S T T Ký hiệu mẫu Nồng độ mẫu (μg/ml) Nồng độ ức chế t i thiểu (MI : μg/ml) Nhận xét Vi khuẩn Gr(-) Vi khuẩn Gr(+) Nấm m c Nấm men
E.coli P.aeruginosa B.subtillis S.aureus A.niger F.oxysporum S.cerevisiae C.albicans
1 9a 50 (-) (-) (-) (-) (-) (-) (-) (-) Âm tính 2 9b 50 (-) (-) (-) (-) 50 (-) (-) (-) Kháng 1VSVKĐ 3 9c 50 (-) (-) (-) (-) 25 (-) (-) (-) Kháng 1VSVKĐ 4 9d 50 (-) (-) 25 (-) (-) (-) (-) (-) Kháng 1VSVKĐ 5 9a’ 50 (-) (-) (-) (-) 50 (-) (-) (-) Kháng 1VSVKĐ 6 9b’ 50 (-) (-) (-) (-) (-) (-) (-) (-) Âm tính
Ế
1. Đ tổng hợp đƣợc 6 hợp chất 3-arylsydnone, xuất phát từ các anilin thế đi qua các
glycine thế tƣơng ứng. Từ các 3-arylsydnone thế nhận đƣợc, đ điều chế đƣợc 6 hợp chất 3-aryl-4-formylsydnone bằng phản ứng formyl hoá theo Vilsmeier-Haack.
2. Đ tổng hợp đƣợc 4 hợp chất 3-aryl-4-formylsydnone N-(tetra-O-acetyl-β-D-
galactopyranosyl)thiosemicarbazon và 2 hợp chất 3-aryl-4-formylsydnone N-(tetra-
O-acetyl-β-D-glucopyranosyl)thiosemicarbazon bằng phản ứng giữa tetra-O-acetyl-
β-D-galactopyranosyl thiosemicarbazid và tetra-O-acetyl-β-D-glucopyranosyl thiosemicarbazid với các 3-aryl-4-formylsydnone thế tƣơng ứng trong sự có mặt của xúc tác acid acetic và dung môi ethanol, đƣợc thực hiện trong lị vi sóng.
3. Đ tổng hợp đƣợc 4 phức chất bis(3-aryl-4-formylsydnone N-(tetra-O-acetyl-β-
D-galactopyranosyl)thiosemicarbazonato)kẽm(II) và 2 phức chất bis(3-aryl-4- formylsydnone N-(tetra-O-acetyl-β-D-glucopyranosyl)-
thiosemicarbazonato)kẽm(II).
4. ấu trúc của các phức chất đƣợc xác nhận bằng các phƣơng pháp vật lý hiện đại
nhƣ phổ IR, phổ 1H NMR, 13C NMR v phổ MS.
5. Đ thăm dị hoạt tính kháng vi sinh vật kiểm định của 6 phức chất, kết quả cho
thấy các phức chất (9b), (9c), (9d), (9a’) là có hoạt tính tính kháng vi sinh vật kiểm định.
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PHỤ Ụ
Phụ lục 1.1. Phổ IR của bis(3-cyclohexyl-4-formylsydnone N-(tetra-O-acetyl-β- D-galactopyranosyl)thiosemicarbazonato)kẽm(II) (9a).
Phụ lục 1.2. Phổ 1H NMR của bis(3-cyclohexyl-4-formylsydnone N-(tetra-O- acetyl-β-D-galactopyranosyl)thiosemicarbazonato)kẽm(II) (9a).
Phụ lục 1.3. Phổ 13C của bis(3-cyclohexyl-4-formylsydnone N-(tetra-O-acetyl-β- D-galactopyranosyl)thiosemicarbazonato)kẽm(II) (9a).
Phụ lục 1.4. Phổ MS của bis(3-cyclohexyl-4-formylsydnone N-(tetra-O-acetyl-β- D-galactopyranosyl)thiosemicarbazonato)kẽm(II) (9a).
Phụ lục 2.1. Phổ IR của bis(3-(4-methylphenyl)- 4-formylsydnone N-(tetra-O- acetyl-β-D-galactopyranosyl)thiosemicarbazonato)kẽm(II) (9b).
Phụ lục 2.2. Phổ 1H của bis(3-(4-methylphenyl)- 4-formylsydnone N-(tetra-O- acetyl-β-D-galactopyranosyl)thiosemicarbazonato)kẽm(II) (9b).
Phụ lục 2.3. Phổ 13C của bis(3-(4-methylphenyl)- 4-formylsydnone N-(tetra-O- acetyl-β-D-galactopyranosyl)thiosemicarbazonato)kẽm(II) (9b).
Phụ lục 2.4. Phổ MS của bis(3-(4-methylphenyl)- 4-formylsydnone N-(tetra-O- acetyl-β-D-galactopyranosyl)thiosemicarbazonato)kẽm(II).
Phụ lục 3.1. Phổ IR của bis(3-(4-methoxylphenyl)- 4-formylsydnone N-(tetra-O- acetyl-β-D-galactopyranosyl)thiosemicarbazonato)kẽm(II) (9c).
Phụ lục 3.2. Phổ 1H của bis(3-(4-methoxylphenyl)- 4-formylsydnone N-(tetra-O- acetyl-β-D-galactopyranosyl)thiosemicarbazonato)kẽm(II) (9c).
Phụ lục 3.3. Phổ 13C của bis(3-(4-methoxylphenyl)- 4-formylsydnone N-(tetra-O- acetyl-β-D-galactopyranosyl)thiosemicarbazonato)kẽm(II) (9c).
Phụ lục 3.4. Phổ MS của bis(3-(4-methoxylphenyl)- 4-formylsydnone N-(tetra-O- acetyl-β-D-galactopyranosyl)thiosemicarbazonato)kẽm(II) (9c).
Phụ lục 4.1. Phổ IR của bis(3-(4-ethoxylphenyl)- 4-formylsydnone N-(tetra-O- acetyl-β-D-galactopyranosyl)thiosemicarbazonato)kẽm(II) (9d).
Phụ lục 4.2. Phổ 1H của bis(3-(4-ethoxylphenyl)- 4-formylsydnone N-(tetra-O- acetyl-β-D-galactopyranosyl)thiosemicarbazonato)kẽm(II) (9d).
Phụ lục 4.3. Phổ 13C của bis(3-(4-ethoxylphenyl)- 4-formylsydnone N-(tetra-O- acetyl-β-D-galactopyranosyl)thiosemicarbazonato)kẽm(II) (9d).
Phụ lục 4.4. Phổ MS của bis(3-(4-ethoxylphenyl)- 4-formylsydnone N-(tetra-O- acetyl-β-D-galactopyranosyl)thiosemicarbazonato)kẽm(II) (9d).
Phụ lục 5.1. Phổ IR của bis(3-cyclohexyl- 4-formylsydnone N-(tetra-O-acetyl-β- D-glucopyranosyl)thiosemicarbazonato)kẽm(II) (9a’).
Phụ lục 5.2. Phổ 1H của bis(3-cyclohexyl- 4-formylsydnone N-(tetra-O-acetyl-β- D-glucopyranosyl)thiosemicarbazonato)kẽm(II) (9a’).
Phụ lục 5.3. Phổ 13C của bis(3-cyclohexyl- 4-formylsydnone N-(tetra-O-acetyl-β- D-glucopyranosyl)thiosemicarbazonato)kẽm(II) (9a’).
Phụ lục 5.4. Phổ MS của bis(3-cyclohexyl- 4-formylsydnone N-(tetra-O-acetyl-β- D-glucopyranosyl)thiosemicarbazonato)kẽm(II) (9a’).
Phụ lục 6.1. Phổ IR của bis(3-(4-methylphenyl)- 4-formylsydnone N-(tetra-O- acetyl-β-D-galactopyranosyl)thiosemicarbazonato)kẽm(II) (9b’).
Phụ lục 6.2. Phổ 1H của bis(3-(4-methylphenyl)- 4-formylsydnone N-(tetra-O- acetyl-β-D-galactopyranosyl)thiosemicarbazonato)kẽm(II) (9b’).
Phụ lục 6.3. Phổ 13C của bis(3-(4-methylphenyl)- 4-formylsydnone N-(tetra-O- acetyl-β-D-galactopyranosyl)thiosemicarbazonato)kẽm(II) (9b’).