New luffariellolide derivatives from the Indonesian sponge Acanthodendrilla sp.
New luffariellolide derivatives from the Indonesian sponge Acanthodendrilla sp.
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DOI：
10.1021/np040118j
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发表时间：
2004-11-01
影响因子：
5.1
通讯作者：
Proksch, P
中科院分区：
文献类型：
--
作者：
Elkhayat, E;Edrada, RA;Proksch, P
印度尼西亚海绵 Acanthodendrilla sp. 的调查。除了路飞草内酯及其 25-O-甲基和 25-O-乙基衍生物之外，还提供了五种新的与路飞草内酯相关的二倍萜、棘内酯 A-E (1-5)。所有结构均通过一维和二维核磁共振和质谱明确确定。 Acantholide D 和 E 是包含 1-乙酰基环戊烷-5-醇部分的衍生物，它们是此类线性倍酯萜的 C-14-C-20 片段的新变体。 Luffariellolide 及其 25-O-甲基同源物以及 acantholide E (5) 对小鼠淋巴瘤 L5187Y 细胞系具有细胞毒性。 Acantholide B (2)、luffariellolide 及其 25-O-甲基同源物对革兰氏阳性菌金黄色葡萄球菌和枯草芽孢杆菌、革兰氏阴性菌大肠杆菌、酵母白色念珠菌和植物病原真菌 Cladosporium herbarum 具有活性。
Investigation of the Indonesian sponge Acanthodendrilla sp. afforded five new luffariellolide-related sesterterpenes, acantholides A-E (1-5), in addition to luffariellolide and its 25-O-methyl and 25-O-ethyl derivatives. All structures were unambiguously established by 1D and 2D NMR and MS spectroscopy. Acantholide D and E are derivatives comprising the 1-acetylcyclopentan-5-ol moiety, which are new variants of the C-14-C-20 segment for this type of linear sesterterpenes. Luffariellolide and its 25-O-methyl congener as well as acantholide E (5) were cytotoxic against the mouse lymphoma L5187Y cell line. Acantholide B (2), luffariellolide, and its 25-O-methyl congener were active against the Gram-positive bacteria Staphylococcus aureus and Bacillus subtilis, the Gram-negative bacterium Escherichia coli, the yeast Candida albicans, and the plant pathogenic fungus Cladosporium herbarum.