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N-乙酰基螺旋霉素 B:一种来自变构链霉菌 MII 的新生物活性代谢产物。

N-Acetylborrelidin B: a new bioactive metabolite from Streptomyces mutabilis sp. MII.

机构信息

Organic and Bioorganic Chemistry, Department of Chemistry, Bielefeld University, Universitätsstraße 25, D-33501 Bielefeld, Germany.

Centrum für Biotechnologie (CeBiTec), Bielefeld University, Universitätsstraße 27, D-33615 Bielefeld, Germany.

出版信息

Z Naturforsch C J Biosci. 2018 Jan 26;73(1-2):49-57. doi: 10.1515/znc-2017-0140.

Abstract

In the course of our screening program for new bioactive compounds, a naturally new 18-membered macrolide antibiotic, N-acetylborrelidin B (1) along with borrelidin (2) were obtained from the marine Streptomyces mutabilis sp. MII. The strain was isolated from a sediment sample collected in the Red Sea at the Hurghada Coast and characterized taxonomically. Additional nine diverse bioactive compounds were reported: 6-prenyl-indole-3-acetonitrile (3), sitosteryl-3β-d-glucoside, campesterol, ferulic acid, linoleic acid methyl ester, linoleic acid, N-acetylanthranilic acid, indole 3-acetic acid methyl ester, indole 3-carboxylic acid, and adenosine. Structure 1 was confirmed by in-depth NMR studies and by mass spectra, and comparison with related literature data. The antimicrobial activity of the strain extract and compounds 1 and 2 were studied using a panel of pathogenic microorganisms. The in vitro cytotoxicity of compounds 1 and 2 as well as the crude extract were tested against the human cervix carcinoma cell line (KB-3-1).

摘要

在我们的新型生物活性化合物筛选计划中,从海洋链霉菌 sp. MII 中获得了一种新型的 18 元大环内酯抗生素 N-乙酰布雷霉素 B(1)和布雷霉素(2)。该菌株是从红海中 Hurghada 海岸的沉积物样本中分离出来的,并进行了分类学鉴定。还报告了另外九种不同的生物活性化合物:6- 烯丙基-吲哚-3-乙腈(3)、谷甾醇-3β-D-葡萄糖苷、菜油甾醇、阿魏酸、亚油酸甲酯、亚油酸、N-乙酰邻氨基苯甲酸、吲哚 3- 乙酸甲酯、吲哚 3- 羧酸和腺苷。通过深入的 NMR 研究和质谱以及与相关文献数据的比较,确定了结构 1。研究了菌株提取物和化合物 1 和 2 的抗菌活性,并使用一系列病原微生物进行了研究。对化合物 1 和 2 以及粗提取物的体外细胞毒性进行了测试,以测试对人宫颈癌细胞系(KB-3-1)的影响。

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