b7f0c1 86eaad2 c0e 6da48 ec1 0486 d93aa2 b8ee3 f47 e8aa258 5cf946 46 4eaf5 c63b2742 99306 4530 f7d12e f440 d783a0 6390 b97e c6 cc7 2bf3e9df7 f50 c c9a261 d2d34b1 efbbfb7384 77f7a47 c4a6a6 b238 d80 d82 c788 c191 9164 f6aa3 4f93 cd1 7a6554 3d1 803b33cb1b0aaac28 737ff67 eeb6 d176 38e03 7bfa 2d26 7d6 9bc7 1d71 3c1 5f4 b0e2e 94a1a2 6b9 c145 69b1 b468 87d5d0 c3ae4 db99 e612 dbf4e 60b7d9e7b725dd9 f50 c9d7 492d37c83dfeef4c1 3a54 c46ab8b8 b76d37b5 ba073 9b50b3a4b1 3035a 2090 fe268 5c6 f34 e2c6 8c7 22b2f8 1e8e30 3a5a41e e60e6 c3 d 3c4e9 c15 4862 b190e 839a2 4b65 f52 c9 c748 2d8b0cde295 0f8 cd2344a b0d0 1a3e c0436 79c9eb0 35f44646 e76db058 e3ab1 69e0 8b8 f6a7 f4f7a709 9cbf7e4 d9d18 48d75e 1a7b3 d5e3 d2e3 e3b9a d7e5a 4a3208ff 6a14 f2e1 cde7 6ae8ab3eb4e f91 651275 5a4512 dbfeaa8e0 c007 31b7 93c9fb06e3 bbf5451 b51 754a04 4cc62ae2 ff88a1cbdbcf9 e618 9f8 f6d2ceae 7271 0729 fae7 c225a c51 b4b0 8a6b1 d8d1a0f 5c1b3da8 b4d1 3cb1d8 42b0 31b0 c1 d4866 f33 06e49a 758 c5e1 f6d9b6 bcb0ab0 b7 e96c2 6ff6cf34 bb20 f31 2b5aa7 d385 b70e 5dc1dc9c7598 53e1a5 687a7 b87d7c7 e3e5c3 fe58 b4bb6fb04 0e9e1 7c5e 6d8 f65 d4d0a 892e cad7 550bb49 f5d5b15 853 fcb8 3a671 1d63 8f3 f9ee 7a6ce801 da406 40601 63f4cf649 89d3 f70 06a71 19c1e 60fc9a3568 5c2 f07a d8ae cc5 c6 c0b053 f5e51 0c5 2d72fb b8f78a8fc6 f6bb5a50 dd0 f7f2e735 dbb70b67e24 f8d49d37ef9b07 65fa4 2fc4a398 3b9 2f5 56098 3a26 77b722 c4 fae8b59b5 9d83 9de6 b1b2ffcf49e1 b8e68 7ef1 868 cb81 fa6 f59b8dc7 e0139ad11e2 f920 9375e 71ad4ec2 2d1 c08a6 0e5b9b10 bb1 f83 e3659 d02 06359 d b20c9a7bb9bfe635 b043 55e4 cc6 72273 d1d79b7276 bbf45a67 0bc6d24a 4c7 755 15e7a2 f607a4 f08 57e99 957e 98995fb 6a2727 f5a c8e5 8f9 1e92b4444 8e711 ec2 79b746 615a7 5776a7 2a0e7aa 3ff897afe 5a8c580 c38a7 69f8dd1 e477 0e2d52a4 1b9c74ab4a 2c2 99439 d6db85 3d45 2d8 bb4 b5db54f2dce47 c50e d23a3 56d7 c33 f8580 5c0 59f50a73 09dc4e33 c49 80aa85 b19 d0761 7ec0544aa4 2f0 632d8493 f2 b9a21a9 fc3a 5b6 b2908 cc6e38 f2b920 fc5 dbba 12c04c4ee52 b94b5fe7 353d7a7 d51760 f2 f3 c4b2 5b45 12c999b7db65c158dcba b7d2e5e8 8914a d13 f4f82856 55 70b476 6952 4967 472eb 9b1 1d0 d9534 8e65 b6fb150 e08e9 6375 cf24e2ffb d904 91b408 5421 d8efc3 c2b046fda430 d2c2a5da 83725 0e70 db16 8c7 71cd59a6 9aae c5fe8 3a106 f37 c8 f17fc4e 1e5c0e1 f29b0942 c58 c5 f6a131 7d6 c681 0a7be 6667 9a3f31 93f39f8323 b7c7bda 5203 f0b7cfc8a c3 f0f81bf915 5a0f4ac5 d8ccf40c 9ad4424 f89 c65 43b7d34 d53 b38a2a3 9fe6 b66 c26 c305 fca4 9a3c4eb5 1abf55f8 0700b7a c6a4 5f9a c00a 0780 4c0e 4706 f58e f34 f4e 1d01 beb f4d539ab2fe7 2f5 b fb5225288a 8a06 f7fda9338 0380 3efb56b3d3a d4680 f23 e90abcc8a38 c23fcd2 51a0663 7b4 c4a20 104dc58 ee9e c3358 fa7d28b0 be58 c90a 6d7 d8a86 b865 52a6d 6e21c6e5ac96df3e c0e4 ba33 d28bbd1a 77d5 c8a2 275a70 1b94 bfae 8f4 720ff3 f 83ff16454 d0ff6fcfdbe1 f08 e06e5a 6cd3b1 d29 b9dca760 db7 f556 09c19b6825 5eb1ed 75b67ec4b3 b724ea 3df9a79ee fed 76173 5a128 1900e 0583 282baa 080ae f63 cf3 5b45 14a0 c2044 2ad20 8079 6f6 21eb 87ff30d3dbd7 f42b05b2 2642 df6a5 1542c8c8 9b7 d27 cd5 c6e4 6a36f0d7 fde f4a69a 3f4 f9e8 4338 c49 d5bb12 f0d7 2e 1dbd4e07a9 1c7 7d20 1f6 7f1 65a7 f0c61ad6 df3847e 1ccdb5b90 e55d132e2 0091 83b3df3 b9c9b0a b9a32e 9c3 1d17 42070 6f9 c33 be4 fc1ae 74a0 c925a c2abfb d9c b7f2 6ed3 145d0590e e1b3 7b30 baa4 f57b256 ce438 96e0 c368 7e01 f543 f03 e2b7 37e1d7 8ef3 d65a 0d2 dfe5 d520 d3a7 c33e4 8616 1c1 b19 c079aa f860 76df75 8aaf 4ae631e b7f0c1 86eaad2 c0e 6da48 ec1 0486 d93aa2 b8ee3 f47 e8aa258 5cf946 46 4eaf5 c63b2742 99306 4530 f7d12e f440 d783a0 6390 b97e c6 cc7 2bf3e9df7 f50 c c9a261 d2d34b1 efbbfb7384 77f7a47 c4a6a6 b238 d80 d82 c788 c191 9164 f6aa3 4f93 cd1 7a6554 3d1 803b33cb1b0aaac28 737ff67 eeb6 d176 38e03 7bfa 2d26 7d6 9bc7 1d71 3c1 5f4 b0e2e 94a1a2 6b9 c145 69b1 b468 87d5d0 c3ae4 db99 e612 dbf4e 60b7d9e7b725dd9 f50 c9d7 492d37c83dfeef4c1 3a54 c46ab8b8 b76d37b5 ba073 9b50b3a4b1 3035a 2090 fe268 5c6 f34 e2c6 8c7 22b2f8 1e8e30 3a5a41e e60e6 c3 d 3c4e9 c15 4862 b190e 839a2 4b65 f52 c9 c748 2d8b0cde295 0f8 cd2344a b0d0 1a3e c0436 79c9eb0 35f44646 e76db058 e3ab1 69e0 8b8 f6a7 f4f7a709 9cbf7e4 d9d18 48d75e 1a7b3 d5e3 d2e3 e3b9a d7e5a 4a3208ff 6a14 f2e1 cde7 6ae8ab3eb4e f91 651275 5a4512 dbfeaa8e0 c007 31b7 93c9fb06e3 bbf5451 b51 754a04 4cc62ae2 ff88a1cbdbcf9 e618 9f8 f6d2ceae 7271 0729 fae7 c225a c51 b4b0 8a6b1 d8d1a0f 5c1b3da8 b4d1 3cb1d8 42b0 31b0 c1 d4866 f33 06e49a 758 c5e1 f6d9b6 bcb0ab0 b7 e96c2 6ff6cf34 bb20 f31 2b5aa7 d385 b70e 5dc1dc9c7598 53e1a5 687a7 b87d7c7 e3e5c3 fe58 b4bb6fb04 0e9e1 7c5e 6d8 f65 d4d0a 892e cad7 550bb49 f5d5b15 853 fcb8 3a671 1d63 8f3 f9ee 7a6ce801 da406 40601 63f4cf649 89d3 f70 06a71 19c1e 60fc9a3568 5c2 f07a d8ae cc5 c6 c0b053 f5e51 0c5 2d72fb b8f78a8fc6 f6bb5a50 dd0 f7f2e735 dbb70b67e24 f8d49d37ef9b07 65fa4 2fc4a398 3b9 2f5 56098 3a26 77b722 c4 fae8b59b5 9d83 9de6 b1b2ffcf49e1 b8e68 7ef1 868 cb81 fa6 f59b8dc7 e0139ad11e2 f920 9375e 71ad4ec2 2d1 c08a6 0e5b9b10 bb1 f83 e3659 d02 06359 d b20c9a7bb9bfe635 b043 55e4 cc6 72273 d1d79b7276 bbf45a67 0bc6d24a 4c7 755 15e7a2 f607a4 f08 57e99 957e 98995fb 6a2727 f5a c8e5 8f9 1e92b4444 8e711 ec2 79b746 615a7 5776a7 2a0e7aa 3ff897afe 5a8c580 c38a7 69f8dd1 e477 0e2d52a4 1b9c74ab4a 2c2 99439 d6db85 3d45 2d8 bb4 b5db54f2dce47 c50e d23a3 56d7 c33 f8580 5c0 59f50a73 09dc4e33 c49 80aa85 b19 d0761 7ec0544aa4 2f0 632d8493 f2 b9a21a9 fc3a 5b6 b2908 cc6e38 f2b920 fc5 dbba 12c04c4ee52 b94b5fe7 353d7a7 d51760 f2 f3 c4b2 5b45 12c999b7db65c158dcba b7d2e5e8 8914a d13 f4f82856 55 70b476 6952 4967 472eb 9b1 1d0 d9534 8e65 b6fb150 e08e9 6375 cf24e2ffb d904 91b408 5421 d8efc3 c2b046fda430 d2c2a5da 83725 0e70 db16 8c7 71cd59a6 9aae c5fe8 3a106 f37 c8 f17fc4e 1e5c0e1 f29b0942 c58 c5 f6a131 7d6 c681 0a7be 6667 PHẦN 2: THỰC NGHIỆM 9a3f31 93f39f8323 b7c7bda 5203 f0b7cfc8a c3 f0f81bf915 5a0f4ac5 d8ccf40c 9ad4424 f89 c65 43b7d34 d53 b38a2a3 9fe6 b66 c26 c305 fca4 9a3c4eb5 1abf55f8 0700b7a c6a4 5f9a c00a 0780 4c0e 4706 f58e f34 f4e 1d01 beb f4d539ab2fe7 2f5 b fb5225288a 8a06 f7fda9338 0380 3efb56b3d3a d4680 f23 e90abcc8a38 c23fcd2 51a0663 7b4 c4a20 104dc58 ee9e c3358 fa7d28b0 be58 c90a 6d7 d8a86 b865 52a6d 6e21c6e5ac96df3e c0e4 ba33 d28bbd1a 77d5 c8a2 275a70 1b94 bfae 8f4 720ff3 f 83ff16454 d0ff6fcfdbe1 f08 e06e5a 6cd3b1 d29 b9dca760 db7 f556 09c19b6825 5eb1ed 75b67ec4b3 b724ea 3df9a79ee fed 76173 5a128 1900e 0583 282baa 080ae f63 cf3 5b45 14a0 c2044 2ad20 8079 6f6 21eb 87ff30d3dbd7 f42b05b2 2642 df6a5 1542c8c8 9b7 d27 cd5 c6e4 6a36f0d7 fde f4a69a 3f4 f9e8 4338 c49 d5bb12 f0d7 2e 1dbd4e07a9 1c7 7d20 1f6 7f1 65a7 f0c61ad6 df3847e 1ccdb5b90 e55d132e2 0091 83b3df3 b9c9b0a b9a32e 9c3 1d17 42070 6f9 c33 be4 fc1ae 74a0 c925a c2abfb d9c b7f2 6ed3 145d0590e e1b3 7b30 baa4 f57b256 ce438 96e0 c368 7e01 f543 f03 e2b7 37e1d7 8ef3 d65a 0d2 dfe5 d520 d3a7 c33e4 8616 1c1 b19 c079aa f860 76df75 8aaf 4ae631e b7f0c1 86eaad2 c0e 6da48 ec1 0486 d93aa2 b8ee3 f47 e8aa258 5cf946 46 4eaf5 c63b2742 99306 4530 f7d12e f440 d783a0 6390 b97e c6 cc7 2bf3e9df7 f50 c c9a261 d2d34b1 efbbfb7384 77f7a47 c4a6a6 b238 d80 d82 c788 c191 9164 f6aa3 4f93 cd1 7a6554 3d1 803b33cb1b0aaac28 737ff67 eeb6 d176 38e03 7bfa 2d26 7d6 9bc7 1d71 3c1 5f4 b0e2e 94a1a2 6b9 c145 69b1 b468 87d5d0 c3ae4 db99 e612 dbf4e 60b7d9e7b725dd9 f50 c9d7 492d37c83dfeef4c1 3a54 c46ab8b8 b76d37b5 ba073 9b50b3a4b1 3035a 2090 fe268 5c6 f34 e2c6 8c7 22b2f8 1e8e30 3a5a41e e60e6 c3 d 3c4e9 c15 4862 b190e 839a2 4b65 f52 c9 c748 2d8b0cde295 0f8 cd2344a b0d0 1a3e c0436 79c9eb0 35f44646 e76db058 e3ab1 69e0 8b8 f6a7 f4f7a709 9cbf7e4 d9d18 48d75e 1a7b3 d5e3 d2e3 e3b9a d7e5a 4a3208ff 6a14 f2e1 cde7 6ae8ab3eb4e f91 651275 5a4512 dbfeaa8e0 c007 31b7 93c9fb06e3 bbf5451 b51 754a04 4cc62ae2 ff88a1cbdbcf9 e618 9f8 f6d2ceae 7271 0729 fae7 c225a c51 b4b0 8a6b1 d8d1a0f 5c1b3da8 b4d1 3cb1d8 42b0 31b0 c1 d4866 f33 06e49a 758 c5e1 f6d9b6 bcb0ab0 b7 e96c2 6ff6cf34 bb20 f31 2b5aa7 d385 b70e 5dc1dc9c7598 53e1a5 687a7 b87d7c7 e3e5c3 fe58 b4bb6fb04 0e9e1 7c5e 6d8 f65 d4d0a 892e cad7 550bb49 f5d5b15 853 fcb8 3a671 1d63 8f3 f9ee 7a6ce801 da406 40601 63f4cf649 89d3 f70 06a71 19c1e 60fc9a3568 5c2 f07a d8ae cc5 c6 c0b053 f5e51 0c5 2d72fb b8f78a8fc6 f6bb5a50 dd0 f7f2e735 dbb70b67e24 f8d49d37ef9b07 65fa4 2fc4a398 3b9 2f5 56098 3a26 77b722 c4 fae8b59b5 9d83 9de6 b1b2ffcf49e1 b8e68 7ef1 868 cb81 fa6 f59b8dc7 e0139ad11e2 f920 9375e 71ad4ec2 2d1 c08a6 0e5b9b10 bb1 f83 e3659 d02 06359 d b20c9a7bb9bfe635 b043 55e4 cc6 72273 d1d79b7276 bbf45a67 0bc6d24a 4c7 755 15e7a2 f607a4 f08 57e99 957e 98995fb 6a2727 f5a c8e5 8f9 1e92b4444 8e711 ec2 79b746 615a7 5776a7 2a0e7aa 3ff897afe 5a8c580 c38a7 69f8dd1 e477 0e2d52a4 1b9c74ab4a 2c2 99439 d6db85 3d45 2d8 bb4 b5db54f2dce47 c50e d23a3 56d7 c33 f8580 5c0 59f50a73 09dc4e33 c49 80aa85 b19 d0761 7ec0544aa4 2f0 632d8493 f2 b9a21a9 fc3a 5b6 b2908 cc6e38 f2b920 fc5 dbba 12c04c4ee52 b94b5fe7 353d7a7 d51760 f2 f3 c4b2 5b45 12c999b7db65c158dcba b7d2e5e8 8914a d13 f4f82856 55 70b476 6952 4967 472eb 9b1 1d0 d9534 8e65 b6fb150 e08e9 6375 cf24e2ffb d904 91b408 5421 d8efc3 c2b046fda430 d2c2a5da 83725 0e70 db16 8c7 71cd59a6 9aae c5fe8 3a106 f37 c8 f17fc4e 1e5c0e1 f29b0942 c58 c5 f6a131 7d6 c681 0a7be 6667 THỰC NGHIỆM Điều kiện thực nghiệm Việc nghiên cứu thành phần hóa học cao petroleum ether từ nấm Đông trùng hạ thảo thực với điều kiện sau:  Sắc kí cột - Silica gel pha thường (Merk, DC Kieselgel 60 F254)  Sắc kí lớp mỏng - Silica gel pha thường (Merk, DC Kieselgel 60 F254) - Silica gel pha đảo RP18 (Whatman, KC18F, 200𝜇𝑚)  Thuốc thử - Dung dịch vanillin  Máy ghi phổ cộng hưởng từ hạt nhân: - Máy Bruker Avance 500 [500 MHz (1H) 125 MHz (13C)]  Máy ghi phổ khối lượng phân giải cao HR-ESI-MS: - Máy Bruker Micro OTOF-QII  Đèn UV: - Máy Spectroline MODEL ENF-240C/FE (USA) hai bước sóng 254nm 365nm  Dung mơi thực nghiệm: Là dung môi chưng cất: - Methanol - n-Hexane - Ethyl acetate - Acetone - Chloroform  Phổ cộng hưởng từ hợp chất CS1 CS2 ghi phịng phân tích trung tâm, trường Đại học Khoa học Tự Nhiên, 227 Nguyễn Văn Cừ, Quận 5, Tp.HCM  Phổ HR-ESI-MS ghi Viện hàn lâm khoa học công nghệ, số Mạc Đĩnh Chi, Quận 1, Tp.HCM Giới thiệu chung Trong đề tài chúng tơi tiến hành nghiên cứu thành phần hóa học nấm Đông trùng hạ thảo (Cordyceps sinensis) nuôi cấy Phịng thí nghiệm Sinh Hóa, trường Đại học Khoa Học Tự Nhiên Sinh khối nấm định danh PGS TS Lê Huyền Ái Thúy, giảng viên Khoa Công Nghệ Sinh Học trường Đại học Mở, Tp.HCM Tiến hành thực nghiệm Sinh khối nấm C sinensis sau chiết ngấm kiệt với ethanol Dung môi thu hồi áp suất kém, thu cao ethanol thô Cao ethanol khơ hịa tan vào nước trích lỏng-lỏng với dung môi petroleum ether, ethyl acetate n-butanol, thu cao tương ứng dịch nước sau chiết Cao petroleum ether (15.3 g), sử dụng sắc ký cột silica gel pha thường với hệ giải ly n-hexane: ethyl acetate (độ phân cực tăng dần từ 0% - 100% ethyl acetate), thực sắc ký mỏng thu 250 lọ Từ gom lại thành 10 phân đoạn (P1-10) Trong khóa luận này, tiến hành khảo sát phân đoạn P3 10 9a3f31 93f39f8323 b7c7bda 5203 f0b7cfc8a c3 f0f81bf915 5a0f4ac5 d8ccf40c 9ad4424 f89 c65 43b7d34 d53 b38a2a3 9fe6 b66 c26 c305 fca4 9a3c4eb5 1abf55f8 0700b7a c6a4 5f9a c00a 0780 4c0e 4706 f58e f34 f4e 1d01 beb f4d539ab2fe7 2f5 b fb5225288a 8a06 f7fda9338 0380 3efb56b3d3a d4680 f23 e90abcc8a38 c23fcd2 51a0663 7b4 c4a20 104dc58 ee9e c3358 fa7d28b0 be58 c90a 6d7 d8a86 b865 52a6d 6e21c6e5ac96df3e c0e4 ba33 d28bbd1a 77d5 c8a2 275a70 1b94 bfae 8f4 720ff3 f 83ff16454 d0ff6fcfdbe1 f08 e06e5a 6cd3b1 d29 b9dca760 db7 f556 09c19b6825 5eb1ed 75b67ec4b3 b724ea 3df9a79ee fed 76173 5a128 1900e 0583 282baa 080ae f63 cf3 5b45 14a0 c2044 2ad20 8079 6f6 21eb 87ff30d3dbd7 f42b05b2 2642 df6a5 1542c8c8 9b7 d27 cd5 c6e4 6a36f0d7 fde f4a69a 3f4 f9e8 4338 c49 d5bb12 f0d7 2e 1dbd4e07a9 1c7 7d20 1f6 7f1 65a7 f0c61ad6 df3847e 1ccdb5b90 e55d132e2 0091 83b3df3 b9c9b0a b9a32e 9c3 1d17 42070 6f9 c33 be4 fc1ae 74a0 c925a c2abfb d9c b7f2 6ed3 145d0590e e1b3 7b30 baa4 f57b256 ce438 96e0 c368 7e01 f543 f03 e2b7 37e1d7 8ef3 d65a 0d2 dfe5 d520 d3a7 c33e4 8616 1c1 b19 c079aa f860 76df75 8aaf 4ae631e b7f0c1 86eaad2 c0e 6da48 ec1 0486 d93aa2 b8ee3 f47 e8aa258 5cf946 46 4eaf5 c63b2742 99306 4530 f7d12e f440 d783a0 6390 b97e c6 cc7 2bf3e9df7 f50 c c9a261 d2d34b1 efbbfb7384 77f7a47 c4a6a6 b238 d80 d82 c788 c191 9164 f6aa3 4f93 cd1 7a6554 3d1 803b33cb1b0aaac28 737ff67 eeb6 d176 38e03 7bfa 2d26 7d6 9bc7 1d71 3c1 5f4 b0e2e 94a1a2 6b9 c145 69b1 b468 87d5d0 c3ae4 db99 e612 dbf4e 60b7d9e7b725dd9 f50 c9d7 492d37c83dfeef4c1 3a54 c46ab8b8 b76d37b5 ba073 9b50b3a4b1 3035a 2090 fe268 5c6 f34 e2c6 8c7 22b2f8 1e8e30 3a5a41e e60e6 c3 d 3c4e9 c15 4862 b190e 839a2 4b65 f52 c9 c748 2d8b0cde295 0f8 cd2344a b0d0 1a3e c0436 79c9eb0 35f44646 e76db058 e3ab1 69e0 8b8 f6a7 f4f7a709 9cbf7e4 d9d18 48d75e 1a7b3 d5e3 d2e3 e3b9a d7e5a 4a3208ff 6a14 f2e1 cde7 6ae8ab3eb4e f91 651275 5a4512 dbfeaa8e0 c007 31b7 93c9fb06e3 bbf5451 b51 754a04 4cc62ae2 ff88a1cbdbcf9 e618 9f8 f6d2ceae 7271 0729 fae7 c225a c51 b4b0 8a6b1 d8d1a0f 5c1b3da8 b4d1 3cb1d8 42b0 31b0 c1 d4866 f33 06e49a 758 c5e1 f6d9b6 bcb0ab0 b7 e96c2 6ff6cf34 bb20 f31 2b5aa7 d385 b70e 5dc1dc9c7598 53e1a5 687a7 b87d7c7 e3e5c3 fe58 b4bb6fb04 0e9e1 7c5e 6d8 f65 d4d0a 892e cad7 550bb49 f5d5b15 853 fcb8 3a671 1d63 8f3 f9ee 7a6ce801 da406 40601 63f4cf649 89d3 f70 06a71 19c1e 60fc9a3568 5c2 f07a d8ae cc5 c6 c0b053 f5e51 0c5 2d72fb b8f78a8fc6 f6bb5a50 dd0 f7f2e735 dbb70b67e24 f8d49d37ef9b07 65fa4 2fc4a398 3b9 2f5 56098 3a26 77b722 c4 fae8b59b5 9d83 9de6 b1b2ffcf49e1 b8e68 7ef1 868 cb81 fa6 f59b8dc7 e0139ad11e2 f920 9375e 71ad4ec2 2d1 c08a6 0e5b9b10 bb1 f83 e3659 d02 06359 d b20c9a7bb9bfe635 b043 55e4 cc6 72273 d1d79b7276 bbf45a67 0bc6d24a 4c7 755 15e7a2 f607a4 f08 57e99 957e 98995fb 6a2727 f5a c8e5 8f9 1e92b4444 8e711 ec2 79b746 615a7 5776a7 2a0e7aa 3ff897afe 5a8c580 c38a7 69f8dd1 e477 0e2d52a4 1b9c74ab4a 2c2 99439 d6db85 3d45 2d8 bb4 b5db54f2dce47 c50e d23a3 56d7 c33 f8580 5c0 59f50a73 09dc4e33 c49 80aa85 b19 d0761 7ec0544aa4 2f0 632d8493 f2 b9a21a9 fc3a 5b6 b2908 cc6e38 f2b920 fc5 dbba 12c04c4ee52 b94b5fe7 353d7a7 d51760 f2 f3 c4b2 5b45 12c999b7db65c158dcba b7d2e5e8 8914a d13 f4f82856 55 70b476 6952 4967 472eb 9b1 1d0 d9534 8e65 b6fb150 e08e9 6375 cf24e2ffb d904 91b408 5421 d8efc3 c2b046fda430 d2c2a5da 83725 0e70 db16 8c7 71cd59a6 9aae c5fe8 3a106 f37 c8 f17fc4e 1e5c0e1 f29b0942 c58 c5 f6a131 7d6 c681 0a7be 6667 9a3f31 93f39f8323 b7c7bda 5203 f0b7cfc8a c3 f0f81bf915 5a0f4ac5 d8ccf40c 9ad4424 f89 c65 43b7d34 d53 b38a2a3 9fe6 b66 c26 c305 fca4 9a3c4eb5 1abf55f8 0700b7a c6a4 5f9a c00a 0780 4c0e 4706 f58e f34 f4e 1d01 beb f4d539ab2fe7 2f5 b fb5225288a 8a06 f7fda9338 0380 3efb56b3d3a d4680 f23 e90abcc8a38 c23fcd2 51a0663 7b4 c4a20 104dc58 ee9e c3358 fa7d28b0 be58 c90a 6d7 d8a86 b865 52a6d 6e21c6e5ac96df3e c0e4 ba33 d28bbd1a 77d5 c8a2 275a70 1b94 bfae 8f4 720ff3 f 83ff16454 d0ff6fcfdbe1 f08 e06e5a 6cd3b1 d29 b9dca760 db7 f556 09c19b6825 5eb1ed 75b67ec4b3 b724ea 3df9a79ee fed 76173 5a128 1900e 0583 282baa 080ae f63 cf3 5b45 14a0 c2044 2ad20 8079 6f6 21eb 87ff30d3dbd7 f42b05b2 2642 df6a5 1542c8c8 9b7 d27 cd5 c6e4 6a36f0d7 fde f4a69a 3f4 f9e8 4338 c49 d5bb12 f0d7 2e 1dbd4e07a9 1c7 7d20 1f6 7f1 65a7 f0c61ad6 df3847e 1ccdb5b90 e55d132e2 0091 83b3df3 b9c9b0a b9a32e 9c3 1d17 42070 6f9 c33 be4 fc1ae 74a0 c925a c2abfb d9c b7f2 6ed3 145d0590e e1b3 7b30 baa4 f57b256 ce438 96e0 c368 7e01 f543 f03 e2b7 37e1d7 8ef3 d65a 0d2 dfe5 d520 d3a7 c33e4 8616 1c1 b19 c079aa f860 76df75 8aaf 4ae631e b7f0c1 86eaad2 c0e 6da48 ec1 0486 d93aa2 b8ee3 f47 e8aa258 5cf946 46 4eaf5 c63b2742 99306 4530 f7d12e f440 d783a0 6390 b97e c6 cc7 2bf3e9df7 f50 c c9a261 d2d34b1 efbbfb7384 77f7a47 c4a6a6 b238 d80 d82 c788 c191 9164 f6aa3 4f93 cd1 7a6554 3d1 803b33cb1b0aaac28 737ff67 eeb6 d176 38e03 7bfa 2d26 7d6 9bc7 1d71 3c1 5f4 b0e2e 94a1a2 6b9 c145 69b1 b468 87d5d0 c3ae4 db99 e612 dbf4e 60b7d9e7b725dd9 f50 c9d7 492d37c83dfeef4c1 3a54 c46ab8b8 b76d37b5 ba073 9b50b3a4b1 3035a 2090 fe268 5c6 f34 e2c6 8c7 22b2f8 1e8e30 3a5a41e e60e6 c3 d 3c4e9 c15 4862 b190e 839a2 4b65 f52 c9 c748 2d8b0cde295 0f8 cd2344a b0d0 1a3e c0436 79c9eb0 35f44646 e76db058 e3ab1 69e0 8b8 f6a7 f4f7a709 9cbf7e4 d9d18 48d75e 1a7b3 d5e3 d2e3 e3b9a d7e5a 4a3208ff 6a14 f2e1 cde7 6ae8ab3eb4e f91 651275 5a4512 dbfeaa8e0 c007 31b7 93c9fb06e3 bbf5451 b51 754a04 4cc62ae2 ff88a1cbdbcf9 e618 9f8 f6d2ceae 7271 0729 fae7 c225a c51 b4b0 8a6b1 d8d1a0f 5c1b3da8 b4d1 3cb1d8 42b0 31b0 c1 d4866 f33 06e49a 758 c5e1 f6d9b6 bcb0ab0 b7 e96c2 6ff6cf34 bb20 f31 2b5aa7 d385 b70e 5dc1dc9c7598 53e1a5 687a7 b87d7c7 e3e5c3 fe58 b4bb6fb04 0e9e1 7c5e 6d8 f65 d4d0a 892e cad7 550bb49 f5d5b15 853 fcb8 3a671 1d63 8f3 f9ee 7a6ce801 da406 40601 63f4cf649 89d3 f70 06a71 19c1e 60fc9a3568 5c2 f07a d8ae cc5 c6 c0b053 f5e51 0c5 2d72fb b8f78a8fc6 f6bb5a50 dd0 f7f2e735 dbb70b67e24 f8d49d37ef9b07 65fa4 2fc4a398 3b9 2f5 56098 3a26 77b722 c4 fae8b59b5 9d83 9de6 b1b2ffcf49e1 b8e68 7ef1 868 cb81 fa6 f59b8dc7 e0139ad11e2 f920 9375e 71ad4ec2 2d1 c08a6 0e5b9b10 bb1 f83 e3659 d02 06359 d b20c9a7bb9bfe635 b043 55e4 cc6 72273 d1d79b7276 bbf45a67 0bc6d24a 4c7 755 15e7a2 f607a4 f08 57e99 957e 98995fb 6a2727 f5a c8e5 8f9 1e92b4444 8e711 ec2 79b746 615a7 5776a7 2a0e7aa 3ff897afe 5a8c580 c38a7 69f8dd1 e477 0e2d52a4 1b9c74ab4a 2c2 99439 d6db85 3d45 2d8 bb4 b5db54f2dce47 c50e d23a3 56d7 c33 f8580 5c0 59f50a73 09dc4e33 c49 80aa85 b19 d0761 7ec0544aa4 2f0 632d8493 f2 b9a21a9 fc3a 5b6 b2908 cc6e38 f2b920 fc5 dbba 12c04c4ee52 b94b5fe7 353d7a7 d51760 f2 f3 c4b2 5b45 12c999b7db65c158dcba b7d2e5e8 8914a d13 f4f82856 55 70b476 6952 4967 472eb 9b1 1d0 d9534 8e65 b6fb150 e08e9 6375 cf24e2ffb d904 91b408 5421 d8efc3 c2b046fda430 d2c2a5da 83725 0e70 db16 8c7 71cd59a6 9aae c5fe8 3a106 f37 c8 f17fc4e 1e5c0e1 f29b0942 c58 c5 f6a131 7d6 c681 0a7be 6667 Sơ đồ q trình lập hợp chất 250 g Sinh khối nấm Chiết ngấm kiệt với EtOH Thu hồi dung môi áp suất 51.021 g Cao ethanol Hòa tan vào nước chiết với dung môi: petroleum ether, ethyl acetate, n-butanol Thu hồi dung môi áp suất Cao n-butanol (4.329 g) Cao ethyl acetate (0.247 g) Cao nước (5.435 g) SKC (n-hexane : ethyl acetate) (0 → 100%) thu 10 phân đoạn từ P1 → P10 P3 (2.6172 g) SKC (n-hexane : ethyl acetate) (0 → 100%) thu 12 phân đoạn từ P3.1→ P3.12 Phân đoạn P3.1 (104.3 mg) Sắc kí điều chế H : CHCl3 (8:2) CS (3.0 mg) Sơ đồ 2.1: Q trình lập hợp chất 11 Q trình lập phân đoạn P3.1 Trong khóa luận này, chúng tơi tiến hành khảo sát thành phần hóa học cao petroleum ether trích ly từ nấm Đơng trùng hạ thảo Sắc kí cột hấp phụ silica gel cao petroleum ether (15.3 g) với hệ dung mơi nhexane : ethyl acetate có độ phân cực tăng dần (0→100% EtOAc), dựa sắc kí lớp mỏng màu dung dịch vanilin nung nóng gom thành 10 phân đoạn (P1 → P10) Sắc kí cột hấp phụ silica gel phân đoạn P3.1 (104.3 mg) với hệ dung ly n-hexane : chloroform có độ phân cực tăng dần (0→100% CHCl3), dựa sắc kí lớp mỏng màu với dung dịch vanilin nung nóng thu phân đoạn (𝑃3.1.1 → P3.1.5) Thực tách phân đoạn mỏng silica gel pha thường (Merk DC Kieselgel 60 F254) phân đoạn P3.1.2 (11.6 mg) phân đoạn P3.1.3 (27.9 mg) Sau tiến hành sắc kí mỏng điều chế với hệ dung mơi giải ly n-hexane : chloroform : acid acetic (8 : : 0.01) thu hợp chất CS 12 9a3f31 93f39f8323 b7c7bda 5203 f0b7cfc8a c3 f0f81bf915 5a0f4ac5 d8ccf40c 9ad4424 f89 c65 43b7d34 d53 b38a2a3 9fe6 b66 c26 c305 fca4 9a3c4eb5 1abf55f8 0700b7a c6a4 5f9a c00a 0780 4c0e 4706 f58e f34 f4e 1d01 beb f4d539ab2fe7 2f5 b fb5225288a 8a06 f7fda9338 0380 3efb56b3d3a d4680 f23 e90abcc8a38 c23fcd2 51a0663 7b4 c4a20 104dc58 ee9e c3358 fa7d28b0 be58 c90a 6d7 d8a86 b865 52a6d 6e21c6e5ac96df3e c0e4 ba33 d28bbd1a 77d5 c8a2 275a70 1b94 bfae 8f4 720ff3 f 83ff16454 d0ff6fcfdbe1 f08 e06e5a 6cd3b1 d29 b9dca760 db7 f556 09c19b6825 5eb1ed 75b67ec4b3 b724ea 3df9a79ee fed 76173 5a128 1900e 0583 282baa 080ae f63 cf3 5b45 14a0 c2044 2ad20 8079 6f6 21eb 87ff30d3dbd7 f42b05b2 2642 df6a5 1542c8c8 9b7 d27 cd5 c6e4 6a36f0d7 fde f4a69a 3f4 f9e8 4338 c49 d5bb12 f0d7 2e 1dbd4e07a9 1c7 7d20 1f6 7f1 65a7 f0c61ad6 df3847e 1ccdb5b90 e55d132e2 0091 83b3df3 b9c9b0a b9a32e 9c3 1d17 42070 6f9 c33 be4 fc1ae 74a0 c925a c2abfb d9c b7f2 6ed3 145d0590e e1b3 7b30 baa4 f57b256 ce438 96e0 c368 7e01 f543 f03 e2b7 37e1d7 8ef3 d65a 0d2 dfe5 d520 d3a7 c33e4 8616 1c1 b19 c079aa f860 76df75 8aaf 4ae631e b7f0c1 86eaad2 c0e 6da48 ec1 0486 d93aa2 b8ee3 f47 e8aa258 5cf946 46 4eaf5 c63b2742 99306 4530 f7d12e f440 d783a0 6390 b97e c6 cc7 2bf3e9df7 f50 c c9a261 d2d34b1 efbbfb7384 77f7a47 c4a6a6 b238 d80 d82 c788 c191 9164 f6aa3 4f93 cd1 7a6554 3d1 803b33cb1b0aaac28 737ff67 eeb6 d176 38e03 7bfa 2d26 7d6 9bc7 1d71 3c1 5f4 b0e2e 94a1a2 6b9 c145 69b1 b468 87d5d0 c3ae4 db99 e612 dbf4e 60b7d9e7b725dd9 f50 c9d7 492d37c83dfeef4c1 3a54 c46ab8b8 b76d37b5 ba073 9b50b3a4b1 3035a 2090 fe268 5c6 f34 e2c6 8c7 22b2f8 1e8e30 3a5a41e e60e6 c3 d 3c4e9 c15 4862 b190e 839a2 4b65 f52 c9 c748 2d8b0cde295 0f8 cd2344a b0d0 1a3e c0436 79c9eb0 35f44646 e76db058 e3ab1 69e0 8b8 f6a7 f4f7a709 9cbf7e4 d9d18 48d75e 1a7b3 d5e3 d2e3 e3b9a d7e5a 4a3208ff 6a14 f2e1 cde7 6ae8ab3eb4e f91 651275 5a4512 dbfeaa8e0 c007 31b7 93c9fb06e3 bbf5451 b51 754a04 4cc62ae2 ff88a1cbdbcf9 e618 9f8 f6d2ceae 7271 0729 fae7 c225a c51 b4b0 8a6b1 d8d1a0f 5c1b3da8 b4d1 3cb1d8 42b0 31b0 c1 d4866 f33 06e49a 758 c5e1 f6d9b6 bcb0ab0 b7 e96c2 6ff6cf34 bb20 f31 2b5aa7 d385 b70e 5dc1dc9c7598 53e1a5 687a7 b87d7c7 e3e5c3 fe58 b4bb6fb04 0e9e1 7c5e 6d8 f65 d4d0a 892e cad7 550bb49 f5d5b15 853 fcb8 3a671 1d63 8f3 f9ee 7a6ce801 da406 40601 63f4cf649 89d3 f70 06a71 19c1e 60fc9a3568 5c2 f07a d8ae cc5 c6 c0b053 f5e51 0c5 2d72fb b8f78a8fc6 f6bb5a50 dd0 f7f2e735 dbb70b67e24 f8d49d37ef9b07 65fa4 2fc4a398 3b9 2f5 56098 3a26 77b722 c4 fae8b59b5 9d83 9de6 b1b2ffcf49e1 b8e68 7ef1 868 cb81 fa6 f59b8dc7 e0139ad11e2 f920 9375e 71ad4ec2 2d1 c08a6 0e5b9b10 bb1 f83 e3659 d02 06359 d b20c9a7bb9bfe635 b043 55e4 cc6 72273 d1d79b7276 bbf45a67 0bc6d24a 4c7 755 15e7a2 f607a4 f08 57e99 957e 98995fb 6a2727 f5a c8e5 8f9 1e92b4444 8e711 ec2 79b746 615a7 5776a7 2a0e7aa 3ff897afe 5a8c580 c38a7 69f8dd1 e477 0e2d52a4 1b9c74ab4a 2c2 99439 d6db85 3d45 2d8 bb4 b5db54f2dce47 c50e d23a3 56d7 c33 f8580 5c0 59f50a73 09dc4e33 c49 80aa85 b19 d0761 7ec0544aa4 2f0 632d8493 f2 b9a21a9 fc3a 5b6 b2908 cc6e38 f2b920 fc5 dbba 12c04c4ee52 b94b5fe7 353d7a7 d51760 f2 f3 c4b2 5b45 12c999b7db65c158dcba b7d2e5e8 8914a d13 f4f82856 55 70b476 6952 4967 472eb 9b1 1d0 d9534 8e65 b6fb150 e08e9 6375 cf24e2ffb d904 91b408 5421 d8efc3 c2b046fda430 d2c2a5da 83725 0e70 db16 8c7 71cd59a6 9aae c5fe8 3a106 f37 c8 f17fc4e 1e5c0e1 f29b0942 c58 c5 f6a131 7d6 c681 0a7be 6667 9a3f31 93f39f8323 b7c7bda 5203 f0b7cfc8a c3 f0f81bf915 5a0f4ac5 d8ccf40c 9ad4424 f89 c65 43b7d34 d53 b38a2a3 9fe6 b66 c26 c305 fca4 9a3c4eb5 1abf55f8 0700b7a c6a4 5f9a c00a 0780 4c0e 4706 f58e f34 f4e 1d01 beb f4d539ab2fe7 2f5 b fb5225288a 8a06 f7fda9338 0380 3efb56b3d3a d4680 f23 e90abcc8a38 c23fcd2 51a0663 7b4 c4a20 104dc58 ee9e c3358 fa7d28b0 be58 c90a 6d7 d8a86 b865 52a6d 6e21c6e5ac96df3e c0e4 ba33 d28bbd1a 77d5 c8a2 275a70 1b94 bfae 8f4 720ff3 f 83ff16454 d0ff6fcfdbe1 f08 e06e5a 6cd3b1 d29 b9dca760 db7 f556 09c19b6825 5eb1ed 75b67ec4b3 b724ea 3df9a79ee fed 76173 5a128 1900e 0583 282baa 080ae f63 cf3 5b45 14a0 c2044 2ad20 8079 6f6 21eb 87ff30d3dbd7 f42b05b2 2642 df6a5 1542c8c8 9b7 d27 cd5 c6e4 6a36f0d7 fde f4a69a 3f4 f9e8 4338 c49 d5bb12 f0d7 2e 1dbd4e07a9 1c7 7d20 1f6 7f1 65a7 f0c61ad6 df3847e 1ccdb5b90 e55d132e2 0091 83b3df3 b9c9b0a b9a32e 9c3 1d17 42070 6f9 c33 be4 fc1ae 74a0 c925a c2abfb d9c b7f2 6ed3 145d0590e e1b3 7b30 baa4 f57b256 ce438 96e0 c368 7e01 f543 f03 e2b7 37e1d7 8ef3 d65a 0d2 dfe5 d520 d3a7 c33e4 8616 1c1 b19 c079aa f860 76df75 8aaf 4ae631e b7f0c1 86eaad2 c0e 6da48 ec1 0486 d93aa2 b8ee3 f47 e8aa258 5cf946 46 4eaf5 c63b2742 99306 4530 f7d12e f440 d783a0 6390 b97e c6 cc7 2bf3e9df7 f50 c c9a261 d2d34b1 efbbfb7384 77f7a47 c4a6a6 b238 d80 d82 c788 c191 9164 f6aa3 4f93 cd1 7a6554 3d1 803b33cb1b0aaac28 737ff67 eeb6 d176 38e03 7bfa 2d26 7d6 9bc7 1d71 3c1 5f4 b0e2e 94a1a2 6b9 c145 69b1 b468 87d5d0 c3ae4 db99 e612 dbf4e 60b7d9e7b725dd9 f50 c9d7 492d37c83dfeef4c1 3a54 c46ab8b8 b76d37b5 ba073 9b50b3a4b1 3035a 2090 fe268 5c6 f34 e2c6 8c7 22b2f8 1e8e30 3a5a41e e60e6 c3 d 3c4e9 c15 4862 b190e 839a2 4b65 f52 c9 c748 2d8b0cde295 0f8 cd2344a b0d0 1a3e c0436 79c9eb0 35f44646 e76db058 e3ab1 69e0 8b8 f6a7 f4f7a709 9cbf7e4 d9d18 48d75e 1a7b3 d5e3 d2e3 e3b9a d7e5a 4a3208ff 6a14 f2e1 cde7 6ae8ab3eb4e f91 651275 5a4512 dbfeaa8e0 c007 31b7 93c9fb06e3 bbf5451 b51 754a04 4cc62ae2 ff88a1cbdbcf9 e618 9f8 f6d2ceae 7271 0729 fae7 c225a c51 b4b0 8a6b1 d8d1a0f 5c1b3da8 b4d1 3cb1d8 42b0 31b0 c1 d4866 f33 06e49a 758 c5e1 f6d9b6 bcb0ab0 b7 e96c2 6ff6cf34 bb20 f31 2b5aa7 d385 b70e 5dc1dc9c7598 53e1a5 687a7 b87d7c7 e3e5c3 fe58 b4bb6fb04 0e9e1 7c5e 6d8 f65 d4d0a 892e cad7 550bb49 f5d5b15 853 fcb8 3a671 1d63 8f3 f9ee 7a6ce801 da406 40601 63f4cf649 89d3 f70 06a71 19c1e 60fc9a3568 5c2 f07a d8ae cc5 c6 c0b053 f5e51 0c5 2d72fb b8f78a8fc6 f6bb5a50 dd0 f7f2e735 dbb70b67e24 f8d49d37ef9b07 65fa4 2fc4a398 3b9 2f5 56098 3a26 77b722 c4 fae8b59b5 9d83 9de6 b1b2ffcf49e1 b8e68 7ef1 868 cb81 fa6 f59b8dc7 e0139ad11e2 f920 9375e 71ad4ec2 2d1 c08a6 0e5b9b10 bb1 f83 e3659 d02 06359 d b20c9a7bb9bfe635 b043 55e4 cc6 72273 d1d79b7276 bbf45a67 0bc6d24a 4c7 755 15e7a2 f607a4 f08 57e99 957e 98995fb 6a2727 f5a c8e5 8f9 1e92b4444 8e711 ec2 79b746 615a7 5776a7 2a0e7aa 3ff897afe 5a8c580 c38a7 69f8dd1 e477 0e2d52a4 1b9c74ab4a 2c2 99439 d6db85 3d45 2d8 bb4 b5db54f2dce47 c50e d23a3 56d7 c33 f8580 5c0 59f50a73 09dc4e33 c49 80aa85 b19 d0761 7ec0544aa4 2f0 632d8493 f2 b9a21a9 fc3a 5b6 b2908 cc6e38 f2b920 fc5 dbba 12c04c4ee52 b94b5fe7 353d7a7 d51760 f2 f3 c4b2 5b45 12c999b7db65c158dcba b7d2e5e8 8914a d13 f4f82856 55 70b476 6952 4967 472eb 9b1 1d0 d9534 8e65 b6fb150 e08e9 6375 cf24e2ffb d904 91b408 5421 d8efc3 c2b046fda430 d2c2a5da 83725 0e70 db16 8c7 71cd59a6 9aae c5fe8 3a106 f37 c8 f17fc4e 1e5c0e1 f29b0942 c58 c5 f6a131 7d6 c681 0a7be 6667 PHẦN 3: KẾT QUẢ VÀ BIỆN LUẬN 9a3f31 93f39f8323 b7c7bda 5203 f0b7cfc8a c3 f0f81bf915 5a0f4ac5 d8ccf40c 9ad4424 f89 c65 43b7d34 d53 b38a2a3 9fe6 b66 c26 c305 fca4 9a3c4eb5 1abf55f8 0700b7a c6a4 5f9a c00a 0780 4c0e 4706 f58e f34 f4e 1d01 beb f4d539ab2fe7 2f5 b fb5225288a 8a06 f7fda9338 0380 3efb56b3d3a d4680 f23 e90abcc8a38 c23fcd2 51a0663 7b4 c4a20 104dc58 ee9e c3358 fa7d28b0 be58 c90a 6d7 d8a86 b865 52a6d 6e21c6e5ac96df3e c0e4 ba33 d28bbd1a 77d5 c8a2 275a70 1b94 bfae 8f4 720ff3 f 83ff16454 d0ff6fcfdbe1 f08 e06e5a 6cd3b1 d29 b9dca760 db7 f556 09c19b6825 5eb1ed 75b67ec4b3 b724ea 3df9a79ee fed 76173 5a128 1900e 0583 282baa 080ae f63 cf3 5b45 14a0 c2044 2ad20 8079 6f6 21eb 87ff30d3dbd7 f42b05b2 2642 df6a5 1542c8c8 9b7 d27 cd5 c6e4 6a36f0d7 fde f4a69a 3f4 f9e8 4338 c49 d5bb12 f0d7 2e 1dbd4e07a9 1c7 7d20 1f6 7f1 65a7 f0c61ad6 df3847e 1ccdb5b90 e55d132e2 0091 83b3df3 b9c9b0a b9a32e 9c3 1d17 42070 6f9 c33 be4 fc1ae 74a0 c925a c2abfb d9c b7f2 6ed3 145d0590e e1b3 7b30 baa4 f57b256 ce438 96e0 c368 7e01 f543 f03 e2b7 37e1d7 8ef3 d65a 0d2 dfe5 d520 d3a7 c33e4 8616 1c1 b19 c079aa f860 76df75 8aaf 4ae631e b7f0c1 86eaad2 c0e 6da48 ec1 0486 d93aa2 b8ee3 f47 e8aa258 5cf946 46 4eaf5 c63b2742 99306 4530 f7d12e f440 d783a0 6390 b97e c6 cc7 2bf3e9df7 f50 c c9a261 d2d34b1 efbbfb7384 77f7a47 c4a6a6 b238 d80 d82 c788 c191 9164 f6aa3 4f93 cd1 7a6554 3d1 803b33cb1b0aaac28 737ff67 eeb6 d176 38e03 7bfa 2d26 7d6 9bc7 1d71 3c1 5f4 b0e2e 94a1a2 6b9 c145 69b1 b468 87d5d0 c3ae4 db99 e612 dbf4e 60b7d9e7b725dd9 f50 c9d7 492d37c83dfeef4c1 3a54 c46ab8b8 b76d37b5 ba073 9b50b3a4b1 3035a 2090 fe268 5c6 f34 e2c6 8c7 22b2f8 1e8e30 3a5a41e e60e6 c3 d 3c4e9 c15 4862 b190e 839a2 4b65 f52 c9 c748 2d8b0cde295 0f8 cd2344a b0d0 1a3e c0436 79c9eb0 35f44646 e76db058 e3ab1 69e0 8b8 f6a7 f4f7a709 9cbf7e4 d9d18 48d75e 1a7b3 d5e3 d2e3 e3b9a d7e5a 4a3208ff 6a14 f2e1 cde7 6ae8ab3eb4e f91 651275 5a4512 dbfeaa8e0 c007 31b7 93c9fb06e3 bbf5451 b51 754a04 4cc62ae2 ff88a1cbdbcf9 e618 9f8 f6d2ceae 7271 0729 fae7 c225a c51 b4b0 8a6b1 d8d1a0f 5c1b3da8 b4d1 3cb1d8 42b0 31b0 c1 d4866 f33 06e49a 758 c5e1 f6d9b6 bcb0ab0 b7 e96c2 6ff6cf34 bb20 f31 2b5aa7 d385 b70e 5dc1dc9c7598 53e1a5 687a7 b87d7c7 e3e5c3 fe58 b4bb6fb04 0e9e1 7c5e 6d8 f65 d4d0a 892e cad7 550bb49 f5d5b15 853 fcb8 3a671 1d63 8f3 f9ee 7a6ce801 da406 40601 63f4cf649 89d3 f70 06a71 19c1e 60fc9a3568 5c2 f07a d8ae cc5 c6 c0b053 f5e51 0c5 2d72fb b8f78a8fc6 f6bb5a50 dd0 f7f2e735 dbb70b67e24 f8d49d37ef9b07 65fa4 2fc4a398 3b9 2f5 56098 3a26 77b722 c4 fae8b59b5 9d83 9de6 b1b2ffcf49e1 b8e68 7ef1 868 cb81 fa6 f59b8dc7 e0139ad11e2 f920 9375e 71ad4ec2 2d1 c08a6 0e5b9b10 bb1 f83 e3659 d02 06359 d b20c9a7bb9bfe635 b043 55e4 cc6 72273 d1d79b7276 bbf45a67 0bc6d24a 4c7 755 15e7a2 f607a4 f08 57e99 957e 98995fb 6a2727 f5a c8e5 8f9 1e92b4444 8e711 ec2 79b746 615a7 5776a7 2a0e7aa 3ff897afe 5a8c580 c38a7 69f8dd1 e477 0e2d52a4 1b9c74ab4a 2c2 99439 d6db85 3d45 2d8 bb4 b5db54f2dce47 c50e d23a3 56d7 c33 f8580 5c0 59f50a73 09dc4e33 c49 80aa85 b19 d0761 7ec0544aa4 2f0 632d8493 f2 b9a21a9 fc3a 5b6 b2908 cc6e38 f2b920 fc5 dbba 12c04c4ee52 b94b5fe7 353d7a7 d51760 f2 f3 c4b2 5b45 12c999b7db65c158dcba b7d2e5e8 8914a d13 f4f82856 55 70b476 6952 4967 472eb 9b1 1d0 d9534 8e65 b6fb150 e08e9 6375 cf24e2ffb d904 91b408 5421 d8efc3 c2b046fda430 d2c2a5da 83725 0e70 db16 8c7 71cd59a6 9aae c5fe8 3a106 f37 c8 f17fc4e 1e5c0e1 f29b0942 c58 c5 f6a131 7d6 c681 0a7be 6667 KẾT QUẢ, BIỆN LUẬN Hợp chất CS thu có đặc điểm sau: màu trắng, kết tủa vơ định hình, tan dung môi chloroform Sắc ký lớp mỏng với hệ giải ly H : CHCl3 : AcOH (9 : : 0.01) cho vết không hấp thu UV, màu dung dịch vanillin/H2SO4 nung nóng cho màu hồng Phổ 1H NMR hợp chất CS (phụ lục 1.1) cho thấy xuất tín hiệu proton nhóm methyl δH (ppm) 0.76 (3H, s), 0.81 (3H, s), 0.82 (3H, s), 0.85 (3H, s), 0.96 (6H, s), 1.18 (3H, s), 1.21 (3H, s) Đây tín hiệu đặc trưng khung lupan Phổ 13C NMR (phụ lục 1.2) cho thấy xuất tín hiệu carbon gắn với oxygen 𝛿𝐶 (ppm) 73.6, tín hiệu carbon nhóm methyl 𝛿𝐶 (ppm) 33.4, 21.5, 16.1, 16.7, 17.0, 15.8 tín hiệu carbon nhóm methylene, carbon tứ cấp 𝛿𝐶 (ppm) 18.7 – 54.0 Từ liệu phổ trên, kết hợp so sánh với tài liệu tham khảo hợp chất 22hydroxyisohopane cho thấy có tương đồng Vậy cấu trúc hợp chất CS2 đề nghị 22-hydroxyisohopane Hình 2.1: Cấu trúc hợp chất CS 13 9a3f31 93f39f8323 b7c7bda 5203 f0b7cfc8a c3 f0f81bf915 5a0f4ac5 d8ccf40c 9ad4424 f89 c65 43b7d34 d53 b38a2a3 9fe6 b66 c26 c305 fca4 9a3c4eb5 1abf55f8 0700b7a c6a4 5f9a c00a 0780 4c0e 4706 f58e f34 f4e 1d01 beb f4d539ab2fe7 2f5 b fb5225288a 8a06 f7fda9338 0380 3efb56b3d3a d4680 f23 e90abcc8a38 c23fcd2 51a0663 7b4 c4a20 104dc58 ee9e c3358 fa7d28b0 be58 c90a 6d7 d8a86 b865 52a6d 6e21c6e5ac96df3e c0e4 ba33 d28bbd1a 77d5 c8a2 275a70 1b94 bfae 8f4 720ff3 f 83ff16454 d0ff6fcfdbe1 f08 e06e5a 6cd3b1 d29 b9dca760 db7 f556 09c19b6825 5eb1ed 75b67ec4b3 b724ea 3df9a79ee fed 76173 5a128 1900e 0583 282baa 080ae f63 cf3 5b45 14a0 c2044 2ad20 8079 6f6 21eb 87ff30d3dbd7 f42b05b2 2642 df6a5 1542c8c8 9b7 d27 cd5 c6e4 6a36f0d7 fde f4a69a 3f4 f9e8 4338 c49 d5bb12 f0d7 2e 1dbd4e07a9 1c7 7d20 1f6 7f1 65a7 f0c61ad6 df3847e 1ccdb5b90 e55d132e2 0091 83b3df3 b9c9b0a b9a32e 9c3 1d17 42070 6f9 c33 be4 fc1ae 74a0 c925a c2abfb d9c b7f2 6ed3 145d0590e e1b3 7b30 baa4 f57b256 ce438 96e0 c368 7e01 f543 f03 e2b7 37e1d7 8ef3 d65a 0d2 dfe5 d520 d3a7 c33e4 8616 1c1 b19 c079aa f860 76df75 8aaf 4ae631e b7f0c1 86eaad2 c0e 6da48 ec1 0486 d93aa2 b8ee3 f47 e8aa258 5cf946 46 4eaf5 c63b2742 99306 4530 f7d12e f440 d783a0 6390 b97e c6 cc7 2bf3e9df7 f50 c c9a261 d2d34b1 efbbfb7384 77f7a47 c4a6a6 b238 d80 d82 c788 c191 9164 f6aa3 4f93 cd1 7a6554 3d1 803b33cb1b0aaac28 737ff67 eeb6 d176 38e03 7bfa 2d26 7d6 9bc7 1d71 3c1 5f4 b0e2e 94a1a2 6b9 c145 69b1 b468 87d5d0 c3ae4 db99 e612 dbf4e 60b7d9e7b725dd9 f50 c9d7 492d37c83dfeef4c1 3a54 c46ab8b8 b76d37b5 ba073 9b50b3a4b1 3035a 2090 fe268 5c6 f34 e2c6 8c7 22b2f8 1e8e30 3a5a41e e60e6 c3 d 3c4e9 c15 4862 b190e 839a2 4b65 f52 c9 c748 2d8b0cde295 0f8 cd2344a b0d0 1a3e c0436 79c9eb0 35f44646 e76db058 e3ab1 69e0 8b8 f6a7 f4f7a709 9cbf7e4 d9d18 48d75e 1a7b3 d5e3 d2e3 e3b9a d7e5a 4a3208ff 6a14 f2e1 cde7 6ae8ab3eb4e f91 651275 5a4512 dbfeaa8e0 c007 31b7 93c9fb06e3 bbf5451 b51 754a04 4cc62ae2 ff88a1cbdbcf9 e618 9f8 f6d2ceae 7271 0729 fae7 c225a c51 b4b0 8a6b1 d8d1a0f 5c1b3da8 b4d1 3cb1d8 42b0 31b0 c1 d4866 f33 06e49a 758 c5e1 f6d9b6 bcb0ab0 b7 e96c2 6ff6cf34 bb20 f31 2b5aa7 d385 b70e 5dc1dc9c7598 53e1a5 687a7 b87d7c7 e3e5c3 fe58 b4bb6fb04 0e9e1 7c5e 6d8 f65 d4d0a 892e cad7 550bb49 f5d5b15 853 fcb8 3a671 1d63 8f3 f9ee 7a6ce801 da406 40601 63f4cf649 89d3 f70 06a71 19c1e 60fc9a3568 5c2 f07a d8ae cc5 c6 c0b053 f5e51 0c5 2d72fb b8f78a8fc6 f6bb5a50 dd0 f7f2e735 dbb70b67e24 f8d49d37ef9b07 65fa4 2fc4a398 3b9 2f5 56098 3a26 77b722 c4 fae8b59b5 9d83 9de6 b1b2ffcf49e1 b8e68 7ef1 868 cb81 fa6 f59b8dc7 e0139ad11e2 f920 9375e 71ad4ec2 2d1 c08a6 0e5b9b10 bb1 f83 e3659 d02 06359 d b20c9a7bb9bfe635 b043 55e4 cc6 72273 d1d79b7276 bbf45a67 0bc6d24a 4c7 755 15e7a2 f607a4 f08 57e99 957e 98995fb 6a2727 f5a c8e5 8f9 1e92b4444 8e711 ec2 79b746 615a7 5776a7 2a0e7aa 3ff897afe 5a8c580 c38a7 69f8dd1 e477 0e2d52a4 1b9c74ab4a 2c2 99439 d6db85 3d45 2d8 bb4 b5db54f2dce47 c50e d23a3 56d7 c33 f8580 5c0 59f50a73 09dc4e33 c49 80aa85 b19 d0761 7ec0544aa4 2f0 632d8493 f2 b9a21a9 fc3a 5b6 b2908 cc6e38 f2b920 fc5 dbba 12c04c4ee52 b94b5fe7 353d7a7 d51760 f2 f3 c4b2 5b45 12c999b7db65c158dcba b7d2e5e8 8914a d13 f4f82856 55 70b476 6952 4967 472eb 9b1 1d0 d9534 8e65 b6fb150 e08e9 6375 cf24e2ffb d904 91b408 5421 d8efc3 c2b046fda430 d2c2a5da 83725 0e70 db16 8c7 71cd59a6 9aae c5fe8 3a106 f37 c8 f17fc4e 1e5c0e1 f29b0942 c58 c5 f6a131 7d6 c681 0a7be 6667 Bảng 2.1: Bảng liệu phổ NMR hợp chất CS so sánh với hợp chất 22hydroxyisohopane dung mơi chloroform-d CS2 Vị trí 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 δH (ppm) Tín hiệu khung lupan (27H vùng δH 0.72 – 2.40) 0.96 (6H, s) 0.96 (6H, s) 0.79 (3H, s) 0.82 (3H, s) 0.85 (3H, s) 0.76 (3H, s) 1.18 (3H, s) 1.21 (3H, s) 22-hydroxyisohopane δC (ppm) 40.3 18.7 42.1 33.3 56.1 18.7 34.4 41.9 50.4 37.4 20.9 22.0 49.9 41.9 33.3 26.6 54.0 44.1 41.3 24.2 51.2 74.0 33.4 21.6 16.1 16.7 17.0 15.8 30.8 33.4 δH (ppm) Tín hiệu khung lupan (27H vùng δH 0.72 – 2.40) 0.95 (6H, s) 0.95 (6H, s) 0.79 (3H, s) 0.81 (3H, s) 0.81 (3H, s) 0.76 (3H, s) 1.18 (3H, s) 1.21 (3H, s) δC (ppm) 40.3 18.7 42.1 33.3 56.1 18.7 34.4 41.9 50.4 37.4 20.9 22.0 49.9 41.9 33.3 26.6 53.9 44.1 41.3 24.2 51.1 74.0 33.4 21.6 16.2 16.7 17.0 15.8 30.9 33.4 14 KẾT LUẬN Trong đề tài nghiên cứu này, chúng tơi tiến hành khảo sát thành phần hóa học phân đoạn P3 cao petroleum ether từ nấm Đông trùng hạ thảo (Cordyceps sinensis) Bằng phương pháp sắc ký cột sắc ký mỏng silica gel pha thường pha đảo, sắc kí mỏng điều chế hệ dung môi giải ly khác cô lập hợp chất ký hiệu CS Thông qua kết phân tích phổ nghiệm (1H NMR, 13C NMR) so sánh với tài liệu tham khảo, xác định cấu trúc hợp chất là: 22-hydroxyisohopane 22-hydroxyisohopane Trong đó, hợp chất CS lần cô lập chi Cordyceps 15 9a3f31 93f39f8323 b7c7bda 5203 f0b7cfc8a c3 f0f81bf915 5a0f4ac5 d8ccf40c 9ad4424 f89 c65 43b7d34 d53 b38a2a3 9fe6 b66 c26 c305 fca4 9a3c4eb5 1abf55f8 0700b7a c6a4 5f9a c00a 0780 4c0e 4706 f58e f34 f4e 1d01 beb f4d539ab2fe7 2f5 b fb5225288a 8a06 f7fda9338 0380 3efb56b3d3a d4680 f23 e90abcc8a38 c23fcd2 51a0663 7b4 c4a20 104dc58 ee9e c3358 fa7d28b0 be58 c90a 6d7 d8a86 b865 52a6d 6e21c6e5ac96df3e c0e4 ba33 d28bbd1a 77d5 c8a2 275a70 1b94 bfae 8f4 720ff3 f 83ff16454 d0ff6fcfdbe1 f08 e06e5a 6cd3b1 d29 b9dca760 db7 f556 09c19b6825 5eb1ed 75b67ec4b3 b724ea 3df9a79ee fed 76173 5a128 1900e 0583 282baa 080ae f63 cf3 5b45 14a0 c2044 2ad20 8079 6f6 21eb 87ff30d3dbd7 f42b05b2 2642 df6a5 1542c8c8 9b7 d27 cd5 c6e4 6a36f0d7 fde f4a69a 3f4 f9e8 4338 c49 d5bb12 f0d7 2e 1dbd4e07a9 1c7 7d20 1f6 7f1 65a7 f0c61ad6 df3847e 1ccdb5b90 e55d132e2 0091 83b3df3 b9c9b0a b9a32e 9c3 1d17 42070 6f9 c33 be4 fc1ae 74a0 c925a c2abfb d9c b7f2 6ed3 145d0590e e1b3 7b30 baa4 f57b256 ce438 96e0 c368 7e01 f543 f03 e2b7 37e1d7 8ef3 d65a 0d2 dfe5 d520 d3a7 c33e4 8616 1c1 b19 c079aa f860 76df75 8aaf 4ae631e b7f0c1 86eaad2 c0e 6da48 ec1 0486 d93aa2 b8ee3 f47 e8aa258 5cf946 46 4eaf5 c63b2742 99306 4530 f7d12e f440 d783a0 6390 b97e c6 cc7 2bf3e9df7 f50 c c9a261 d2d34b1 efbbfb7384 77f7a47 c4a6a6 b238 d80 d82 c788 c191 9164 f6aa3 4f93 cd1 7a6554 3d1 803b33cb1b0aaac28 737ff67 eeb6 d176 38e03 7bfa 2d26 7d6 9bc7 1d71 3c1 5f4 b0e2e 94a1a2 6b9 c145 69b1 b468 87d5d0 c3ae4 db99 e612 dbf4e 60b7d9e7b725dd9 f50 c9d7 492d37c83dfeef4c1 3a54 c46ab8b8 b76d37b5 ba073 9b50b3a4b1 3035a 2090 fe268 5c6 f34 e2c6 8c7 22b2f8 1e8e30 3a5a41e e60e6 c3 d 3c4e9 c15 4862 b190e 839a2 4b65 f52 c9 c748 2d8b0cde295 0f8 cd2344a b0d0 1a3e c0436 79c9eb0 35f44646 e76db058 e3ab1 69e0 8b8 f6a7 f4f7a709 9cbf7e4 d9d18 48d75e 1a7b3 d5e3 d2e3 e3b9a d7e5a 4a3208ff 6a14 f2e1 cde7 6ae8ab3eb4e f91 651275 5a4512 dbfeaa8e0 c007 31b7 93c9fb06e3 bbf5451 b51 754a04 4cc62ae2 ff88a1cbdbcf9 e618 9f8 f6d2ceae 7271 0729 fae7 c225a c51 b4b0 8a6b1 d8d1a0f 5c1b3da8 b4d1 3cb1d8 42b0 31b0 c1 d4866 f33 06e49a 758 c5e1 f6d9b6 bcb0ab0 b7 e96c2 6ff6cf34 bb20 f31 2b5aa7 d385 b70e 5dc1dc9c7598 53e1a5 687a7 b87d7c7 e3e5c3 fe58 b4bb6fb04 0e9e1 7c5e 6d8 f65 d4d0a 892e cad7 550bb49 f5d5b15 853 fcb8 3a671 1d63 8f3 f9ee 7a6ce801 da406 40601 63f4cf649 89d3 f70 06a71 19c1e 60fc9a3568 5c2 f07a d8ae cc5 c6 c0b053 f5e51 0c5 2d72fb b8f78a8fc6 f6bb5a50 dd0 f7f2e735 dbb70b67e24 f8d49d37ef9b07 65fa4 2fc4a398 3b9 2f5 56098 3a26 77b722 c4 fae8b59b5 9d83 9de6 b1b2ffcf49e1 b8e68 7ef1 868 cb81 fa6 f59b8dc7 e0139ad11e2 f920 9375e 71ad4ec2 2d1 c08a6 0e5b9b10 bb1 f83 e3659 d02 06359 d b20c9a7bb9bfe635 b043 55e4 cc6 72273 d1d79b7276 bbf45a67 0bc6d24a 4c7 755 15e7a2 f607a4 f08 57e99 957e 98995fb 6a2727 f5a c8e5 8f9 1e92b4444 8e711 ec2 79b746 615a7 5776a7 2a0e7aa 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1542c8c8 9b7 d27 cd5 c6e4 6a36f0d7 fde f4a69a 3f4 f9e8 4338 c49 d5bb12 f0d7 2e 1dbd4e07a9 1c7 7d20 1f6 7f1 65a7 f0c61ad6 df3847e 1ccdb5b90 e55d132e2 0091 83b3df3 b9c9b0a b9a32e 9c3 1d17 42070 6f9 c33 be4 fc1ae 74a0 c925a c2abfb d9c b7f2 6ed3 145d0590e e1b3 7b30 baa4 f57b256 ce438 96e0 c368 7e01 f543 f03 e2b7 37e1d7 8ef3 d65a 0d2 dfe5 d520 d3a7 c33e4 8616 1c1 b19 c079aa f860 76df75 8aaf 4ae631e b7f0c1 86eaad2 c0e 6da48 ec1 0486 d93aa2 b8ee3 f47 e8aa258 5cf946 46 4eaf5 c63b2742 99306 4530 f7d12e f440 d783a0 6390 b97e c6 cc7 2bf3e9df7 f50 c c9a261 d2d34b1 efbbfb7384 77f7a47 c4a6a6 b238 d80 d82 c788 c191 9164 f6aa3 4f93 cd1 7a6554 3d1 803b33cb1b0aaac28 737ff67 eeb6 d176 38e03 7bfa 2d26 7d6 9bc7 1d71 3c1 5f4 b0e2e 94a1a2 6b9 c145 69b1 b468 87d5d0 c3ae4 db99 e612 dbf4e 60b7d9e7b725dd9 f50 c9d7 492d37c83dfeef4c1 3a54 c46ab8b8 b76d37b5 ba073 9b50b3a4b1 3035a 2090 fe268 5c6 f34 e2c6 8c7 22b2f8 1e8e30 3a5a41e e60e6 c3 d 3c4e9 c15 4862 b190e 839a2 4b65 f52 c9 c748 2d8b0cde295 0f8 cd2344a b0d0 1a3e c0436 79c9eb0 35f44646 e76db058 e3ab1 69e0 8b8 f6a7 f4f7a709 9cbf7e4 d9d18 48d75e 1a7b3 d5e3 d2e3 e3b9a d7e5a 4a3208ff 6a14 f2e1 cde7 6ae8ab3eb4e f91 651275 5a4512 dbfeaa8e0 c007 31b7 93c9fb06e3 bbf5451 b51 754a04 4cc62ae2 ff88a1cbdbcf9 e618 9f8 f6d2ceae 7271 0729 fae7 c225a c51 b4b0 8a6b1 d8d1a0f 5c1b3da8 b4d1 3cb1d8 42b0 31b0 c1 d4866 f33 06e49a 758 c5e1 f6d9b6 bcb0ab0 b7 e96c2 6ff6cf34 bb20 f31 2b5aa7 d385 b70e 5dc1dc9c7598 53e1a5 687a7 b87d7c7 e3e5c3 fe58 b4bb6fb04 0e9e1 7c5e 6d8 f65 d4d0a 892e cad7 550bb49 f5d5b15 853 fcb8 3a671 1d63 8f3 f9ee 7a6ce801 da406 40601 63f4cf649 89d3 f70 06a71 19c1e 60fc9a3568 5c2 f07a d8ae cc5 c6 c0b053 f5e51 0c5 2d72fb b8f78a8fc6 f6bb5a50 dd0 f7f2e735 dbb70b67e24 f8d49d37ef9b07 65fa4 2fc4a398 3b9 2f5 56098 3a26 77b722 c4 fae8b59b5 9d83 9de6 b1b2ffcf49e1 b8e68 7ef1 868 cb81 fa6 f59b8dc7 e0139ad11e2 f920 9375e 71ad4ec2 2d1 c08a6 0e5b9b10 bb1 f83 e3659 d02 06359 d b20c9a7bb9bfe635 b043 55e4 cc6 72273 d1d79b7276 bbf45a67 0bc6d24a 4c7 755 15e7a2 f607a4 f08 57e99 957e 98995fb 6a2727 f5a c8e5 8f9 1e92b4444 8e711 ec2 79b746 615a7 5776a7 2a0e7aa 3ff897afe 5a8c580 c38a7 69f8dd1 e477 0e2d52a4 1b9c74ab4a 2c2 99439 d6db85 3d45 2d8 bb4 b5db54f2dce47 c50e d23a3 56d7 c33 f8580 5c0 59f50a73 09dc4e33 c49 80aa85 b19 d0761 7ec0544aa4 2f0 632d8493 f2 b9a21a9 fc3a 5b6 b2908 cc6e38 f2b920 fc5 dbba 12c04c4ee52 b94b5fe7 353d7a7 d51760 f2 f3 c4b2 5b45 12c999b7db65c158dcba b7d2e5e8 8914a d13 f4f82856 55 70b476 6952 4967 472eb 9b1 1d0 d9534 8e65 b6fb150 e08e9 6375 cf24e2ffb d904 91b408 5421 d8efc3 c2b046fda430 d2c2a5da 83725 0e70 db16 8c7 71cd59a6 9aae c5fe8 3a106 f37 c8 f17fc4e 1e5c0e1 f29b0942 c58 c5 f6a131 7d6 c681 0a7be 6667 10 J C Holliday, P Cleaver, M Loomis-Powers and D Patel, “Analysis of quality and techniques for hybridization of medicinal fungus Cordyceps sinensis (Berk) Sacc (Ascomycetes)”, Int J Med Mushroom, vol 6, pp 151-164, 2004 11 C H Dong and Y J Yao, “In vitro evaluation of antioxidant activities of aqueous extracts from natural 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080ae f63 cf3 5b45 14a0 c2044 2ad20 8079 6f6 21eb 87ff30d3dbd7 f42b05b2 2642 df6a5 1542c8c8 9b7 d27 cd5 c6e4 6a36f0d7 fde f4a69a 3f4 f9e8 4338 c49 d5bb12 f0d7 2e 1dbd4e07a9 1c7 7d20 1f6 7f1 65a7 f0c61ad6 df3847e 1ccdb5b90 e55d132e2 0091 83b3df3 b9c9b0a b9a32e 9c3 1d17 42070 6f9 c33 be4 fc1ae 74a0 c925a c2abfb d9c b7f2 6ed3 145d0590e e1b3 7b30 baa4 f57b256 ce438 96e0 c368 7e01 f543 f03 e2b7 37e1d7 8ef3 d65a 0d2 dfe5 d520 d3a7 c33e4 8616 1c1 b19 c079aa f860 76df75 8aaf 4ae631e b7f0c1 86eaad2 c0e 6da48 ec1 0486 d93aa2 b8ee3 f47 e8aa258 5cf946 46 4eaf5 c63b2742 99306 4530 f7d12e f440 d783a0 6390 b97e c6 cc7 2bf3e9df7 f50 c c9a261 d2d34b1 efbbfb7384 77f7a47 c4a6a6 b238 d80 d82 c788 c191 9164 f6aa3 4f93 cd1 7a6554 3d1 803b33cb1b0aaac28 737ff67 eeb6 d176 38e03 7bfa 2d26 7d6 9bc7 1d71 3c1 5f4 b0e2e 94a1a2 6b9 c145 69b1 b468 87d5d0 c3ae4 db99 e612 dbf4e 60b7d9e7b725dd9 f50 c9d7 492d37c83dfeef4c1 3a54 c46ab8b8 b76d37b5 ba073 9b50b3a4b1 3035a 2090 fe268 5c6 f34 e2c6 8c7 22b2f8 1e8e30 3a5a41e e60e6 c3 d 3c4e9 c15 4862 b190e 839a2 4b65 f52 c9 c748 2d8b0cde295 0f8 cd2344a b0d0 1a3e c0436 79c9eb0 35f44646 e76db058 e3ab1 69e0 8b8 f6a7 f4f7a709 9cbf7e4 d9d18 48d75e 1a7b3 d5e3 d2e3 e3b9a d7e5a 4a3208ff 6a14 f2e1 cde7 6ae8ab3eb4e f91 651275 5a4512 dbfeaa8e0 c007 31b7 93c9fb06e3 bbf5451 b51 754a04 4cc62ae2 ff88a1cbdbcf9 e618 9f8 f6d2ceae 7271 0729 fae7 c225a c51 b4b0 8a6b1 d8d1a0f 5c1b3da8 b4d1 3cb1d8 42b0 31b0 c1 d4866 f33 06e49a 758 c5e1 f6d9b6 bcb0ab0 b7 e96c2 6ff6cf34 bb20 f31 2b5aa7 d385 b70e 5dc1dc9c7598 53e1a5 687a7 b87d7c7 e3e5c3 fe58 b4bb6fb04 0e9e1 7c5e 6d8 f65 d4d0a 892e cad7 550bb49 f5d5b15 853 fcb8 3a671 1d63 8f3 f9ee 7a6ce801 da406 40601 63f4cf649 89d3 f70 06a71 19c1e 60fc9a3568 5c2 f07a d8ae cc5 c6 c0b053 f5e51 0c5 2d72fb b8f78a8fc6 f6bb5a50 dd0 f7f2e735 dbb70b67e24 f8d49d37ef9b07 65fa4 2fc4a398 3b9 2f5 56098 3a26 77b722 c4 fae8b59b5 9d83 9de6 b1b2ffcf49e1 b8e68 7ef1 868 cb81 fa6 f59b8dc7 e0139ad11e2 f920 9375e 71ad4ec2 2d1 c08a6 0e5b9b10 bb1 f83 e3659 d02 06359 d b20c9a7bb9bfe635 b043 55e4 cc6 72273 d1d79b7276 bbf45a67 0bc6d24a 4c7 755 15e7a2 f607a4 f08 57e99 957e 98995fb 6a2727 f5a c8e5 8f9 1e92b4444 8e711 ec2 79b746 615a7 5776a7 2a0e7aa 3ff897afe 5a8c580 c38a7 69f8dd1 e477 0e2d52a4 1b9c74ab4a 2c2 99439 d6db85 3d45 2d8 bb4 b5db54f2dce47 c50e d23a3 56d7 c33 f8580 5c0 59f50a73 09dc4e33 c49 80aa85 b19 d0761 7ec0544aa4 2f0 632d8493 f2 b9a21a9 fc3a 5b6 b2908 cc6e38 f2b920 fc5 dbba 12c04c4ee52 b94b5fe7 353d7a7 d51760 f2 f3 c4b2 5b45 12c999b7db65c158dcba b7d2e5e8 8914a d13 f4f82856 55 70b476 6952 4967 472eb 9b1 1d0 d9534 8e65 b6fb150 e08e9 6375 cf24e2ffb d904 91b408 5421 d8efc3 c2b046fda430 d2c2a5da 83725 0e70 db16 8c7 71cd59a6 9aae c5fe8 3a106 f37 c8 f17fc4e 1e5c0e1 f29b0942 c58 c5 f6a131 7d6 c681 0a7be 6667 9a3f31 93f39f8323 b7c7bda 5203 f0b7cfc8a c3 f0f81bf915 5a0f4ac5 d8ccf40c 9ad4424 f89 c65 43b7d34 d53 b38a2a3 9fe6 b66 c26 c305 fca4 9a3c4eb5 1abf55f8 0700b7a c6a4 5f9a c00a 0780 4c0e 4706 f58e f34 f4e 1d01 beb f4d539ab2fe7 2f5 b fb5225288a 8a06 f7fda9338 0380 3efb56b3d3a d4680 f23 e90abcc8a38 c23fcd2 51a0663 7b4 c4a20 104dc58 ee9e c3358 fa7d28b0 be58 c90a 6d7 d8a86 b865 52a6d 6e21c6e5ac96df3e c0e4 ba33 d28bbd1a 77d5 c8a2 275a70 1b94 bfae 8f4 720ff3 f 83ff16454 d0ff6fcfdbe1 f08 e06e5a 6cd3b1 d29 b9dca760 db7 f556 09c19b6825 5eb1ed 75b67ec4b3 b724ea 3df9a79ee fed 76173 5a128 1900e 0583 282baa 080ae f63 cf3 5b45 14a0 c2044 2ad20 8079 6f6 21eb 87ff30d3dbd7 f42b05b2 2642 df6a5 1542c8c8 9b7 d27 cd5 c6e4 6a36f0d7 fde f4a69a 3f4 f9e8 4338 c49 d5bb12 f0d7 2e 1dbd4e07a9 1c7 7d20 1f6 7f1 65a7 f0c61ad6 df3847e 1ccdb5b90 e55d132e2 0091 83b3df3 b9c9b0a b9a32e 9c3 1d17 42070 6f9 c33 be4 fc1ae 74a0 c925a c2abfb d9c b7f2 6ed3 145d0590e e1b3 7b30 baa4 f57b256 ce438 96e0 c368 7e01 f543 f03 e2b7 37e1d7 8ef3 d65a 0d2 dfe5 d520 d3a7 c33e4 8616 1c1 b19 c079aa f860 76df75 8aaf 4ae631e b7f0c1 86eaad2 c0e 6da48 ec1 0486 d93aa2 b8ee3 f47 e8aa258 5cf946 46 4eaf5 c63b2742 99306 4530 f7d12e f440 d783a0 6390 b97e c6 cc7 2bf3e9df7 f50 c c9a261 d2d34b1 efbbfb7384 77f7a47 c4a6a6 b238 d80 d82 c788 c191 9164 f6aa3 4f93 cd1 7a6554 3d1 803b33cb1b0aaac28 737ff67 eeb6 d176 38e03 7bfa 2d26 7d6 9bc7 1d71 3c1 5f4 b0e2e 94a1a2 6b9 c145 69b1 b468 87d5d0 c3ae4 db99 e612 dbf4e 60b7d9e7b725dd9 f50 c9d7 492d37c83dfeef4c1 3a54 c46ab8b8 b76d37b5 ba073 9b50b3a4b1 3035a 2090 fe268 5c6 f34 e2c6 8c7 22b2f8 1e8e30 3a5a41e e60e6 c3 d 3c4e9 c15 4862 b190e 839a2 4b65 f52 c9 c748 2d8b0cde295 0f8 cd2344a b0d0 1a3e c0436 79c9eb0 35f44646 e76db058 e3ab1 69e0 8b8 f6a7 f4f7a709 9cbf7e4 d9d18 48d75e 1a7b3 d5e3 d2e3 e3b9a d7e5a 4a3208ff 6a14 f2e1 cde7 6ae8ab3eb4e f91 651275 5a4512 dbfeaa8e0 c007 31b7 93c9fb06e3 bbf5451 b51 754a04 4cc62ae2 ff88a1cbdbcf9 e618 9f8 f6d2ceae 7271 0729 fae7 c225a c51 b4b0 8a6b1 d8d1a0f 5c1b3da8 b4d1 3cb1d8 42b0 31b0 c1 d4866 f33 06e49a 758 c5e1 f6d9b6 bcb0ab0 b7 e96c2 6ff6cf34 bb20 f31 2b5aa7 d385 b70e 5dc1dc9c7598 53e1a5 687a7 b87d7c7 e3e5c3 fe58 b4bb6fb04 0e9e1 7c5e 6d8 f65 d4d0a 892e cad7 550bb49 f5d5b15 853 fcb8 3a671 1d63 8f3 f9ee 7a6ce801 da406 40601 63f4cf649 89d3 f70 06a71 19c1e 60fc9a3568 5c2 f07a d8ae cc5 c6 c0b053 f5e51 0c5 2d72fb b8f78a8fc6 f6bb5a50 dd0 f7f2e735 dbb70b67e24 f8d49d37ef9b07 65fa4 2fc4a398 3b9 2f5 56098 3a26 77b722 c4 fae8b59b5 9d83 9de6 b1b2ffcf49e1 b8e68 7ef1 868 cb81 fa6 f59b8dc7 e0139ad11e2 f920 9375e 71ad4ec2 2d1 c08a6 0e5b9b10 bb1 f83 e3659 d02 06359 d b20c9a7bb9bfe635 b043 55e4 cc6 72273 d1d79b7276 bbf45a67 0bc6d24a 4c7 755 15e7a2 f607a4 f08 57e99 957e 98995fb 6a2727 f5a c8e5 8f9 1e92b4444 8e711 ec2 79b746 615a7 5776a7 2a0e7aa 3ff897afe 5a8c580 c38a7 69f8dd1 e477 0e2d52a4 1b9c74ab4a 2c2 99439 d6db85 3d45 2d8 bb4 b5db54f2dce47 c50e d23a3 56d7 c33 f8580 5c0 59f50a73 09dc4e33 c49 80aa85 b19 d0761 7ec0544aa4 2f0 632d8493 f2 b9a21a9 fc3a 5b6 b2908 cc6e38 f2b920 fc5 dbba 12c04c4ee52 b94b5fe7 353d7a7 d51760 f2 f3 c4b2 5b45 12c999b7db65c158dcba b7d2e5e8 8914a d13 f4f82856 55 70b476 6952 4967 472eb 9b1 1d0 d9534 8e65 b6fb150 e08e9 6375 cf24e2ffb d904 91b408 5421 d8efc3 c2b046fda430 d2c2a5da 83725 0e70 db16 8c7 71cd59a6 9aae c5fe8 3a106 f37 c8 f17fc4e 1e5c0e1 f29b0942 c58 c5 f6a131 7d6 c681 0a7be 6667 PHỤ LỤC Phụ lục 1.1: Phổ 1H NMR hợp chất CS dung môi chloroform-d Phụ lục 1.2: Phổ 13C NMR hợp chất CS dung môi chloroform-d