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从大象粪便中分离得到的白色链霉菌产生的巴佛洛霉素和有臭味的倍半萜。

Bafilomycins and Odoriferous Sesquiterpenoids from Streptomyces albolongus Isolated from Elephas maximus Feces.

机构信息

Institute of Microbial Pharmaceuticals, College of Life and Health Sciences, Northeastern University , Shenyang 110819, People's Republic of China.

Laboratory of Metabolic Disease Research and Drug Development, China Medical University , Shenyang 110001, People's Republic of China.

出版信息

J Nat Prod. 2016 Apr 22;79(4):799-805. doi: 10.1021/acs.jnatprod.5b00827. Epub 2016 Mar 2.

Abstract

From a fermentation broth of Streptomyces albolongus obtained from Elephas maximus feces, nine bafilomycins (1-9) and seven odoriferous sesquiterpenoids (10-16) were isolated. The structures of the new compounds, including three bafilomycins, 19-methoxybafilomycin C1 amide (1), 21-deoxybafilomycin A1 (2), and 21-deoxybafilomycin A2 (3), and two sesquiterpenoid degradation products, (1β,4β,4aβ,8aα)-4,8a-dimethyloctahydronaphthalene-1,4a(2H)-diol (10) and (1β,4β,4aβ,7α,8aα)-4,8a-dimethyloctahydronaphthalene-1,4a,7(2H)-triol (11), were elucidated by comprehensive spectroscopic data analysis. The cytotoxicity activity against four human cancer cell lines and antimicrobial activities against a panel of bacteria and fungi of all compounds isolated were evaluated. Compounds 1, 7, and 8 were cytotoxic, with IC50 values ranging from 0.54 to 5.02 μM. Compounds 2, 7, 8, and 10 showed strong antifungal activity against Candida parapsilosis, with MIC values of 3.13, 1.56, 1.56, and 3.13 μg/mL respectively.

摘要

从取自 Elephas maximus 粪便的 Streptomyces albolongus 发酵液中分离得到 9 种巴弗洛霉素(1-9)和 7 种有气味的倍半萜(10-16)。新化合物的结构,包括三种巴弗洛霉素,19-甲氧基巴弗洛霉素 C1 酰胺(1)、21-去氧巴弗洛霉素 A1(2)和 21-去氧巴弗洛霉素 A2(3),以及两种倍半萜降解产物,(1β,4β,4aβ,8aα)-4,8a-二甲基八氢萘-1,4a(2H)-二醇(10)和(1β,4β,4aβ,7α,8aα)-4,8a-二甲基八氢萘-1,4a,7(2H)-三醇(11),通过综合光谱数据分析进行了阐明。评估了所有分离得到的化合物对四种人类癌细胞系的细胞毒性活性以及对一系列细菌和真菌的抗菌活性。化合物 1、7 和 8 具有细胞毒性,IC50 值范围为 0.54-5.02 μM。化合物 2、7、8 和 10 对 Candida parapsilosis 表现出强烈的抗真菌活性,MIC 值分别为 3.13、1.56、1.56 和 3.13 μg/mL。

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