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Appl. Sci. 2012, 2(1), 114-128; doi:10.3390/app2010114
Article

A Study of Fluorinated β-Nitrostyrenes as Antimicrobial Agents

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*
Health Innovations Research Institute & School of Applied Sciences, RMIT University, Melbourne, 3001 Australia
* Author to whom correspondence should be addressed.
Received: 23 January 2012 / Revised: 10 February 2012 / Accepted: 14 February 2012 / Published: 23 February 2012
(This article belongs to the Special Issue Organo-Fluorine Chemical Science)
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Abstract

The effect of variously fluorine-substituted β-methyl-β-nitrostyrenes on their antimicrobial activity was investigated. Their efficacy was determined by minimum inhibition concentration (MIC) in cultures of Gram positive and Gram negative bacteria and a fungus. Highest activity against the Gram negative bacterium, E.coli, was achieved with 4-fluorine-aryl substituted β-methyl-β-nitrostyrenes, while most compounds gave excellent results against gram positive bacteria. Importantly, the addition of the β-methyl group profoundly enhanced the antibacterial activity of the compounds tested. The comparative KD values for the most potent compounds against E.coli were much lower than those required for the gram positive and fungus counterparts. This investigation illustrated that fluorine substituted nitropropenylarenes have enhanced antimicrobial activity suitable for antibiotic applications.
Keywords: antimicrobial agents; Henry reaction; fluoro-β-methyl-β-nitrostyrenes; MIC; partition coefficients; log P values antimicrobial agents; Henry reaction; fluoro-β-methyl-β-nitrostyrenes; MIC; partition coefficients; log P values
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Lo, K.; Cornell, H.; Nicoletti, G.; Jackson, N.; Hügel, H. A Study of Fluorinated β-Nitrostyrenes as Antimicrobial Agents. Appl. Sci. 2012, 2, 114-128.

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