Exiguaquinol: A Novel Pentacyclic Hydroquinone from Neopetrosia exigua that Inhibits Helicobacter pylori MurI
Autor: | Gordon J. King, Bernadette Marie McArdle, Stewart L. Fisher, Ronald J. Quinn, Leanne Towerzey, Priscila de Almeida Leone, John N. A. Hooper, Gunther Kern, Anthony R. Carroll |
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Rok vydání: | 2008 |
Předmět: |
Protein Conformation
Stereochemistry Muri Crystallography X-Ray Ligands Biochemistry chemistry.chemical_compound Animals Glutamate racemase Physical and Theoretical Chemistry IC50 Amino Acid Isomerases Natural product Helicobacter pylori Molecular Structure biology Hydroquinone Organic Chemistry Neopetrosia exigua biology.organism_classification Anti-Bacterial Agents Hydroquinones Porifera Sponge chemistry |
Zdroj: | Organic Letters. 10:2585-2588 |
ISSN: | 1523-7052 1523-7060 |
Popis: | 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 IC(50) of 4.4 microM. 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. |
Databáze: | OpenAIRE |
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