莪术的保肝成分：三种新的蒈烷型倍半萜类化合物莪术环氧化酮A、B和C的绝对立体结构

Hepatoprotective constituents from zedoariae rhizoma: absolute stereostructures of three new carabrane-type sesquiterpenes, curcumenolactones A, B, and C.

作者信息

Matsuda H, Morikawa T, Ninomiya K, Yoshikawa M

机构信息

Kyoto Pharmaceutical University, Japan.

出版信息

Bioorg Med Chem. 2001 Apr;9(4):909-16. doi: 10.1016/s0968-0896(00)00306-0.

DOI:10.1016/s0968-0896(00)00306-0

PMID:11354673

Abstract

New carabrane-type sesquiterpene lactones, curcumenolactones A, B, and C, were isolated from the 80% aqueous acetone extract of Zedoariae Rhizoma (Zingiberaceae), together with 41 sesquiterpenes and two diarylheptanoids. The absolute stereostructures of curcumenolactones A, B, and C were determined on the basis of physicochemical evidence, which included nuclear Overhauser effect (NOE) and circular dichroic (CD) spectroscopic analyses. Curcumenone, a principal carabrane-type sesquiterpene from Zedoariae Rhizoma, was found to show potent protective effect on D-galactosamine/lipopolysaccharide-induced acute liver injury in mice. In addition, curcumenolactones A and B and the other constituents showed protective effect on D-galactosamine-induced cytotoxicity in primary cultured rat hepatocytes.

摘要

从姜黄（姜科）的80%丙酮水溶液提取物中分离出新型卡拉布烷型倍半萜内酯莪术烯内酯A、B和C，以及41种倍半萜和两种二芳基庚烷类化合物。基于包括核Overhauser效应（NOE）和圆二色（CD）光谱分析在内的物理化学证据，确定了莪术烯内酯A、B和C的绝对立体结构。莪术酮是姜黄中主要的卡拉布烷型倍半萜，被发现对D-半乳糖胺/脂多糖诱导的小鼠急性肝损伤具有显著的保护作用。此外，莪术烯内酯A和B以及其他成分对原代培养大鼠肝细胞中D-半乳糖胺诱导的细胞毒性具有保护作用。