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环孢菌素W和X:来自一种红树林内生真菌ZJHJYZ-1的两种相互转化的差向异构体

Cytosporones W and X: Two Mutually Converting Epimers from a Mangrove Endophytic Fungus sp. ZJHJYZ-1.

作者信息

Yin Yihao, Yang Wencong, Chen Tao, Tan Qi, Zou Ge, Zang Zhenming, Li Jiehui, Wang Bo, She Zhigang

机构信息

School of Chemistry, Sun Yat-sen University, Guangzhou 510006, China.

出版信息

ACS Omega. 2023 Jul 10;8(29):26628-26634. doi: 10.1021/acsomega.3c03862. eCollection 2023 Jul 25.

Abstract

Two new octaketides, cytosporones W () and X (), along with eight known cytosporone derivatives [(±)-], were isolated from mangrove endophytic fungus sp. ZJHJYZ-1. Compounds and were a pair of epimers, whose configuration of C-1 could mutually convert, causing racemization of the lactone ring. The planar structures of compounds were elucidated through detailed 1D, 2D NMR, and HR-ESI-MS analysis. ECD spectra comparison and modified Mosher ester method were applied to determine the absolute configuration of and . In bioassays, (±)- exhibited promising inhibitory activities against , , and with MIC, respectively, for 12.5, 12.5, and 3.13 μM.

摘要

从红树林内生真菌ZJHJYZ-1中分离出两个新的八酮类化合物,环孢菌素W()和X(),以及八个已知的环孢菌素衍生物[(±)-]。化合物和是一对差向异构体,其C-1构型可以相互转化,导致内酯环的外消旋化。通过详细的一维、二维核磁共振和高分辨电喷雾电离质谱分析阐明了化合物的平面结构。应用电子圆二色谱比较和改良的莫舍尔酯法确定和的绝对构型。在生物测定中,(±)-对、和分别表现出有前景的抑制活性,其最低抑菌浓度分别为12.5、12.5和3.13μM。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/122f/10373200/9453cb25d3c3/ao3c03862_0002.jpg

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