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Synthesis of quinoline derivatives of tetrahydrocurcumin and zingerone and evaluation of their antioxidant and antibacterial attributes.
Manjunatha, J. R. and Bettadaiah, B. K. and Negi, P. S. and Srinivas, P. (2013) Synthesis of quinoline derivatives of tetrahydrocurcumin and zingerone and evaluation of their antioxidant and antibacterial attributes. Food Chemistry, 136. pp. 650-658.
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Food Chemistry, Volume 136, Issue 2, 15 January 2013, Pages 650-658.pdf - Published Version Restricted to Registered users only Download (2MB) |
Abstract
Tetrahydrocurcumin (THC, 1) and zingerone (2) are biologically active molecules originating from the important spices turmeric and ginger, respectively. Novel quinoline derivatives of THC and zingerone have been synthesised by an efficient protocol involving their reaction with substituted 2-aminobenzophenones and 2-aminoacetophenone. Radical-scavenging activities (RSA) of THC, zingerone and their quinoline derivatives were evaluated. The amino-substituted quinoline derivative of THC, 1e, showed antioxidant activity superior to those of 1 and 1a. Derivatives 1b, 1c, 1d and 1f exhibited relatively lower RSA at equimolar concentrations (�50–55 lmol). A similar trend was also seen in zingerone (2) and its derivatives (2a–2e), with 2e displaying the best RSA. Derivatives of THC (1a–1f) showed stronger antimicrobial activity than THC (1) against Staphylococcus aureus, Bacillus cereus, Escherichia coli, and Yersinia enterocolitica. Also, derivatives of zingerone (2b–2e) exhibited lower minimum inhibitory concentrations (MIC) values than zingerone (2) and its derivative, 2a for both Gram-positive and Gram-negative bacteria. The molecules may have potential pharmacological applications.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | Quinolines, Tetrahydrocurcumin Zingerone, Friedlander reaction Radical scavenging activity, Antibacterial action |
| Subjects: | 600 Technology > 08 Food technology > 30 Spices/Condiments 600 Technology > 08 Food technology > 32 Antioxidants |
| Divisions: | Human Resource Development Plantation Products Spices and Flavour Technology |
| Depositing User: | Food Sci. & Technol. Information Services |
| Date Deposited: | 15 Nov 2012 09:29 |
| Last Modified: | 22 Dec 2016 12:22 |
| URI: | http://ir.cftri.res.in/id/eprint/11005 |
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