title: Glycosidase inhibitory flavonoids from Sophora flavescens.
abstract: The methanol extract of Sophora flavescens showed a potent glycosidase inhibitory activity. Active components were identified as well-known flavonoid antioxidants: kushenol A (1), (-)-kurarinone (2), sophoraflavanone G (3), 2'-methoxykurarinone (4), kurarinol (5), 8-prenylkaempferol (6), isoxanthohumol (7), kuraridin (8) and maackian (9). All flavonoids were effective inhibitors of alpha-glucosidase and beta-amylase. Interestingly, lavandulylated flavanones 1-5 had strong alpha-glucosidase inhibitory activities, with IC(50) values of 45 microM, 68 microM, 37 microM, 155 microM and 179 microM, respectively. Kushenol A (1) which does not bear a 4'-hydroxy group showed selective alpha-glucosidase inhibitory activity. Lavandulylated chalcone, kuraridine (8), exhibited IC(50) value of 57 microM against beta-glucosidase, which is the first report of a chalcone displaying glycosidase inhibition. Results showed that 8-lavandulyl group in B-ring was a key factor of the glycosidase inhibitory activities. The inhibition pattern was noncompetitive for alpha-glucosidase, whereas mixed inhibition was observed for beta-amylase.
authors.affiliation: Division of Applied Life Science (BK21 Program), Institute of Agricultural & Life Sciences, Department of Agricultural Chemistry, Gyeongsang National University, Jinju 660-701, South Korea.
authors.forename: Jin Hyo
authors.initials: JH
authors.lastname: Kim
authors.forename: Young Bae
authors.initials: YB
authors.lastname: Ryu
authors.forename: Nam Suk
authors.initials: NS
authors.lastname: Kang
authors.forename: Byong Won
authors.initials: BW
authors.lastname: Lee
authors.forename: Jong Soo
authors.initials: JS
authors.lastname: Heo
authors.forename: Ill-Yun
authors.initials: IY
authors.lastname: Jeong
authors.forename: Ki Hun
authors.initials: KH
authors.lastname: Park
mesh_terms: D004791:Enzyme Inhibitors / Q000302:isolation & purification / Q000494:pharmacology*; D005419:Flavonoids / Q000302:isolation & purification / Q000494:pharmacology*; D006026:Glycoside Hydrolases / Q000037:antagonists & inhibitors*; D015394:Molecular Structure; D018517:Plant Roots / Q000737:chemistry; D029909:Sophora / Q000737:chemistry*; D013329:Structure-Activity Relationship
chemical_list: D004791:Enzyme Inhibitors; D005419:Flavonoids; D006026:Glycoside Hydrolases