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Ravynic acid, an antibiotic polyeneyne tetramic acid from Penicillium sp. elucidated through synthesis†
J. D. Myrtle,A. M. Beekman,R. A. Barrow
Organic & Biomolecular Chemistry Pub Date : 07/21/2016 00:00:00 , DOI:10.1039/C6OB00938G
Abstract

A new antibiotic natural product, ravynic acid, has been isolated from a Penicillium sp. of fungus, collected from Ravensbourne National Park. The 3-acylpolyenyne tetramic acid structure was definitively elucidated via synthesis. Highlights of the synthetic method include the heat induced formation of the 3-acylphosphorane tetramic acid and a selective Wittig cross-coupling to efficiently prepare the natural compounds carbon skeleton. The natural compound was shown to inhibit the growth of Staphylococcus aureus down to concentrations of 2.5 µg mL−1.

Graphical abstract: Ravynic acid, an antibiotic polyeneyne tetramic acid from Penicillium sp. elucidated through synthesis
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