从苦丁茶中通过活性导向法分离三萜酰基辅酶A胆固醇酰基转移酶（ACAT）抑制剂。

Activity-guided isolation of triterpenoid acyl CoA cholesteryl acyl transferase (ACAT) inhibitors from Ilex kudincha.

作者信息

Nishimura K, Fukuda T, Miyase T, Noguchi H, Chen X M

机构信息

R&D Institute of Health Science, Kayaku Co. Ltd., 560 Kashio-cho, Totsuka-ku, Yokohama 244-0812, Japan.

出版信息

J Nat Prod. 1999 Jul;62(7):1061-4. doi: 10.1021/np990019j.

DOI:10.1021/np990019j

PMID:10425145

Abstract

Activity-guided fractionation of a methanol extract of the leaves of Ilex kudincha led to the isolation of seven acyl CoA cholesteryl acyl transferase (ACAT) inhibitory triterpenes. Four of them were identified by spectroscopic methods as ulmoidol (4), 23-hydroxyursolic acid (5), 27-trans-p-coumaroyloxyursolic acid (6), and 27-cis-p-coumaroyloxyursolic acid (7), and three were new compounds named ilekudinols A-C (1-3). The structures of these new triterpenoids were elucidated as 2alpha, 3beta-dihydroxy-24-nor-urs-4(23),11-dien-28,13beta- olide (1), 2alpha, 3beta-dihydroxy-24-nor-urs-4(23),12-dien-28-oic acid (2), and 3beta, 24,28-trihydroxylupane (3). Compounds 1-7 showed potent inhibitory activity in the ACAT assay.

摘要

对苦丁茶冬青叶甲醇提取物进行活性导向分离，得到了七种具有酰基辅酶A胆固醇酰基转移酶（ACAT）抑制活性的三萜类化合物。其中四种通过光谱方法鉴定为榆苦素（4）、23-羟基熊果酸（5）、27-反式-对香豆酰氧基熊果酸（6）和27-顺式-对香豆酰氧基熊果酸（7），另外三种是新化合物，命名为苦丁茶醇A-C（1-3）。这些新三萜类化合物的结构被阐明为2α,3β-二羟基-24-降-乌苏-4(23),11-二烯-28,13β-内酯（1）、2α,3β-二羟基-24-降-乌苏-4(23),12-二烯-28-酸（2）和3β,24,28-三羟基羽扇豆烷（3）。化合物1-7在ACAT测定中显示出强效抑制活性。