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分离 11,12- 次甲酰基利福霉素 W 衍生物揭示了利福霉素杂环链的断裂模式。

Isolation of 11,12- seco-Rifamycin W Derivatives Reveals a Cleavage Pattern of the Rifamycin Ansa Chain.

机构信息

Key Laboratory of Chemical Biology (Ministry of Education), School of Pharmaceutical Sciences , Shandong University , No. 44 West Wenhua Road , Jinan , Shandong 250012 , P.R. China.

Department of Pharmacy, Xijing Hospital , The Fourth Military Medical University , Changle West Street 15 , Xi'an , Shaanxi 710032 , P.R. China.

出版信息

Org Lett. 2019 Feb 15;21(4):900-903. doi: 10.1021/acs.orglett.8b03792. Epub 2019 Feb 4.

Abstract

This study reported the isolation and characterization of 11 rifamycin congeners including six new ones (1-6) from the agar fermentation extract of Amycolatopsis mediterranei S699. Compounds 1 and 2 are rifamycin glycosides named as rifamycinosides A and B, respectively. Their polyketide skeleton represents a novel cleavage pattern of the rifamycin ansa chain. Compounds 6 and 8 showed potential T3SS inhibitory activity, and 6 induced G2/M phase arrest and caused DNA damage in HCT116 cells.

摘要

本研究报告了从地中海拟无枝酸菌 S699 的琼脂发酵提取物中分离和表征 11 种利福霉素类似物,包括 6 种新化合物(1-6)。化合物 1 和 2 是利福霉素糖苷,分别命名为 rifamycinoside A 和 B。它们的聚酮骨架代表了利福霉素ansa 链的一种新的断裂模式。化合物 6 和 8 表现出潜在的 T3SS 抑制活性,并且 6 诱导 HCT116 细胞 G2/M 期阻滞并导致 DNA 损伤。

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