Synthesis, characterization, molecular docking, analgesic, antiplatelet and anticoagulant effects of dibenzylidene ketone derivatives

In this study dibenzylidene ketone derivatives (2E,5E)-2-(4-methoxybenzylidene)-5-(4-nitrobenzylidene) cyclopen‑ tanone (AK-1a) and (1E,4E)-4-(4-nitrobenzylidene)-1-(4-nitrophenyl) oct-1-en-3-one (AK-2a) were newly synthesized, inspired from curcuminoids natural origin.

(2018) 12:134 Ahmed et al Chemistry Central Journal https://doi.org/10.1186/s13065-018-0507-1 RESEARCH ARTICLE Chemistry Central Journal Open Access Synthesis, characterization, molecular docking, analgesic, antiplatelet and anticoagulant effects of dibenzylidene ketone derivatives Tauqeer Ahmed1, Arif‑ullah Khan1*, Muzaffar Abbass1,5, Edson Rodrigues Filho2, Zia Ud Din2,3 and Aslam Khan4 Abstract  In this study dibenzylidene ketone derivatives (2E,5E)-2-(4-methoxybenzylidene)-5-(4-nitrobenzylidene) cyclopen‑ tanone (AK-1a) and (1E,4E)-4-(4-nitrobenzylidene)-1-(4-nitrophenyl) oct-1-en-3-one (AK-2a) were newly synthesized, inspired from curcuminoids natural origin Novel scheme was used for synthesis of AK-1a and AK-2a The synthesized compounds were characterized by spectroscopic techniques AK-1a and AK-2a showed high computational affini‑ ties (E-value > − 9.0 kcal/mol) against cyclooxygenase-1, cyclooxygenase-2, proteinase-activated receptor and vitamin K epoxide reductase AK-1a and AK-2a showed moderate docking affinities (E-value > − 8.0 kcal/mol) against mu receptor, kappa receptor, delta receptor, human capsaicin receptor, glycoprotein IIb/IIIa, prostacyclin receptor I­2, antithrombin-III, factor-II and factor-X AK-1a and AK-2a showed lower affinities (E-value > − 7.0 kcal/mol) against puri‑ noceptor-3, glycoprotein-VI and purinergic receptor ­P2Y12 In analgesic activity, AK-1a and AK-2a decreased numbers of acetic acid-induced writhes (P