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首页> 外文期刊>Zeitschrift fur Naturforschung, B. A Journal of Chemical Sciences >New oxaphenalene derivative from marine-derived Streptomyces griseorubens sp ASMR4
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New oxaphenalene derivative from marine-derived Streptomyces griseorubens sp ASMR4

机译:来自海洋来源的灰链霉菌属ASMR4的新噁苯那烯衍生物

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摘要

During our search for novel bioactive compounds from extremophilic actinomycetes, the new Streptomyces griseorubens sp. ASMR4 was isolated from a soft coral collected in the Red Sea at the Hurghada coast, Egypt, and characterized taxonomically. It was fermented on large scale using a modified solid rice medium as the first example for actinomycetes so far. Work-up and purification of the strain extract using different chromatographic techniques afforded the new oxaphenalene derivative, 8-hydroxy-2-(2-hydroxypropyl)-7-acetyl-1-oxaphenalene (1a), together with seven known metabolites: ferulic acid (2), glycerol linoleate, linoleic acid methyl ester, (3R,4R)-3,4-dihydroxy-3-methylpentan-2-one/(3S,4R)-3,4-dihydroxy-3-methylpentan-2-one, anthranilic acid, phenylacetic acid, and benzoic acid. The chemical structure of the new compound (1a) was confirmed by extensive 1D and 2D NMR spectroscopy, high-resolution electron impact mass measurements, and by comparison with literature data. The antimicrobial activity of the strain extract and compounds 1a and 2 were studied using a panel of pathogenic microorganisms. The in vitro cytotoxicity of the bacterial extract was studied against the human cervix carcinoma cell line (KB-3-1) and its multidrug-resistant subclone (KB-V1).
机译:在我们从极端微生物放线菌中寻找新的生物活性化合物时,从埃及赫尔格达海岸红海收集的软珊瑚中分离出新的灰质链霉菌 ASMR4,并进行了分类学表征。它是使用改良的固体大米培养基大规模发酵的,这是迄今为止放线菌的第一个例子。使用不同的色谱技术对菌株提取物进行处理和纯化,得到新的噁吩那烯衍生物,8-羟基-2-(2-羟丙基)-7-乙酰基-1-噁吩那烯(1a),以及七种已知的代谢物:阿魏酸(2),甘油亚油酸酯,亚油酸甲酯,(3R,4R)-3,4-二羟基-3-甲基戊烷-2-酮/(3S,4R)-3,4-二羟基-3-甲基戊烷-2-酮,邻氨基苯甲酸,苯乙酸和苯甲酸。通过广泛的一维和二维核磁共振波谱、高分辨率电子撞击质量测量以及与文献数据的比较,证实了新化合物(1a)的化学结构。使用一组病原微生物研究了菌株提取物和化合物 1a 和 2 的抗菌活性。针对人宫颈癌细胞系(KB-3-1)及其多重耐药亚克隆(KB-V1)研究了细菌提取物的体外细胞毒性。

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