Quinolidene based monocarbonyl curcumin analogues as promising antimycobacterial agents: synthesis and molecular docking study

TitleQuinolidene based monocarbonyl curcumin analogues as promising antimycobacterial agents: synthesis and molecular docking study
Publication TypeJournal Article
Year of Publication2017
AuthorsSubhedar, DD, Shaikh, MH, Nawale, LU, Sarkar, D, Khedkar, VM, Shingate, BB
JournalBioorganic & medicinal chemistry letters
Volume27
Issue4
Pagination 922-928
Date PublishedFEB
Abstract

A series of quinoline incorporated monocarbonyl curcumin analogues was efficiently synthesized using [HDBU][HSO4] as catalyst via Knoevenagel type condensation and evaluated for their in vitro antitubercular activity against Mycobacterium tuberculosis H37Ra (MTB) and Mycobacterium bovis BCG in dormant state. The analogues 3e, 3h, 4a and 4e exhibited very good antitubercular activity. The antiproliferative activity of the analogues against MCF-7, A549 and HCT-116 cell lines was evaluated using modified MTT assay and these compounds were found to be non-cytotoxic. Molecular docking study has been carried out against M. tuberculosis pantothenate synthetase (MTB PS) enzyme in an effort to enhance the understanding of their action as antitubercular agents. The potency, low cytotoxicity and selectivity of these analogues support them as valid leads for further optimization.

DOI10.1016/j.bmcl.2017.01.004
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

2.486

Divison category: 
Organic Chemistry