无梗五加果实中的三萜类化合物及其抗血小板聚集活性。

Triterpenes from Acanthopanax sessiliflorus fruits and their antiplatelet aggregation activities.

作者信息

Yang Chunjuan, An Qi, Xiong Zhili, Song Yang, Yu Kai, Li Famei

机构信息

School of Pharmacy, Shenyang Pharmaceutical University, 110016 Shenyang, PR China.

出版信息

Planta Med. 2009 May;75(6):656-9. doi: 10.1055/s-0029-1185330. Epub 2009 Mar 4.

DOI:10.1055/s-0029-1185330

PMID:19263344

Abstract

One new triterpenoid saponin and two lupane-derived triterpenes were isolated from Acanthopanax sessiliflorus fruits. The structures of the two new compounds were elucidated as 3- O-[(alpha- L-arabinopyranosyl)-(1 --> 2)]-[ beta- D-glucuronopyranosyl-6- O-methyl ester]-olean-12-ene-28-olic acid (1) and (1 R,11 alpha,22 alpha)-1,4-epoxy-11,22-hydroxy-3,4-secolupane-20(30)-ene-3,28-dioic acid (3) on the basis of spectral analysis, including MS, (1)H-NMR, (13)C-NMR, DEPT, HMBC, HMQC and NOESY. The structure of the other new natural product was elucidated as (1 R,11 alpha)-1,4-epoxy-11-hydroxy-3,4-secolupane-20(30)-ene-3,28-dioic acid (2). All these compounds showed antiplatelet aggregation activity on ADP-induced platelet aggregation.

摘要

从无梗五加果实中分离出一种新的三萜皂苷和两种羽扇豆烷型三萜。通过质谱（MS）、氢核磁共振（¹H-NMR）、碳核磁共振（¹³C-NMR）、无畸变极化转移增强法（DEPT）、异核多键相关谱（HMBC）、异核单量子相关谱（HMQC）和核Overhauser效应光谱（NOESY）等光谱分析，确定了这两种新化合物的结构分别为3 - O - [（α - L - 阿拉伯吡喃糖基）-（1→2）]-[β - D - 葡萄糖醛酸吡喃糖基 - 6 - O - 甲酯]-齐墩果 - 12 - 烯 - 28 - 酸（1）和（1R，11α，22α）-1，4 - 环氧 - 11，22 - 二羟基 - 3，4 - 断羽扇豆烷 - 20（30）- 烯 - 3，28 - 二酸（3）。另一种新天然产物的结构确定为（1R，11α）-1，4 - 环氧 - 11 - 羟基 - 3，4 - 断羽扇豆烷 - 20（30）- 烯 - 3，28 - 二酸（2）。所有这些化合物对二磷酸腺苷（ADP）诱导的血小板聚集均表现出抗血小板聚集活性。