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东海环康定 A-C:来自火山岛源海洋 sp 的新型细胞毒性重排安吉环酮

Donghaecyclinones A-C: New Cytotoxic Rearranged Angucyclinones from a Volcanic Island-Derived Marine sp.

机构信息

Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 08826, Korea.

Department of Agricultural Biotechnology, College of Agriculture & Life Sciences, Seoul National University, Seoul 08826, Korea.

出版信息

Mar Drugs. 2020 Feb 18;18(2):121. doi: 10.3390/md18020121.

Abstract

Chemical profiling of the sp. strain SUD119, which was isolated from a marine sediment sample collected from a volcanic island in Korea, led to the discovery of three new metabolites: donghaecyclinones A-C (-). The structures of - were found to be rearranged, multicyclic, angucyclinone-class compounds according to nuclear magnetic resonance (NMR) and mass spectrometry (MS) analyses. The configurations of their stereogenic centers were successfully assigned using a combination of quantum mechanics-based computational methods for calculating the NMR shielding tensor (DP4 and CP3) as well as electronic circular dichroism (ECD) along with a modified version of Mosher's method. Donghaecyclinones A-C (-) displayed cytotoxicity against diverse human cancer cell lines (IC: 6.7-9.6 μM for ).

摘要

从韩国一座火山岛的海洋沉积物样本中分离到的 sp. 菌株 SUD119 的化学成分分析导致发现了三种新的代谢产物:donghaecyclinones A-C (-)。根据核磁共振 (NMR) 和质谱 (MS) 分析,- 的结构被发现是经过重排的、多环的、angucyclinone 类化合物。通过组合使用基于量子力学的计算方法来计算 NMR 屏蔽张量 (DP4 和 CP3) 以及电子圆二色性 (ECD),以及对 Mosher 方法的修改版本,成功地确定了它们的立体中心的构型。Donghaecyclinones A-C (-) 对多种人类癌细胞系显示出细胞毒性(IC:6.7-9.6 μM)。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/846b/7073551/97b8ab00121b/marinedrugs-18-00121-g001.jpg

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