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来自 Rhabdastrella globostellata 海绵的细胞毒性异马巴烷衍生物和单环三萜糖苷。

Cytotoxic isomalabaricane derivatives and a monocyclic triterpene glycoside from the sponge Rhabdastrella globostellata.

机构信息

Department of Chemistry and Bioscience, Graduate School of Science and Engineering, Kagoshima University, 1-21-35 Korimoto, Kagoshima 890-0065, Japan.

出版信息

J Nat Prod. 2010 Sep 24;73(9):1512-8. doi: 10.1021/np100302a.

DOI:10.1021/np100302a
PMID:20718449
Abstract

Seven new isomalabaricane derivatives, rhabdastins A-G (1-7), and a new monocyclic triterpene glycoside, rhabdastoside A (8), have been isolated from the methanol extract of the sponge Rhabdastrella globostellata, collected at Amami-oshima, Japan. Three of them were isolated as their corresponding methyl esters, rhabdastins A-D (1-3). Their structures were determined on the basis of spectroscopic and X-ray diffraction analyses. The isolated compounds were evaluated for their cytotoxicity against the proliferation of promyelocytic leukemia HL-60 cells. Compounds 4, 5, 7, and 11, possessing a cyclopentane side chain, exhibited weak activity, with IC(50) values of 21, 29, 44, and 11 μM, respectively, while compounds 1, 2, and 3, with a 2-substituted-propanoate side chain, were inactive at 100 μM. In addition, the mechanism of cytotoxicity of compounds 4 and 5 was investigated.

摘要

从日本奄美大岛采集的海绵 Rhabdastrella globostellata 的甲醇提取物中分离得到了 7 种新的异马巴烷衍生物,即 rhabdastins A-G(1-7),以及一种新的单环三萜糖苷 rhabdastoside A(8)。其中 3 种化合物分离为其相应的甲酯,即 rhabdastins A-D(1-3)。根据光谱和 X 射线衍射分析确定了它们的结构。对分离得到的化合物进行了对 promyelocytic leukemia HL-60 细胞增殖的细胞毒性评价。具有环戊烷侧链的化合物 4、5、7 和 11 表现出较弱的活性,IC50值分别为 21、29、44 和 11 μM,而具有 2-取代丙酸盐侧链的化合物 1、2 和 3 在 100 μM 时无活性。此外,还研究了化合物 4 和 5 的细胞毒性机制。

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