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

Bulbinelonesides A-E, phenylanthraquinone glycosides from the roots of Bulbinella floribunda.
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DOI:
10.1021/np030061l
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发表时间:
2003-06
影响因子:
5.1
通讯作者:
M. Kuroda;Y. Mimaki;H. Sakagami;Y. Sashida
M. Kuroda;Y. Mimaki;H. Sakagami;Y. Sashida
中科院分区:
生物学2区
文献类型:
--
作者:
M. Kuroda;Y. Mimaki;H. Sakagami;Y. Sashida

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对黄球菊根的酚类成分进行了分析,分离出5种新的苯醌类苷,命名为bulbinelonesides A-E(1-5),以及2种已知的苯醌类,(+)-M-knipholone(6)和(+)-M-isoknipholone(7)。新化合物的结构是根据广泛的光谱分析,包括二维核磁共振和酶解结果确定的。虽然新化合物3-5对培养的HSC-2肿瘤细胞和HPC正常细胞没有明显的细胞毒性,但新化合物1和2,以及已知化合物6和7,其biaryl键被指定为M,对HSC-2细胞表现出与作为阳性对照的etopo苷相当或略弱的肿瘤特异性细胞毒性。
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.