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枣果实中的细胞毒性三萜类化合物。

Cytotoxic triterpenoids from the fruits of Zizyphus jujuba.

作者信息

Lee Sang Myung, Min Bung Sun, Lee Cheal-Gyu, Kim Kab-Sig, Kho Yung Hee

机构信息

KT&G Central Research Institute, Yuseong, Daejon, Korea.

出版信息

Planta Med. 2003 Nov;69(11):1051-4. doi: 10.1055/s-2003-45155.

DOI:10.1055/s-2003-45155
PMID:14735446
Abstract

The following eleven triterpenoic acids were isolated from the fruits of Zizyphus jujuba (Rhamnaceae): colubrinic acid, alphitolic acid, 3-O-cis-p-coumaroylalphitolic acid (3), 3-O-trans-p-coumaroylalphitolic acid (4), 3-O-cis-p-coumaroylmaslinic acid, 3-O-trans-p-coumaroylmaslinic acid, betulinic acid (7), oleanolic acid, betulonic acid (9), oleanonic acid and zizyberenalic acid. The in vitro cytotoxicities of the triterpenoic acids against K562, B16(F-10), SK-MEL-2, PC-3, LOX-IMVI, and A549 tumor cell lines were investigated by the sulforhodamin B (SRB) method. Among these compounds, the lupane-type triterpenes, such as compounds 3, 4, 7, and 9, showed high cytotoxic activities. In particular, the cytotoxic activities of 3-O-p-coumaroylalphitolic acids (compounds 3 and 4) were better than those of non-coumaroic triterpenenoids (compounds 7 and 9). These results suggest that the coumaroyl moiety at the C-3 position of the lupane-type triterpene may play an important role in enhancing cytotoxic activity.

摘要

从枣(鼠李科)果实中分离出以下11种三萜酸:蛇麻脂醇酸、阿弗酸、3 - O - 顺式 - 对香豆酰阿弗酸(3)、3 - O - 反式 - 对香豆酰阿弗酸(4)、3 - O - 顺式 - 对香豆酰齐墩果酸、3 - O - 反式 - 对香豆酰齐墩果酸、桦木酸(7)、齐墩果酸、桦木酮酸(9)、齐墩果酮酸和酸枣仁烯酸。采用磺酰罗丹明B(SRB)法研究了这些三萜酸对K562、B16(F - 10)、SK - MEL - 2、PC - 3、LOX - IMVI和A549肿瘤细胞系的体外细胞毒性。在这些化合物中,羽扇豆烷型三萜,如化合物3、4、7和9,表现出高细胞毒性活性。特别是,3 - O - 对香豆酰阿弗酸(化合物3和4)的细胞毒性活性优于非香豆酸三萜类化合物(化合物7和9)。这些结果表明,羽扇豆烷型三萜C - 3位的香豆酰部分可能在增强细胞毒性活性中起重要作用。

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