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来自YMF1.00003的次生代谢产物及其生物活性。

Secondary metabolites and their bioactivities from YMF1.00003.

作者信息

Li Su-Su, Qu Shuai-Ling, Xie Juan, Li Dong, Zhao Pei-Ji

机构信息

State key Laboratory for Conservation and Utilization of Bio-Resources in Yunnan, School of Life Sciences, Yunnan University, Kunming, Yunnan, China.

The Maternal and Child Health Hospital of Qianxinan, Xingyi, Guizhou, China.

出版信息

Front Microbiol. 2024 Feb 19;15:1347601. doi: 10.3389/fmicb.2024.1347601. eCollection 2024.

Abstract

Four new polyketides (-) and seven known compounds (-) including three polyketides and four sterols were isolated from the fermented extracts of YMF1.00003. The new chemical structures were determined through the analysis of the nuclear magnetic resonance and high-resolution electrospray ionization mass spectrometry, and their configurations were subsequently confirmed by nuclear overhauser effect spectroscopy, the calculated electronic circular dichroism (ECD) spectra, and quantum chemical calculations of the NMR data (qcc NMR). Based on the results of pre-activity screening and compound structure target prediction, certain metabolites were assayed to evaluate their cytotoxic and protein kinase Cα inhibitory activities. Results indicated that 3β-hydroxy-7α-methoxy-5α,6α-epoxy-8(14),22-dien-ergosta () exhibited potent cytotoxic activity, with half-maximal inhibitory concentration values of 3.00 ± 0.27 to 15.69 ± 0.61 μM against five tumor cells, respectively. The new compound gunniiol A () showed weak cytotoxic activity at a concentration of 40 μM. At a concentration of 20 μg/mL, compounds , , and exhibited protein kinase Cα inhibition by 43.63, 40.93, and 57.66%, respectively. This study is the first to report steroids demonstrating good cytotoxicity and polyketides exhibiting inhibitory activity against protein kinase Cα from the extracts of .

摘要

从YMF1.00003的发酵提取物中分离出4种新的聚酮化合物(-)和7种已知化合物(-),包括3种聚酮化合物和4种甾醇。通过核磁共振和高分辨率电喷雾电离质谱分析确定了新的化学结构,随后通过核Overhauser效应光谱、计算的电子圆二色(ECD)光谱以及NMR数据的量子化学计算(qcc NMR)确认了它们的构型。基于活性预筛选和化合物结构靶点预测的结果,对某些代谢物进行了测定,以评估它们的细胞毒性和蛋白激酶Cα抑制活性。结果表明,3β-羟基-7α-甲氧基-5α,6α-环氧-8(14),22-二烯麦角甾醇()表现出较强的细胞毒性活性,对五种肿瘤细胞分别具有3.00±0.27至15.69±0.61μM的半数最大抑制浓度值。新化合物冈尼醇A()在40μM浓度下表现出较弱的细胞毒性活性。在20μg/mL浓度下,化合物、和分别对蛋白激酶Cα表现出43.63%、40.93%和57.66%的抑制作用。本研究首次报道了从提取物中显示出良好细胞毒性的甾体以及对蛋白激酶Cα具有抑制活性的聚酮化合物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9e5b/10913189/ccb89093e951/fmicb-15-1347601-g001.jpg

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