Chemical studies of Egyptian opisthobranchs: Spongian diterpenoids from Glossodoris atromarginata

Chemical studies of Egyptian opisthobranchs: Spongian diterpenoids from Glossodoris atromarginata
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DOI:
10.1021/np960690d
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发表时间:
1997-05-01
影响因子:
5.1
通讯作者:
Cimino, G
Cimino, G
中科院分区:
生物学2区
文献类型:
--
作者:
Fontana, A;Mollo, E;Cimino, G

文献摘要

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已从软体动物Glossodoris atromarginata沿着分离出五种新的海绵二萜类化合物1-5以及四种已知的相关代谢物(6-9)。通过光谱分析和化学关联确定了化合物的结构。化合物2的绝对立体化学由Mosher方法确定。饮食起源推断所有这些分子的基础上,其结构与已知的海绵代谢物的相似性,但它们的转移从消化腺的背部皮肤表明防御作用,以阻止捕食。
Five new spongian diterpenoids 1-5 have been isolated from the mollusk Glossodoris atromarginata along with four known related metabolites (6-9). The structures were solved by extensive spectroscopic analysis and chemical correlation. The absolute stereochemistry of compound 2 was determined by Mosher's method. A dietary origin is inferred for all these molecules on the basis of their structural analogies with known sponge metabolites, but their transfer from the digestive glands to the dorsal skin suggests a defensive role to thwart predation.