长叶刺蒺藜中的铁屎米 - 6 - 酮生物碱和三萜类化合物及其对人HT - 1080纤维肉瘤细胞系的细胞毒性活性。

Canthin-6-one alkaloids and a tirucallanoid from Eurycoma longifolia and their cytotoxic activity against a human HT-1080 fibrosarcoma cell line.

作者信息

Miyake Katsunori, Tezuka Yasuhiro, Awale Suresh, Li Feng, Kadota Shigetoshi

机构信息

Institute of Natural Medicine, University of Toyama, 2630 Sugitani, Toyama 930-0194, Japan.

出版信息

Nat Prod Commun. 2010 Jan;5(1):17-22.

PMID:20184012

Abstract

Phytochemical investigation of the stems of Eurycoma longifolia Jack led to the isolation of two new canthin-6-one alkaloids, 4,9-dimethoxycanthin-6-one (1) and 10-hydroxy-11-methoxycanthin-6-one (2), and a new tirucallane-type triterpenoid, 23,24,25-trihydroxytirucall-7-en-3,6-dione (3), along with 37 known compounds. Among these, an oxasqualenoid (4) was isolated as a natural product for the first time. The structures of the isolates were elucidated by spectroscopic and mass spectrometric means. All the isolates were evaluated for their cytotoxic activity against a HT-1080 human fibrosarcoma cell line. Among them, 9,10-dimethoxycanthin-6-one (14, IC50 = 5.0 microM), 10-hydroxy-9-methoxycanthin-6-one (15, IC50 = 7.2 microM), dihydroniloticin (18, IC50 = 8.2 microM), and 14-deacetyleurylene (34, IC50 = 3.2 microM) displayed stronger activity than the positive control 5-FU (IC50 = 9.2 microM).

摘要

对长叶刺蒺藜茎进行植物化学研究，分离得到两种新的铁屎米 - 6 - 酮生物碱，4,9 - 二甲氧基铁屎米 - 6 - 酮（1）和10 - 羟基 - 11 - 甲氧基铁屎米 - 6 - 酮（2），以及一种新的羽扇豆烷型三萜，23,24,25 - 三羟基羽扇豆 - 7 - 烯 - 3,6 - 二酮（3），还有37种已知化合物。其中，一种氧化角鲨烯类化合物（4）首次作为天然产物被分离出来。通过光谱和质谱手段阐明了分离物的结构。对所有分离物进行了针对HT - 1080人纤维肉瘤细胞系的细胞毒性活性评估。其中，9,10 - 二甲氧基铁屎米 - 6 - 酮（14，IC50 = 5.0 microM）、10 - 羟基 - 9 - 甲氧基铁屎米 - 6 - 酮（15，IC50 = 7.2 microM）、二氢尼罗霉素（18，IC50 = 8.2 microM）和14 - 脱乙酰基刺蒺藜烯（34，IC50 = 3.2 microM）显示出比阳性对照5 - FU（IC50 = 9.2 microM）更强的活性。