Aurisides A and B, Cytotoxic Macrolide Glycosides from the Japanese Sea Hare Dolabella auricularia.

Aurisides A and B, Cytotoxic Macrolide Glycosides from the Japanese Sea Hare Dolabella auricularia.
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Aurisides A 和 B,来自日本海兔 Dolabella aurillaryia 的细胞毒性大环内酯糖苷。

DOI:
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发表时间:
1996
影响因子:
3.6
通讯作者:
Kiyoyuki Yamada
Kiyoyuki Yamada
中科院分区:
化学2区
文献类型:
--
作者:
H. Sone;H. Kigoshi;Kiyoyuki Yamada

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日本海兔Dolabella auricularia的细胞毒性成分的生物测定引导分级分离导致两种新的细胞毒性化合物,耳苷A(1)和B(2)的分离。通过包括二维核磁共振技术在内的光谱分析确定了它们的总体结构。NOESY光谱分析和降解实验的基础上,它们的绝对立体结构被确定为14元大环内酯糖苷,含有溴取代的共轭二烯结构,环状半缩醛部分,和2,4-二-O-甲基-L-吡喃鼠李糖苷部分。Aurisides A(1)和B(2)对HeLa S(3)细胞具有细胞毒性,IC(50)值分别为0.17和1.2 μ g/mL。
Bioassay-guided fractionation of the cytotoxic constituents of the Japanese sea hare Dolabella auricularia led to the isolation of two novel cytotoxic compounds, aurisides A (1) and B (2). Their gross structures were established by spectroscopic analysis including the 2D NMR technique. On the basis of the NOESY spectral analysis and the degradation experiments, their absolute stereostructures were determined to be 14-membered macrolide glycosides that contain a bromine-substituted conjugated diene structure, a cyclic hemiacetal moiety, and a 2,4-di-O-methyl-L-rhamnopyranoside part. Aurisides A (1) and B (2) show cytotoxicity against HeLa S(3) cells with IC(50) values of 0.17 and 1.2 &mgr;g/mL, respectively.