title: Tissue factor inhibitory flavonoids from the fruits of Chaenomeles sinensis.
abstract: Tissue factor (TF, tissue thromboplastin or coagulation factor III) accelerates the blood clotting, activating both the intrinsic and the extrinsic pathways to serve as a cofactor. In order to isolate TF inhibitors from the fruits of Chaenomeles sinensis, an activity-guided purification utilizing a bio-assay method of prothrombin time prolongation, was carried out to yield five active flavoniods such as hovetrichoside C (1) (IC50 = 14.0 microg), luteolin-7-O-beta-D-glucuronide (3) (IC50 = 31.9 microg), hyperin (4) (IC50 = 20.8 microg), avicularin (6) (IC50 = 54.8 microg) and quercitrin (10) (IC50 = 135.7 microg), along with other inactive compounds such as (+/-)-(2E,4E-O-beta-D-glucopyranosyl-4'-hydroxy-beta-ionylideneacetic acid ester (2), genistein-7-O-beta-D-glucopyranoside (5), luteolin-3'-methoxy-4'-O-beta-D-glucopyranoside (7), luteolin-7-O-beta-D-glucuronide methyl ester (8), tricetin-3'-methoxy-4'-O-beta-D-glucopyranoside (selagin-4'-O-beta-D-glucopyranoside) (9), (-)-epicatechin (11), luteolin-4'-O-beta-D-glucopyranoside (12) and apigenin-7-O-beta-D-glucuronide methyl ester (13). The structures of the isolated compounds were elucidated through spectral analysis. Among them, compounds 1 to 9,12 and 13 were isolated for the first time from the fruits of this plant and the compound 9 is a new flavonoid.
authors.affiliation: Natural Products Research Institute, Seoul National University, Seoul 110-460, Korea.
authors.forename: Ming Hong
authors.initials: MH
authors.lastname: Lee
authors.forename: Yeon Kyoung
authors.initials: YK
authors.lastname: Son
authors.forename: Yong Nam
authors.initials: YN
authors.lastname: Han
mesh_terms: D000818:Animals; D005419:Flavonoids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D005638:Fruit / Q000737:chemistry*; D008861:Microsomes / Q000187:drug effects / Q000378:metabolism; D010936:Plant Extracts / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D051381:Rats; D017207:Rats, Sprague-Dawley; D027824:Rosaceae / Q000737:chemistry*; D013925:Thromboplastin / Q000037:antagonists & inhibitors* / Q000378:metabolism
chemical_list: D005419:Flavonoids; D010936:Plant Extracts; D013925:Thromboplastin