title: Exiguaquinol: a novel pentacyclic hydroquinone from Neopetrosia exigua that inhibits Helicobacter pylori MurI.
abstract: 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.
authors.affiliation: Eskitis Institute, Griffith University, Brisbane, QLD, Australia.
authors.forename: Priscila
authors.initials: P
authors.lastname: de Almeida Leone
authors.forename: Anthony R
authors.initials: AR
authors.lastname: Carroll
authors.forename: Leanne
authors.initials: L
authors.lastname: Towerzey
authors.forename: Gordon
authors.initials: G
authors.lastname: King
authors.forename: Bernadette M
authors.initials: BM
authors.lastname: McArdle
authors.forename: Gunther
authors.initials: G
authors.lastname: Kern
authors.forename: Stewart
authors.initials: S
authors.lastname: Fisher
authors.forename: John N A
authors.initials: JN
authors.lastname: Hooper
authors.forename: Ronald J
authors.initials: RJ
authors.lastname: Quinn
mesh_terms: D000591:Amino Acid Isomerases / Q000037:antagonists & inhibitors*; D000818:Animals; D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D018360:Crystallography, X-Ray; D016480:Helicobacter pylori / Q000187:drug effects* / Q000201:enzymology*; D006873:Hydroquinones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D008024:Ligands; D015394:Molecular Structure; D011161:Porifera / Q000737:chemistry*; D011487:Protein Conformation
chemical_list: D000900:Anti-Bacterial Agents; D006873:Hydroquinones; D008024:Ligands; C530467:exiguaquinol; D000591:Amino Acid Isomerases; C062292:glutamate racemase