title: Synthesis, biological evaluation and quantitative structure-activities relationship of flavonoids as vasorelaxant agents.
abstract: A series of flavonoid derivatives were designed, synthesized. Their vasorelaxant activities were evaluated experimentally against rat aorta rings pretreated with phenylephrine (PE). Among them, 6-hydroxy-8-allyl-4'-chloro-flavanone 8q exhibited the highest vasodilatory activity (EC(50)=4.6 microM, E(max)=95.1%). The 3D-QSAR analysis was carried out by comparative molecular field analysis (CoMFA) method, and a statistically reliable model with good predictive power (r(2)=0.872 and q(cv)(2)=0.496) was established. The contour plots of CoMFA model provide a good insight into the structure-activity relationships of these compounds and may be used to design more potent flavonoids derivatives as vasorelaxant agents.
authors.affiliation: ZJU-ENS Joint Laboratory of Medicinal Chemistry, College of Pharmaceutical Sciences, Zhejiang University, Hangzhou 310058, China.
authors.forename: Xiaowu
authors.initials: X
authors.lastname: Dong
authors.forename: Tao
authors.initials: T
authors.lastname: Liu
authors.forename: Jingying
authors.initials: J
authors.lastname: Yan
authors.forename: Peng
authors.initials: P
authors.lastname: Wu
authors.forename: Jing
authors.initials: J
authors.lastname: Chen
authors.forename: Yongzhou
authors.initials: Y
authors.lastname: Hu
mesh_terms: D000818:Animals; D001011:Aorta / Q000187:drug effects; D047309:Flavones / Q000138:chemical synthesis* / Q000494:pharmacology; D005419:Flavonoids / Q000138:chemical synthesis* / Q000494:pharmacology; D008958:Models, Molecular; D010656:Phenylephrine; D021281:Quantitative Structure-Activity Relationship; D051381:Rats; D014664:Vasodilation / Q000187:drug effects*
chemical_list: D047309:Flavones; D005419:Flavonoids; D010656:Phenylephrine