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].