Cytotoxic glutarimide-containing polyketides isolated from Streptomyces sp. JCM 4793

IF 2.1 4区医学 Q3 BIOTECHNOLOGY & APPLIED MICROBIOLOGY

Journal of Antibiotics Pub Date : 2024-05-30 DOI:10.1038/s41429-024-00743-1

Lin-Fang Tang, Wu-Lai Jihuo, Pei-Dong Shi, Cui-Xuan Mei, Zi-Kang Zhao, Yuan Chen, Ying-Tong Di, Xiao‑Jiang Hao, Mingming Cao, Yi Zhao, Yan-Yun Che

引用次数: 0

Abstract

Glutarimide-containing polyketides usually exhibit anti-fungi activity, which was well exampled by cycloheximide. In our work, three new polyketide structures, 12-amidestreptimidone (1), 12-carboxylstreptimidone (2) and 3-(5S,8R)-(2-amino-2-oxoethyl-2’-methoxy-2’-oxoethyl)-8,10-dimethyl-7-oxododeca-5-hydroxy-9E,11-diolefin (3) were isolated from Streptomyces sp. JCM 4793. 3 without the glutarimide moiety is not active against fungi as expected, while 1 bearing the amide moiety is much more active than its carboxylic form 2. Here we report the isolation, structural elucidation, antifungal activity, and proposed biosynthesis pathway of 1–3.

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从链霉菌 JCM 4793 中分离出的含细胞毒性戊二酰亚胺的多酮类化合物。

含有戊二酰亚胺的多酮类化合物通常具有抗真菌活性，环己亚胺就是很好的例子。在我们的工作中，从链霉菌 (Streptomyces sp. JCM 4793) 中分离出了三种新的多酮结构，即 12-氨基链霉酮 (1)、12-羧基链霉酮 (2) 和 3-(5S,8R)-(2-氨基-2-氧代乙基-2'-甲氧基-2'-氧代乙基)-8,10-二甲基-7-氧代十二碳-5-羟基-9E,11-二烯烃 (3)。不含戊二酰亚胺分子的 3 对真菌没有预期的活性，而含酰胺分子的 1 则比其羧基形式 2 更有活性。在此，我们报告了 1-3 的分离、结构阐明、抗真菌活性以及拟议的生物合成途径。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Journal of Antibiotics 医学-免疫学

CiteScore

6.60

自引率

3.00%

发文量

审稿时长

1 months

期刊介绍： The Journal of Antibiotics seeks to promote research on antibiotics and related types of biologically active substances and publishes Articles, Review Articles, Brief Communication, Correspondence and other specially commissioned reports. The Journal of Antibiotics accepts papers on biochemical, chemical, microbiological and pharmacological studies. However, studies regarding human therapy do not fall under the journal’s scope. Contributions regarding recently discovered antibiotics and biologically active microbial products are particularly encouraged. Topics of particular interest within the journal''s scope include, but are not limited to, those listed below: Discovery of new antibiotics and related types of biologically active substances Production, isolation, characterization, structural elucidation, chemical synthesis and derivatization, biological activities, mechanisms of action, and structure-activity relationships of antibiotics and related types of biologically active substances Biosynthesis, bioconversion, taxonomy and genetic studies on producing microorganisms, as well as improvement of production of antibiotics and related types of biologically active substances Novel physical, chemical, biochemical, microbiological or pharmacological methods for detection, assay, determination, structural elucidation and evaluation of antibiotics and related types of biologically active substances Newly found properties, mechanisms of action and resistance-development of antibiotics and related types of biologically active substances.