New bioactive cyclic peroxides from the Caribbean marine sponge Plakortis zyggompha
New bioactive cyclic peroxides from the Caribbean marine sponge Plakortis zyggompha
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DOI：
10.1016/j.tet.2005.09.077
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发表时间：
2005-12-12
期刊：
影响因子：
2.1
通讯作者：
Amade, P
中科院分区：
文献类型：
--
作者：
Berrué, F;Thomas, OP;Amade, P
从鲜为人知的海洋海绵Plakortis zzyggompha中分离得到新的环状化合物Q(1)和6个新的环状过氧化氢类似物2-7，其甲酯形式为2a-7a。通过核磁共振和质谱分析确定了它们的结构，并对偶合常数和NOESY数据进行了解释，建立了1，2-二氧六环的相对立体化学结构。这些化合物的羧酸功能被证明是非常活跃的，并且在纯化过程中发生了甲基化。非酯化的过氧化物比相应的甲酯对人肿瘤细胞具有更强的杀伤活性。(C)2005爱思唯尔有限公司。保留所有权利。
The new plakortide Q (1) has been isolated from the little studied marine sponge Plakortis zzyggompha, together with the six new cyclic peroxide analogues 2-7 in their methyl ester forms 2a-7a. Their structure was fully elucidated through NMR and MS analyses and the relative stereochemistry of the 1,2-dioxane ring was established after interpretation of the coupling constant values and the NOESY data. The carboxylic acid function of these compounds was proved to be very reactive and methylation was found to take place during the purification process. The non-esterified peroxides exhibited more cytotoxic activity against human tumor cell lines than their corresponding methyl esters. (c) 2005 Elsevier Ltd. All rights reserved.