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马达加斯加海岸三种软珊瑚和一种海绵天然产物的分离与结构解析

Isolation and structure elucidation of natural products of three soft corals and a sponge from the coast of Madagascar.

作者信息

Rahelivao Marie Pascaline, Lübken Tilo, Gruner Margit, Kataeva Olga, Ralambondrahety Rahanira, Andriamanantoanina Hanta, Checinski Marek P, Bauer Ingmar, Knölker Hans-Joachim

机构信息

Department Chemie, Technische Universität Dresden, Bergstr. 66, 01069 Dresden, Germany.

A. M. Butlerov Chemistry Institute, Kazan Federal University, Kremlevskaya Str. 18, Kazan 420008, Russia.

出版信息

Org Biomol Chem. 2017 Mar 22;15(12):2593-2608. doi: 10.1039/c7ob00191f.

DOI:10.1039/c7ob00191f
PMID:28267183
Abstract

We investigated the three soft corals Sarcophyton stellatum, Capnella fungiformis and Lobophytum crassum and the sponge Pseudoceratina arabica, which have been collected at the coast of Madagascar. In addition to previously known marine natural products, S. stellatum provided the new (+)-enantiomer of the cembranoid (1E,3E,11E)-7,8-epoxycembra-1,3,11,15-tetraene (2). Capnella fungiformis afforded three new natural products, ethyl 5-[(1E,5Z)-2,6-dimethylocta-1,5,7-trienyl]furan-3-carboxylate (6), ethyl 5-[(1E,5E)-2,6-dimethylocta-1,5,7-trienyl]furan-3-carboxylate (7) and the diepoxyguaiane sesquiterpene oxyfungiformin (9a). The extracts of all three soft corals exhibited moderate activities against the malarial parasite Plasmodium falciparum. Extracts of the sponge Pseudoceratina arabica proved to be very active against a series of Gram-positive and Gram-negative bacteria.

摘要

我们研究了三种软珊瑚,即星状肉芝软珊瑚(Sarcophyton stellatum)、真菌形棘穗软珊瑚(Capnella fungiformis)和厚叶短指软珊瑚(Lobophytum crassum)以及海绵阿拉伯伪角海绵(Pseudoceratina arabica),这些样本均采集于马达加斯加海岸。除了先前已知的海洋天然产物外,星状肉芝软珊瑚还提供了新的(+)-对映体的西松烷类化合物(1E,3E,11E)-7,8-环氧西松-1,3,11,15-四烯(2)。真菌形棘穗软珊瑚产生了三种新的天然产物,5-[(1E,5Z)-2,6-二甲基辛-1,5,7-三烯基]呋喃-3-羧酸乙酯(6)、5-[(1E,5E)-2,6-二甲基辛-1,5,7-三烯基]呋喃-3-羧酸乙酯(7)以及双环氧愈创木烷倍半萜氧真菌形菌素(9a)。所有三种软珊瑚的提取物均对疟原虫恶性疟原虫表现出中等活性。阿拉伯伪角海绵的提取物被证明对一系列革兰氏阳性和革兰氏阴性细菌具有很强的活性。

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