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TK-VL_333 链霉菌产生代谢产物的分离纯化及生物活性评价

Purification and biological evaluation of the metabolites produced by Streptomyces sp. TK-VL_333.

机构信息

Department of Botany and Microbiology, Acharya Nagarjuna University, Guntur 522510, India.

出版信息

Res Microbiol. 2010 Jun;161(5):335-45. doi: 10.1016/j.resmic.2010.03.011. Epub 2010 Apr 18.

Abstract

An Actinobacterium strain isolated from laterite soils of the Guntur region was identified as Streptomyces sp. TK-VL_333 by 16S rRNA analysis. Cultural, morphological and physiological characteristics of the strain were recorded. The secondary metabolites produced by the strain cultured on galactose-tyrosine broth were extracted and concentrated followed by defatting of the crude extract with cyclohexane to afford polar and non-polar residues. Purification of the two residues by column chromatography led to isolation of five polar and one non-polar fraction. Bioactivity- guided fractions were rechromatographed on a silica gel column to obtain four compounds, namely 1H-indole-3-carboxylic acid, 2,3-dihydroxy-5-(hydroxymethyl) benzaldehyde, 4-(4-hydroxyphenoxy) butan-2-one and acetic acid-2-hydroxy-6-(3-oxo-butyl)-phenyl ester from three active polar fractions and 8-methyl decanoic acid from one non-polar fraction. The structure of the compounds was elucidated on the basis of FT-IR, mass and NMR spectroscopy. The antimicrobial activity of the bioactive compounds produced by the strain was tested against the bacteria and fungi and expressed in terms of minimum inhibitory concentration. Antifungal activity of indole-3-carboxylic acid was further evaluated under in vitro and in vivo conditions. This is the first report of 2,3-dihydroxy-5-(hydroxymethyl) benzaldehyde, 4-(4-hydroxyphenoxy) butan-2-one, acetic acid-2-hydroxy-6-(3-oxo-butyl)-phenyl ester and 8-methyl decanoic acid from the genus Streptomyces.

摘要

从贡土尔地区红土土壤中分离到的一株放线菌菌株,通过 16S rRNA 分析鉴定为链霉菌 TK-VL_333。记录了该菌株的文化、形态和生理特征。在半乳糖-酪氨酸肉汤中培养的菌株产生的次生代谢产物被提取和浓缩,然后用环己烷脱脂粗提取物,得到极性和非极性残留物。通过柱色谱对两种残留物进行纯化,分离出五个极性和一个非极性馏分。生物活性指导的馏分在硅胶柱上再次进行色谱分离,从三个活性极性馏分中获得了四个化合物,即 1H-吲哚-3-羧酸、2,3-二羟基-5-(羟甲基)苯甲醛、4-(4-羟基苯氧基)丁-2-酮和乙酸-2-羟基-6-(3-氧代丁基)-苯酯,从一个非极性馏分中获得了 8-甲基癸酸。根据 FT-IR、质量和 NMR 光谱对化合物的结构进行了阐明。测试了菌株产生的生物活性化合物对细菌和真菌的抗菌活性,并以最小抑制浓度表示。吲哚-3-羧酸的抗真菌活性在体外和体内条件下进一步进行了评估。这是首次从链霉菌属中分离出 2,3-二羟基-5-(羟甲基)苯甲醛、4-(4-羟基苯氧基)丁-2-酮、乙酸-2-羟基-6-(3-氧代丁基)-苯酯和 8-甲基癸酸。

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