title: Chiral separation, configurational identification and antihypertensive evaluation of (±)-7,8-dihydroxy-3-methyl-isochromanone-4.
abstract: (±)-7,8-Dihydroxy-3-methyl-isochromanone-4 [(±)-XJP] is a natural antihypertensive product contained in banana (Musa sapientum L.) peel. (-)-XJP and (+)-XJP were first obtained by chiral resolution, meanwhile circular dichroism (CD) calculations and chiral synthesis were employed to investigate the absolute configuration. The results indicated that the absolute configuration of (+)-XJP is S-configured and the absolute configuration of (-)-XJP is R-configured. Furthermore, the evaluation of antihypertensive effects in vivo proved that R-(-)-XJP was more potent than S-(+)-XJP and [(±)-XJP].
authors.affiliation: Department of Medicinal Chemistry, China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing 210009, PR China.
authors.forename: Renren
authors.initials: R
authors.lastname: Bai
authors.forename: Jie
authors.initials: J
authors.lastname: Liu
authors.forename: Yao
authors.initials: Y
authors.lastname: Zhu
authors.forename: Xue
authors.initials: X
authors.lastname: Yang
authors.forename: Chen
authors.initials: C
authors.lastname: Yang
authors.forename: Lingyi
authors.initials: L
authors.lastname: Kong
authors.forename: Xiaobing
authors.initials: X
authors.lastname: Wang
authors.forename: Hengyuan
authors.initials: H
authors.lastname: Zhang
authors.forename: Hequan
authors.initials: H
authors.lastname: Yao
authors.forename: Mingqin
authors.initials: M
authors.lastname: Shen
authors.forename: Xiaoming
authors.initials: X
authors.lastname: Wu
authors.forename: Jinyi
authors.initials: J
authors.lastname: Xu
mesh_terms: D000818:Animals; D000959:Antihypertensive Agents / Q000737:chemistry* / Q000627:therapeutic use*; D002867:Chromones / Q000737:chemistry* / Q000627:therapeutic use*; D002942:Circular Dichroism; D006973:Hypertension / Q000188:drug therapy*; D028521:Musa / Q000737:chemistry*; D051381:Rats; D011918:Rats, Inbred SHR; D013237:Stereoisomerism
chemical_list: C542962:7,8-dihydroxy-3-methyl-isochromanone-4; D000959:Antihypertensive Agents; D002867:Chromones