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从内生菌绿灰链霉菌M7中发现具有细胞毒性的未描述蒽环类聚酮化合物。

Discovery of undescribed anthracycline-derived polyketides with cytotoxicity from endophytic Streptomyces chartreusis M7.

作者信息

Meng Zi Kang, Rao Si Min, Hu Yu Kai, Zhou Xuan, Yang Qian, Tan Ren Xiang, Wang Yi Shuang

机构信息

School of Pharmacy, Nanjing University of Chinese Medicine, Nanjing, 210023, China.

State Key Laboratory of Natural Medicines, School of Traditional Chinese Pharmacy, China Pharmaceutical University, Nanjing, 211198, China.

出版信息

Phytochemistry. 2025 Feb;230:114337. doi: 10.1016/j.phytochem.2024.114337. Epub 2024 Nov 15.

Abstract

Endophytic actinomycetes exhibit considerable potential for the production of biologically active metabolites due to their coevolution with plant hosts. In this study, an endophytic Streptomyces chartreusis M7 was isolated from Houttuynia cordata Thunb. Bioactivity-guided investigation of the metabolites produced by this strain led to the identification of thirteen anthracycline-derived polyketides, including five unreported anthraquinones designated streptoquinones A-E (1-5) and two undescribed angular polyketides named chartins A and B (6-7) along with six knowns. Their structures were elucidated through comprehensive spectroscopic analysis and ECD calculations. Notably, chartins A (6) and B (7) feature angular tetracyclic and pentacyclic skeletons, respectively, which have undergone several oxidative rearrangements. Moreover, streptoquinone A (1) exhibited moderate cytotoxicity against A549 cells, with an IC value of 4.8 μM.

摘要

由于与植物宿主共同进化,内生放线菌在产生生物活性代谢产物方面具有巨大潜力。在本研究中,从鱼腥草中分离出一株内生沙特链霉菌M7。对该菌株产生的代谢产物进行生物活性导向研究,鉴定出13种蒽环类聚酮化合物,包括5种未报道的蒽醌,命名为链霉醌A - E(1 - 5),以及2种未描述的角型聚酮化合物,命名为查汀A和B(6 - 7),还有6种已知化合物。通过全面的光谱分析和ECD计算阐明了它们的结构。值得注意的是,查汀A(6)和B(7)分别具有角型四环和五环骨架,经历了几次氧化重排。此外,链霉醌A(1)对A549细胞表现出中等细胞毒性,IC值为4.8 μM。

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