Sharma , U K and Sood, Swati and Sharma, Nandini and Rahi, P and Kumar, Rakesh and Sinha, Arun K (2013) Synthesis and SAR investigation of natural phenylpropenederived methoxylated cinnamaldehydes and their novel Schiff bases as potent antimicrobial and antioxidant agents. Medicinal Chemistry Research .

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Abstract

A series of cinnamyl compounds were synthesized from abundantly available methoxylated phenylpropenes and evaluated for their antimicrobial activity by the broth microdilution method against fourteen opportunistic bacterial and fungal human pathogens. Structure–activity relationship studies indicated that methylenedioxy cinnamaldehyde exhibited promising broad-spectrum activity against the tested microorganisms and hence was used as a lead structure to synthesize novel Schiff bases/heterocyclic compounds (23–33) under microwave irradiation. Out of these, thiazole-based Schiff bases have shown promising antibacterial activity against B. subtilis (26; MIC 0.12 mM), M. luteus (27; MIC 0.20 mM), and S. aureus (27; MIC 0.20 mM). Also, the compounds 23–33 were investigated for in vitro antioxidant activity using DPPH• assay where compound 28 showed a maximum of 80.71 % inhibition.

Item Type: Article
Uncontrolled Keywords: Methoxylated phenylpropenes; Cinnamaldehydes; Antimicrobial activity; Antioxidant activity; Schiff bases; Structure–activity relationship; Microwave-assisted synthesis
Subjects: Plant sciences
Divisions: UNSPECIFIED
Depositing User: Dr. Aparna Maitra Pati
Date Deposited: 17 Jan 2014 13:31
Last Modified: 17 Jan 2014 13:31
URI: http://ihbt.csircentral.net/id/eprint/1347

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