Faculty of Pharmacy, Yunnan University of TCM, Kunming, Yunnan, 650500, China.
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, Yunnan, 650201, China.
J Antibiot (Tokyo). 2024 Sep;77(9):627-633. doi: 10.1038/s41429-024-00743-1. Epub 2024 May 30.
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.
含戊二酰亚胺的聚酮类通常具有抗真菌活性,环己酰亚胺就是一个很好的例子。在我们的工作中,从链霉菌 JCM 4793 中分离得到了三个新的聚酮结构:12-酰胺基streptimidone(1)、12-羧基streptimidone(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-氧代十二烷-5-羟基-9E,11-二烯(3)。没有戊二酰亚胺部分的 3 不像预期的那样对真菌有活性,而带有酰胺部分的 1 比其羧酸形式 2 活性高得多。在这里,我们报告了 1-3 的分离、结构阐明、抗真菌活性和提议的生物合成途径。