普拉克托宁酸C和D：一对过氧化物-聚酮化合物，具有来自两种海绵共生体的罕见的7,8-二氧杂三环[4.2.2.0]癸-9-烯核心结构 。
Plakortinic acids C and D: a pair of peroxide-polyketides possessing a rare 7,8-dioxatricyclo[4.2.2.0]dec-9-ene core from a two-sponge association of .
作者信息
Jiménez-Romero Carlos, Amador Luis A, Rodríguez Abimael D
机构信息
Molecular Sciences Research Center, University of Puerto Rico, 1390 Ponce de León Avenue, San Juan, Puerto Rico 00926, USA.
出版信息
Tetrahedron Lett. 2021 Mar 2;66. doi: 10.1016/j.tetlet.2021.152833. Epub 2021 Jan 28.
Abstract
Plakortinic acids C () and D (), two unprecedented peroxide-polyketides with 7,8-dioxatricyclo[4.2.2.0]dec-9-ene scaffold, as well as known biogenetically related congeners, plakortinic acids A () and B (), were isolated from a two-sponge association of . Upon chemical derivatization, the structures and relative configurations of and were characterized by analysis of HRESIMS and NMR spectroscopic data, molecular modeling studies, and chiroptical comparisons with known natural products and published values of [α] of related synthetic analogs. A mixture of methyl ester derivatives and displayed negligible cytotoxicity against a panel of 60 cell lines of various human cancers at a concentration of 10 μM.
摘要
从一种双海绵共生体中分离出了普拉科尔廷酸C（）和D（），这两种具有7,8 - 二氧杂三环[4.2.2.0]癸 - 9 - 烯骨架的前所未有的过氧化物 - 聚酮化合物，以及已知的生物合成相关同系物普拉科尔廷酸A（）和B（）。经过化学衍生化后，通过高分辨电喷雾电离质谱（HRESIMS）和核磁共振光谱数据的分析、分子模拟研究以及与已知天然产物的手性光学比较和相关合成类似物的[α]公布值，对和的结构及相对构型进行了表征。甲酯衍生物和的混合物在浓度为10 μM时，对一组60种不同人类癌症的细胞系显示出可忽略不计的细胞毒性。
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