Synthesis, biological evaluation and docking study of some novel isoxazole clubbed 1,3,4-oxadiazoles derivatives

被引：24

作者：

Shingare, Ramesh M. ^{[1
]}

Patil, Yogesh S. ^{[1
]}

Sangshetti, Jaiprakash N. ^{[2
]}

Patil, Rajesh B. ^{[3
]}

Rajani, Dhanji P. ^{[4
]}

Madje, Balaji R. ^{[1
]}

机构：

[1] Vasantrao Naik Mahavidyalaya, Dept Chem, Aurangabad 431003, Maharashtra, India

[2] YB Chavan Coll Pharm, Dr Rafiq Zakaria Campus, Aurangabad 431001, Maharashtra, India

[3] Smt Kashibai Navale Coll Pharm, Sinhgad Tech Educ Soc, Pune 411048, Maharashtra, India

[4] Microcare Lab & TB Res Ctr, Surat 395003, Gujarat, India

来源：

MEDICINAL CHEMISTRY RESEARCH | 2018年 / 27卷 / 04期

关键词：

Isoxazole; 1,3,4-oxadiazole; Antimicrobial; Antitubercular activity; Molecular docking; ANTITUBERCULAR ACTIVITY; MURD LIGASE; MOLECULAR-DYNAMICS; INHIBITOR BINDING; AGENTS;

D O I：

10.1007/s00044-018-2148-2

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A novel series of isoxazole clubbed 1,3,4-oxadiazole derivatives have been synthesized by reaction of 5-(3-fluoro-4-methoxyphenyl) isoxazole-3-carbohydrazide with different substituted benzoic/pyridinyl/indolyl acids in phosphorous oxychloride, characterized by IR, H-1 NMR, C-13 NMR, MS analytical data and evaluated for their antimicrobial as well as antitubercular activity. Antibacterial activity of compounds 5e, 5g, 5h, 5j and 5l were found to be good against E. coli, P. aeruginosa, S. aureus and S. pyogenes as compared to standard Ampicillin. Compound 5b and 5i were found to be active antitubercular agents against M. tuberculosis H37Rv. Antibacterial and antitubercular activity was supported by molecular docking to gain insights of the mode of inhibition of MurD ligase enzyme.

引用

页码：1283 / 1291

页数：9

共 30 条

[1] Molecular properties prediction and synthesis of novel 1,3,4-oxadiazole analogues as potent antimicrobial and antitubercular agents [J].

Ahsan, Mohamed Jawed ;

Samy, Jeyabalan Govinda ;

Khalilullah, Habibullah ;

Nomani, Md Shivli ;

Saraswat, Pankaj ;

Gaur, Ramakant ;

Singh, Abhimanyu .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2011, 21 (24) :7246-7250

[2] COMPARISON OF IMPROVED BACTEC AND LOWENSTEIN-JENSEN MEDIA FOR CULTURE OF MYCOBACTERIA FROM CLINICAL SPECIMENS [J].

ANARGYROS, P ;

ASTILL, DSJ ;

LIM, ISL .

JOURNAL OF CLINICAL MICROBIOLOGY, 1990, 28 (06) :1288-1291

[3] Synthesis and antitubercular activity of imidazo[2,1-b] thiazoles [J].

Andreani, A ;

Granaiola, M ;

Leoni, A ;

Locatelli, A ;

Morigi, R ;

Rambaldi, M .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2001, 36 (09) :743-746

[4]

[Anonymous], 2016, GLOB TUB REP

[5]

[Anonymous], 1992, CLIN MICROBIOLOGY PR

[6]

[Anonymous], 2017, TUB FACT SHEET

[7] Homology Modeling, Molecular Dynamics and Inhibitor Binding Study on MurD Ligase of Mycobacterium Tuberculosis [J].

Arvind, Akanksha ;

Kumar, Vivek ;

Saravanan, Parameswaran ;

Mohan, C. Gopi .

INTERDISCIPLINARY SCIENCES-COMPUTATIONAL LIFE SCIENCES, 2012, 4 (03) :223-238

[8] Synthesis, characterization and biological activity of some new 1,3,4-oxadiazole bearing 2-flouro-4-methoxy phenyl moiety [J].

Chandrakantha, B. ;

Shetty, Prakash ;

Nambiyar, Vijesh ;

Isloor, Nishitha ;

Isloor, Arun M. .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (03) :1206-1210

[9] Synthesis, biological evaluation and molecular docking study of some novel indole and pyridine based 1,3,4-oxadiazole derivatives as potential antitubercular agents [J].

Desai, N. C. ;

Somani, Hardik ;

Trivedi, Amit ;

Bhatt, Kandarp ;

Nawale, Laxman ;

Khedkar, Vijay M. ;

Jha, Prakash C. ;

Sarkar, Dhiman .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2016, 26 (07) :1776-1783

[10] Synthesis, antimicrobial and cytotoxic activities of some novel thiazole clubbed 1,3,4-oxadiazoles [J].

Desai, N. C. ;

Bhatt, Nayan ;

Somani, Hardik ;

Trivedi, Amit .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2013, 67 :54-59

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