Catalyst free sequential one-pot reaction for the synthesis of 3-indole propanoates/propanoic acid/propanamides as antituberculosis agents

Rajeev, Narasimhamurthy and Sharath Kumar, Kothanahally S. and Bommegowda, Yadaganahalli K. and Rangappa, Kanchugarakoppal S. and Sadashiva, Marilinganadoddi P. (2020) Catalyst free sequential one-pot reaction for the synthesis of 3-indole propanoates/propanoic acid/propanamides as antituberculosis agents. Journal of the Chinese Chemical Society. ISSN 2192-6549

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Official URL: https://onlinelibrary.wiley.com/doi/10.1002/jccs.2...

Abstract

A highly efficient catalyst free one pot four component synthesis of highly functionalized three-substituted indole derivatives has been reported. Thus, sequential catalyst free condensation of readily available aldehydes with Meldrum's acid followed by Michael addition of indole resulting three carbon component condensed product and concurrent decarboxylation by the nucleophilic attack of ethanol/water/amines affords three-indole propanoates/propanoic acid/propanamides in affordable yields. Further, synthesized compounds and standard drugs were evaluated against Mycobacterium tuberculosis H37Rv strain by Alamar blue assay method. Majority of the compounds exhibited the superior activity and specifically compound 4d has MIC 1.6 mu g/ml, which is better than the reference drugs used.

Item Type: Article
Subjects: C Chemical Science > Chemistry
Divisions: Department of > Chemistry
Depositing User: Mr Umendra uom
Date Deposited: 03 Apr 2021 05:27
Last Modified: 03 Apr 2021 05:27
URI: http://eprints.uni-mysore.ac.in/id/eprint/15452

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