title: Phenolic derivatives from Wigandia urens with weak activity against the chemokine receptor CCR5.
abstract: Three compounds, 2,3-dihydroxy-4-methoxy-6,6,9-trimethyl-6H-dibenzo[b,d]pyran (1), 8-methoxy-2-methyl-2-(4-methyl-3-pentenyl)-2H-1-benzopyran-6-ol (2) and 4-methoxy-3-(3-methyl-2-butenyl)-benzoic acid (3), have been isolated from Wigandia urens. The structures of compounds 1, 2 and 3 were determined from spectroscopic data and showed activity in a CCR5 assay with IC(50) values of 33, 46 and 26 muM respectively.
authors.affiliation: MerLion Pharmaceuticals, 59A Science Park Drive, The Fleming, Singapore Science Park, Singapore 118240.
authors.forename: Shugeng
authors.initials: S
authors.lastname: Cao
authors.forename: Christine
authors.initials: C
authors.lastname: Rossant
authors.forename: Siewbee
authors.initials: S
authors.lastname: Ng
authors.forename: Antony D
authors.initials: AD
authors.lastname: Buss
authors.forename: Mark S
authors.initials: MS
authors.lastname: Butler
mesh_terms: D000818:Animals; D001565:Benzoates / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D001578:Benzopyrans / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D065100:CCR5 Receptor Antagonists; D016466:CHO Cells; D054407:Chemokine CCL4; D006224:Cricetinae; D003412:Cricetulus; D006801:Humans; D029522:Hydrophyllaceae / Q000737:chemistry*; D020128:Inhibitory Concentration 50; D019402:Macrophage Inflammatory Proteins / Q000737:chemistry / Q000235:genetics / Q000378:metabolism; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010636:Phenols / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D019713:Receptors, CCR5 / Q000235:genetics / Q000378:metabolism; D011994:Recombinant Proteins / Q000037:antagonists & inhibitors / Q000235:genetics / Q000378:metabolism
chemical_list: D001565:Benzoates; D001578:Benzopyrans; D065100:CCR5 Receptor Antagonists; D054407:Chemokine CCL4; D019402:Macrophage Inflammatory Proteins; D010636:Phenols; D019713:Receptors, CCR5; D011994:Recombinant Proteins