獐牙菜苦苷类三萜皂甙。

Triterpene saponins from Cyclamen trocopteranthum.

机构信息

Laboratoire de Pharmacognosie, Unité de Molécules d'Intérêt Biologique (UMIB UPRES EA 3660), Faculté de Pharmacie, Université de Bourgogne, Dijon, France.

出版信息

Planta Med. 2010 May;76(8):818-21. doi: 10.1055/s-0029-1240727. Epub 2010 Jan 12.

DOI:10.1055/s-0029-1240727

PMID:20072956

Abstract

Two new triterpene saponins ( 1- 2) together with three known saponins, deglucocyclamin I ( 3), cyclamin ( 4), and mirabilin ( 5), were isolated from the tubers of Cyclamen trocopteranthum. They were elucidated as 3 beta- O-{4- O-[3-hydroxyl-3-methylglutaryl]- beta-D-xylopyranosyl-(1 --> 2)- beta-D-glucopyranosyl-(1 --> 4)-[ beta-D-glucopyranosyl-(1 --> 2)]- alpha-L-arabinopyranosyl}-16 alpha-hydroxy-13 beta,28-epoxy-oleanan-30-al ( 1) and 3 beta- O-{4- O-[3-hydroxyl-3-methylglutaryl]- beta-D-xylopyranosyl-(1 --> 2)-[ beta-D-glucopyranosyl-(1 --> 6)]- beta-D-glucopyranosyl-(1 --> 4)-[ beta-D-glucopyranosyl-(1 --> 2)]- alpha-L-arabinopyranosyl}-16 alpha-hydroxy-20,30-lactone-olean-12-ene ( 2). Their structures were characterized mainly by a combination of 1D- and 2D-NMR techniques ( (1)H- (1)H COSY, TOCSY, NOESY, HSQC, and HMBC) and mass spectroscopy. Saponins 1, 3, and 4 showed a weak cytotoxic activity when tested against HT-29 and HCT 116 tumor colon cancer cells.

摘要

从天山堇菜的块茎中分离得到了两种新的三萜皂苷（1-2）和三种已知的皂苷，即去葡萄糖基环氨醇 I（3）、环氨醇（4）和米拉比林（5）。它们被阐明为 3β-O-{4-O-[3-羟基-3-甲基戊二酰基]-β-D-木吡喃糖基-（1→2）-β-D-吡喃葡萄糖基-（1→4）-[β-D-吡喃葡萄糖基-（1→2）]-α-L-阿拉伯吡喃糖基}-16α-羟基-13β，28-环氧齐墩烷-30-醇（1）和 3β-O-{4-O-[3-羟基-3-甲基戊二酰基]-β-D-木吡喃糖基-（1→2）-[β-D-吡喃葡萄糖基-（1→6）]-β-D-吡喃葡萄糖基-（1→4）-[β-D-吡喃葡萄糖基-（1→2）]-α-L-阿拉伯吡喃糖基}-16α-羟基-20,30-内酯齐墩烷-12-烯（2）。它们的结构主要通过 1D 和 2D-NMR 技术（（1）H-（1）H COSY、TOCSY、NOESY、HSQC 和 HMBC）和质谱进行了表征。皂苷 1、3 和 4 在测试对 HT-29 和 HCT 116 肿瘤结肠癌细胞的细胞毒性时表现出较弱的活性。