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Exiguaquinol: A Novel Pentacyclic Hydroquinone from Neopetrosia exigua that Inhibits Helicobacter pylori MurI

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posted on 19.06.2008 by Priscila de Almeida Leone, Anthony R. Carroll, Leanne Towerzey, Gordon King, Bernadette M. McArdle, Gunther Kern, Stewart Fisher, John N. A. Hooper, Ronald J. Quinn
Bioassay-guided fractionation of the methanol extract of the Australian sponge Neopetrosia exigua led to the isolation of exiguaquinol (2), a new pentacyclic hydroquinone that inhibited Helicobacter pylori glutamate racemase (MurI) with an IC50 of 4.4 µM. Its structure and relative configuration were assigned on the basis of spectroscopic data. Exiguaquinol (2), bearing a novel pentacyclic ring skeleton, is the first natural product to show inhibition of H. pylori MurI. Its protein−ligand modeling is also discussed.

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