Synthesis, antiphospholipase A2, antiprotease, antibacterial evaluation and molecular docking analysis of certain novel hydrazones

El-Sayed, Nahed Nasser Eid and Alafeefy, Ahmed Mahmoud and Bakht, Mohammed Afroz and Vijay H., Masand and Aldalbahi, Ali and N., Chen and C., Fan and Bacha, Abir Ben Ben (2016) Synthesis, antiphospholipase A2, antiprotease, antibacterial evaluation and molecular docking analysis of certain novel hydrazones. Molecules, 21 (12). pp. 1-17. ISSN 1420-3049

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Abstract

Some novel hydrazone derivatives 6a-o were synthesized from the key intermediate 4-Chloro-N-(2-hydrazinocarbonyl-phenyl)-benzamide 5 and characterized using IR, 1H-NMR, 13C-NMR, mass spectroscopy and elemental analysis. The inhibitory potential against two secretory phospholipase A2 (sPLA2), three protease enzymes and eleven bacterial strains were evaluated. The results revealed that all compounds showed preferential inhibition towards hGIIA isoform of sPLA2 rather than DrG-IB with compounds 6l and 6e being the most active. The tested compounds exhibited excellent antiprotease activity against proteinase K and protease from Bacillus sp. with compound 6l being the most active against both enzymes. Furthermore, the maximum zones of inhibition against bacterial growth were exhibited by compounds; 6a, 6m, and 6o against P. aeruginosa; 6a, 6b, 6d, 6f, 6l, 6m, 6n, and 6o against Serratia; 6k against S. mutans; and compounds 6a, 6d, 6e, 6m, and 6n against E. feacalis. The docking simulations of hydrazones 6a-o with GIIA sPLA2, proteinase K and hydrazones 6a-e with glutamine-fructose-6-phosphate transaminase were performed to obtain information regarding the mechanism of action.

Item Type:	Article (Journal)
Additional Information:	7668/56527
Uncontrolled Keywords:	Antimicrobial evaluation; Aroylhydrazides; Benzo[d][1,3]oxazin-4-one; Benzylidene hydrazides; Hydrazones; Molecular docking; N-acylhydrazones; Phospholipases; Proteases
Subjects:	R Medicine > RM Therapeutics. Pharmacology > RM300 Drugs and their action
Kulliyyahs/Centres/Divisions/Institutes (Can select more than one option. Press CONTROL button):	Kulliyyah of Science > Department of Chemistry
Depositing User:	Dr Ahmed Alafeefy
Date Deposited:	20 Sep 2017 18:16
Last Modified:	20 Oct 2017 15:50
URI:	http://irep.iium.edu.my/id/eprint/56527

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