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布氏游动放线菌 GJA1 中具有桥环结构的安库霉素类化合物和强效抗癌化合物。

Unusual bridged angucyclinones and potent anticancer compounds from Streptomyces bulli GJA1.

机构信息

College of Pharmacy, Duksung Women's University, Seoul 01369, South Korea.

Department of Biosystems and Biotechnology, College of Life Sciences and Biotechnology, Korea University, Seoul, 02841, South Korea.

出版信息

Org Biomol Chem. 2020 Nov 7;18(41):8443-8449. doi: 10.1039/d0ob01851a. Epub 2020 Oct 15.

Abstract

Two new unique angucyclinones (1 and 2) with unprecedented ether bridges connecting carbons 5 and 7 were isolated from the cultures of Streptomyces bulli GJA1, an endophyte of Gardenia jasminoides, together with two known ones (3 and 4). The MS-based molecular networking system facilitated the isolation of compounds with target functionalities. The stereochemistry of 1 was completely established by ROESY and ECD experiments. Compound 3 showed antivirulence activities by inhibiting the peptide toxin (PSMs) production and the biofilm formation of MRSA. Compounds 3 and 4 showed very potent anti-proliferative effects against OV1 and ES2 ovarian cancer cells.

摘要

两个新的独特的蒽环酮(1 和 2)与前所未有的醚桥连接碳 5 和 7 从内生菌 Gardenia jasminoides 的 Streptomyces bulli GJA1 的培养物中分离出来,还有两个已知的(3 和 4)。基于 MS 的分子网络系统有助于分离具有目标功能的化合物。1 的立体化学完全通过 ROESY 和 ECD 实验确定。化合物 3 通过抑制肽毒素(PSMs)的产生和 MRSA 的生物膜形成来表现出抗病毒活性。化合物 3 和 4 对 OV1 和 ES2 卵巢癌细胞表现出非常强的抗增殖作用。

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