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球果草苷A - E,来自多花球果草根部的苯基蒽醌苷。

Bulbinelonesides A-E, phenylanthraquinone glycosides from the roots of Bulbinella floribunda.

作者信息

Kuroda Minpei, Mimaki Yoshihiro, Sakagami Hiroshi, Sashida Yutaka

机构信息

Laboratory of Medicinal Plant Science, School of Pharmacy, Tokyo University of Pharmacy and Life Science, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan.

出版信息

J Nat Prod. 2003 Jun;66(6):894-7. doi: 10.1021/np030061l.

DOI:10.1021/np030061l
PMID:12828488
Abstract

The roots of Bulbinella floribunda have been analyzed for the phenolic constituents, resulting in the isolation of five new phenylanthraquinone glycosides, named bulbinelonesides A-E (1-5), along with two known phenylanthraquinones, (+)-M-knipholone (6) and (+)-M-isoknipholone (7). The structures of the new compounds were determined on the basis of extensive spectroscopic analysis, including 2D NMR, and the results of enzymatic hydrolysis. Although the new compounds 3-5, whose absolute stereochemistry of the unsymmetric biaryl moiety was determined to be P by the CD spectrum, did not show apparent cytotoxicity against cultured HSC-2 tumor cells and HPC normal cells, the new compounds 1 and 2, as well as the known compounds 6 and 7, whose biaryl bond was assigned as M, exhibited a tumor-specific cytotoxicity against HSC-2 cells comparable to or slightly weaker than etoposide, used as a positive control.

摘要

对多花吊兰(Bulbinella floribunda)的根进行了酚类成分分析,从中分离出5种新的苯基蒽醌苷,命名为吊兰苷A - E(1 - 5),以及2种已知的苯基蒽醌,(+)- M - 尼夫可隆(6)和(+)- M - 异尼夫可隆(7)。通过包括二维核磁共振在内的广泛光谱分析以及酶促水解结果确定了新化合物的结构。尽管通过圆二色光谱确定不对称联芳基部分绝对立体化学为P的新化合物3 - 5对培养的HSC - 2肿瘤细胞和HPC正常细胞未显示出明显的细胞毒性,但联芳基键指定为M的新化合物1和2以及已知化合物6和7对HSC - 2细胞表现出肿瘤特异性细胞毒性,与用作阳性对照的依托泊苷相当或略弱。

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