Constituents of Two Dioscorea Species That Potentiate Antibiotic Activity against MRSA

Gugu F. Sibandze, Paul Stapleton, Simon Gibbons

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Abstract

The isolation of two diarylnonanoids from Dioscorea cotinifolia possessing antibiotic-potentiating activity against resistant strains of S. aureus are reported. The diarylnonanoids are a class of natural products similar in structure to the diarylheptanoids, which have a wide spectrum of reported biological activities. One of the diarylnonanoids (1) isolated possesses a chiral center, and to deduce its configuration, the modified Mosher ester method was used. Using both 1D and 2D NMR data, as many protons as possible were assigned to both the R- and S-MTPA esters, and the configuration of the chiral center in 1 was determined to be R. Both the chiral and achiral diarylnonanoid (2) exhibited potent antibiotic-potentiating activity with the chiral natural product showing a greater tetracycline-potentiating activity than 2. Interestingly, 2 gave a higher norfloxacin-potentiating activity with a resultant higher efflux pump inhibitory activity. Manipulation of the structure of the diarylnonanoids through synthesis could lead to improved biological activity.
Original languageEnglish
Pages (from-to)1696-1700
Number of pages5
JournalJournal of Natural Products
Volume83
Issue number5
Early online date4 May 2020
DOIs
Publication statusPublished - 22 May 2020

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