Molecular design of anti-MRSA agents based on the anacardic acid scaffold

Authors

Ivan R Green, Felismino E Tocoli, Sang Hwa Lee, Ken-Ichi Nihei, Isao Kubo

Journal

Bioorganic & Medicinal Chemistry

Abstract

A series of anacardic acid analogues possessing different side chains viz. phenolic, branched, and alicyclic were synthesized and their antibacterial activity tested against methicillin-resistant Staphylococcus aureus (MRSA). The maximum activity against this bacterium occurred with the branched side-chain analogue, 6-(4′,8′-dimethylnonyl)salicylic acid, and the alicyclic side-chain analogue, 6-cyclododecylmethyl salicylic acid, with the minimum inhibitory concentration (MIC) of 0.39 μg/mL, respectively. This activity was superior to that of the most potent antibacterial anacardic acid isolated from the cashew Anacardium occidentale (Anacardiaceae), apple and nut, that is, the 6-[8′(Z),11′(Z),14′-pentadecatrienyl] salicylic acid.

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