Synthesis and Antimicrobial Activity of Long-Chain 3,4-Epoxy-2-alkanones
Department of Chemistry, Humboldt State University, 1 Harpst St., Arcata, California, 95521, U.S.A.
Sci. Pharm. 2010, 78(4), 745-752; https://doi.org/10.3797/scipharm.1009-02
Submission received: 1 September 2010
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Accepted: 8 October 2010
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Published: 9 October 2010
Simple Summary
Abstract
3,4-Epoxy-2-dodecanone, a major component in the preorbital gland of the African grey duiker (Sylvicapra grimmia), showed antimicrobial activity in preliminary tests. The C11 to C17 homologues of this compound were prepared and their activity against several pathogenic dermal bacteria and fungi was tested. 3,4-Epoxy-2-dodecanone and 3,4-epoxy-2-tridecanone inhibited the growth of Trichophyton mentagrophytes at 25 μg/mL. Moderate inhibition of the growth of the bacteria Propionibacterium acnes and the lipophilic yeast, Pityrosporum ovale, was seen for several of the homologues.
