Synthesis, Antiphospholipase A2, Antiprotease, Antibacterial Evaluation and Molecular Docking Analysis of Certain Novel Hydrazones

被引：14

作者：

El-Sayed, Nahed N. E. ^{[1
,2
]}

Alafeefy, Ahmed M. ^{[3
]}

Bakht, Mohammed A. ^{[4
]}

Masand, Vijay H. ^{[5
]}

Aldalbahi, Ali ^{[6
]}

Chen, Nan ^{[7
,8
]}

Fan, Chunhai ^{[7
,8
]}

Ben Bacha, Abir ^{[9
]}

机构：

[1] King Saud Univ, Girls Sect, Coll Sci, Dept Chem, POB 22452, Riyadh 11495, Saudi Arabia

[2] Natl Org Drug Control & Res, Giza 35521, Egypt

[3] Int Islamic Univ, Dept Chem, Kulliyyah Sci, POB 141, Kuantan 25710, Malaysia

[4] Prince Sattam Bin Abdulaziz Univ, Coll Pharm, Dept Pharmaceut Chem, POB 173, Al kharj 11942, Saudi Arabia

[5] Vidya Bharati Coll, Dept Chem, Amravati 444602, Maharashtra, India

[6] King Saud Univ, Dept Chem, POB 2455, Riyadh 11451, Saudi Arabia

[7] Chinese Acad Sci, Div Phys Biol, Shanghai 201800, Peoples R China

[8] Chinese Acad Sci, Bioimaging Ctr, Shanghai Synchrotron Radiat Facil, Shanghai Inst Appl Phys, Shanghai 201800, Peoples R China

[9] King Saud Univ, Dept Biochem, Coll Sci, POB 22452, Riyadh 11495, Saudi Arabia

来源：

MOLECULES | 2016年 / 21卷 / 12期

关键词：

benzo[d][1,3]oxazin-4-one; aroylhydrazides; N-acylhydrazones; hydrazones; benzylidene hydrazides; phospholipases; proteases; antimicrobial evaluation; molecular docking; SECRETED PHOSPHOLIPASES A(2); GLUCOSAMINE-6-PHOSPHATE SYNTHASE; ANTIMICROBIAL ACTIVITY; ANTIVIRAL EVALUATION; DERIVATIVES; INHIBITORS; PROTEASE; ENZYME; 1,2,4-TRIAZOLE; HYDRAZIDES;

D O I：

10.3390/molecules21121664

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Some novel hydrazone derivatives 6a-o were synthesized from the key intermediate 4-Chloro-N-(2-hydrazinocarbonyl-phenyl)-benzamide 5 and characterized using IR, H-1-NMR, C-13-NMR, mass spectroscopy and elemental analysis. The inhibitory potential against two secretory phospholipase A(2) (sPLA(2)), 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.

引用

页数：17

共 52 条

[31] Design, synthesis and in vitro antimalarial activity of an acylhydrazone library [J].