长叶胡桐中的三萜类化合物。

Quassinoids from Eurycoma longifolia.

机构信息

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

出版信息

J Nat Prod. 2009 Dec;72(12):2135-40. doi: 10.1021/np900486f.

PMID:19919052

Abstract

Ten new structurally diverse quassinoids (1-10) and 14 known compounds were isolated from the stems of Eurycoma longifolia. The new compounds were two eurycomanone-type C(20) quassinoids (1, 2), one klaineanone-type C(20) quassinoid (3), one C(19) quassinoid (4) with a 1,2-seco-1-nor-6(5-->10)-abeo-picrasan-2,5-olide skeleton, and six eurycomalactone-type C(19) quassinoids (5-10). Compounds 5 and 6 both possessed a 3,4-epoxy group observed for the first time in eurycomalactones. Compound 1 had an alpha-oriented OH group at C-14 that had not been reported previously in eurycomanone-type quassinoids. All of the isolates were evaluated for cytotoxicity toward the highly metastatic HT-1080 human fibrosarcoma cell line, and compounds 11, 23, and 24 showed potent cytotoxicity (IC(50) values 0.93-1.1 microM).

摘要

从长叶婆罗双(Eurycoma longifolia)的茎中分离得到了 10 种新型结构多样的奎诺酮类化合物(1-10)和 14 种已知化合物。新化合物为两种土木香酮型 C(20)奎诺酮类化合物(1、2)、一种克拉尼酮型 C(20)奎诺酮类化合物(3)、一种 C(19)奎诺酮类化合物(4)，具有 1,2-裂-1-去甲-6(5-->10)-abeo-刺桐-2,5-内酯骨架和 6 种土木香内酯型 C(19)奎诺酮类化合物(5-10)。化合物 5 和 6 均具有 3,4-环氧基，这在土木香内酯中是首次观察到的。化合物 1 在 C-14 处具有 alpha 取向的 OH 基团，这在土木香酮型奎诺酮中以前没有报道过。所有分离出的化合物均对高转移性 HT-1080 人纤维肉瘤细胞系进行了细胞毒性评估，化合物 11、23 和 24 表现出较强的细胞毒性(IC(50)值为 0.93-1.1 microM)。