Novel potent antimalarial diterpene isocyanates, isothiocyanates, and isonitriles from the tropical marine sponge Cymbastela hooperi
Novel potent antimalarial diterpene isocyanates, isothiocyanates, and isonitriles from the tropical marine sponge Cymbastela hooperi
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DOI：
10.1021/jo952015z
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发表时间：
1996-05-17
影响因子：
3.6
通讯作者：
Angerhofer, CK
中科院分区：
文献类型：
--
作者：
Konig, GM;Wright, AD;Angerhofer, CK
从热带海洋海绵 Cymbastela hooperi 中分离并阐明了 15 种含有异氰酸酯、异硫氰酸酯和异腈官能团的二萜 (1-15)。在这 15 种中，有 12 种（1、3-9、11 和 13-15）是新的天然产物，其中两种（4 和 5）含有罕见的异氰酸酯官能团。除化合物 1 和 15 外，所有化合物均基于两性分子、环两性分子或改性环两性分子（异环两性分子）的基本结构。化合物 1 是一种“扩展的”倍半萜，其中 15 代表第一种新型三环海洋衍生二萜。所有结构均通过光谱方法建立，特别是 H-1-H-1 和 H-1-C-13 位移相关 2D NMR 光谱和精确质量测量 (HREIMS)。除 1 株外，所有分离株均表现出显着且选择性的体外抗疟活性。
The isolation and structural elucidation of 15 diterpenes (1-15) which contain isocyanate, isothiocyanate, and isonitrile functionalities are reported from the tropical marine sponge Cymbastela hooperi. Of the 15, 12 (1, 3-9, 11, and 13-15) are new natural products, two of which (4 and 5) contain the rare isocyanate functionality. With the exception of compounds 1 and 15, all of the compounds are based on amphilectane, cycloamphilectane, or modified cycloamphilectane (isocycloamphilectane) ground structures. Compound 1 is an ''extended'' sesquiterpene, with 15 representing the first of a new class of tricyclic marine-derived diterpenes. All structures were established by spectroscopic methods, particularly H-1-H-1 and H-1-C-13 shift correlated 2D NMR spectroscopy and accurate mass measurement (HREIMS). All isolates with the exception of 1 demonstrated significant and selective in vitro antimalarial activity.