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

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posted on 2008-06-19, 00:00 authored 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 (<b>2</b>), a new pentacyclic hydroquinone that inhibited Helicobacter pylori glutamate racemase (MurI) with an IC<sub>50</sub> of 4.4 µM. Its structure and relative configuration were assigned on the basis of spectroscopic data. Exiguaquinol (<b>2</b>), 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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