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链状孢子菌素A和B,是由化学研究较少的放线菌链状孢子菌属产生的hygrolidin家族的16元大环内酯类化合物。

Catenulisporidins A and B, 16-membered macrolides of the hygrolidin family produced by the chemically underexplored actinobacterium Catenulispora species.

作者信息

Son Sangkeun, Jang Mina, Lee Byeongsan, Lee Jung-Sook, Hong Young-Soo, Kim Bo Yeon, Ko Sung-Kyun, Jang Jae-Hyuk, Ahn Jong Seog

机构信息

Anticancer Agent Research Center, Korea Research Institute of Bioscience and Biotechnology, Cheongju 28116, Republic of Korea.

Anticancer Agent Research Center, Korea Research Institute of Bioscience and Biotechnology, Cheongju 28116, Republic of Korea; Department of Biomolecular Science, KRIBB School of Bioscience, Korea University of Science and Technology (UST), Daejeon 34113, Republic of Korea.

出版信息

Bioorg Med Chem Lett. 2020 Apr 1;30(7):127005. doi: 10.1016/j.bmcl.2020.127005. Epub 2020 Feb 3.

Abstract

Two new macrolide metabolites of the hygrolidin family, catenulisporidins A and B (1 and 2), together with a known compound hygrolidin (3), were isolated from the culture broth of the rare actinobacterium Catenulispora sp. KCB13F192. Their structures were elucidated on the basis of HRESIMS spectrometric and NMR spectroscopic analyses. Catenulisporidins A and B are the first example of natural hygrolidin and bafilomycin derivatives featuring a modified macrolide ring, and catenulisporidin A possesses a tetrahydrofuran ring through an ether linkage between C-7 and C-10. In cell-based fluorescent imaging and immunoblot assays, the three compounds were shown to inhibit autophagic flux in HeLa cells.

摘要

从稀有放线菌链孢菌属(Catenulispora sp.)KCB13F192的培养液中分离出了潮霉素家族的两种新大环内酯代谢产物,链孢菌素A和B(1和2),以及一种已知化合物潮霉素(3)。基于高分辨电喷雾电离质谱(HRESIMS)光谱分析和核磁共振(NMR)光谱分析确定了它们的结构。链孢菌素A和B是天然潮霉素和巴弗洛霉素衍生物的首个实例,其具有修饰的大环内酯环,并且链孢菌素A通过C-7和C-10之间的醚键拥有一个四氢呋喃环。在基于细胞的荧光成像和免疫印迹分析中,这三种化合物均显示出抑制HeLa细胞自噬流的作用。

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