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波瑞里定C - E:源自盐场嗜盐诺卡氏菌属的新型抗菌大环内酯类化合物

Borrelidins C-E: New Antibacterial Macrolides from a Saltern-Derived Halophilic Nocardiopsis sp.

作者信息

Kim Jungwoo, Shin Daniel, Kim Seong-Hwan, Park Wanki, Shin Yoonho, Kim Won Kyung, Lee Sang Kook, Oh Ki-Bong, Shin Jongheon, Oh Dong-Chan

机构信息

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

artment of Agricultural Biotechnology, College of Agriculture and Life Sciences, Seoul National University, Seoul 08826, Korea.

出版信息

Mar Drugs. 2017 Jun 6;15(6):166. doi: 10.3390/md15060166.

Abstract

Chemical investigation of a halophilic actinomycete strain belonging to the genus inhabiting a hypersaline saltern led to the discovery of new 18-membered macrolides with nitrile functionality, borrelidins C-E (-), along with a previously reported borrelidin (). The planar structures of borrelidins C-E, which are new members of the rare borrelidin class of antibiotics, were elucidated by NMR, mass, IR, and UV spectroscopic analyses. The configurations of borrelidines C-E were determined by the interpretation of ROESY NMR spectra, J-based configuration analysis, a modified Mosher's method, and CD spectroscopic analysis. Borrelidins C and D displayed inhibitory activity, particularly against the Gram-negative pathogen , and moderate cytotoxicity against the SNU638 and K562 carcinoma cell lines.

摘要

对一株栖息于高盐盐场的嗜盐放线菌属菌株进行化学研究,发现了具有腈官能团的新型18元大环内酯类化合物——硼雷素C - E(-),以及之前报道过的硼雷素()。通过核磁共振(NMR)、质谱、红外(IR)和紫外(UV)光谱分析阐明了硼雷素C - E的平面结构,它们是罕见的硼雷素类抗生素的新成员。通过对旋转 Overhauser 效应光谱(ROESY)核磁共振谱、基于耦合常数(J)的构型分析、改良的莫舍尔方法和圆二色(CD)光谱分析确定了硼雷素C - E的构型。硼雷素C和D表现出抑制活性,特别是对革兰氏阴性病原体,并且对SNU638和K562癌细胞系具有中等细胞毒性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/363e/5484116/a81ac9190d54/marinedrugs-15-00166-g001.jpg

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