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从两株海洋来源的MAR 4菌株中分离得到的具有细胞毒性和抗菌活性的萘并吡喃霉素

Cytotoxic and Antimicrobial Napyradiomycins from Two Marine-Derived, MAR 4 Strains.

作者信息

Cheng Yuan-Bin, Jensen Paul R, Fenical William

机构信息

Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of California at San Diego, La Jolla, CA 92093-0204 USA, , Homepage: http://sio.ucsd.edu/Profile/wfenical.

出版信息

European J Org Chem. 2013 Jun 1;2013(18). doi: 10.1002/ejoc.201300349.

Abstract

Cancer cell cytotoxicity-guided fractionation of the acetone extracts of two cultured marine-derived strains belonging to the MAR4 group yielded six new napyradiomycins, compounds A-F (), together with three known compounds, napyradiomycins B2-B4 (). Napyradiomycins are new members of the napyradiomycin "C type" meroterpenoids that possess a linear monoterpene moiety bridging between C-7 and C-10a. Compound has an additional tetrahydropyran ring fused to the phenol moiety. Compounds are related to the napyradiomycin "B type" meroterpenoids. The structures of all new compounds were assigned by interpretation of 1D and 2D NMR, MS and other spectroscopic data. The relative configurations were assigned based upon interpretation of ROESY 2D NMR experiments. The cytotoxicity of against the human colon carcinoma cell line HCT-116, and their antibacterial activities against Methicillin-resistant (MRSA) are presented.

摘要

对属于MAR4组的两株海洋来源培养菌株的丙酮提取物进行癌细胞细胞毒性导向分级分离,得到了6种新的萘并放线菌素,即化合物A - F(),以及3种已知化合物,萘并放线菌素B2 - B4()。萘并放线菌素是萘并放线菌素“C型”聚酮萜类化合物的新成员,其具有连接在C - 7和C - 10a之间的线性单萜部分。化合物具有与酚部分稠合的额外四氢吡喃环。化合物与萘并放线菌素“B型”聚酮萜类化合物有关。所有新化合物的结构通过一维和二维核磁共振、质谱和其他光谱数据的解释来确定。相对构型基于ROESY二维核磁共振实验的解释来确定。展示了其对人结肠癌细胞系HCT - 116的细胞毒性及其对耐甲氧西林金黄色葡萄球菌(MRSA)的抗菌活性。

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