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一株海洋海绵共生真菌 Aspergillus sp. LS57 中得到的新型抗菌色酮。

A new antibacterial chromone from a marine sponge-associated fungus Aspergillus sp. LS57.

机构信息

Li Dak Sum Yip Yio Chin Kenneth Li Marine Biopharmaceutical Research Center, College of Food and Pharmaceutical Sciences, Ningbo University, Ningbo, China.

Li Dak Sum Yip Yio Chin Kenneth Li Marine Biopharmaceutical Research Center, College of Food and Pharmaceutical Sciences, Ningbo University, Ningbo, China.

出版信息

Fitoterapia. 2021 Oct;154:105004. doi: 10.1016/j.fitote.2021.105004. Epub 2021 Jul 31.

Abstract

Chemical investigation for the secondary metabolite of marine-derived fungus Aspergillus sp. LS57 resulted in the isolation of one new chromone named aspergilluone A (1) containing a chromone skeleton fused with an unusual hydrogenation cyclopentanoid ring, along with three known compounds 2-4. The structure of 1 was elucidated by 1D and 2D nuclear magnetic resonance (NMR) spectroscopic and mass spectrometric analyses. Its absolute configuration was established by combining NMR quantum chemical calculations and comparison between the experimental and calculated circular dichroism (CD) curves. Additionally, the antibacterial assay of compound 1 was performed. As a result, compound 1 showed in vitro anti-Mycobacterium tuberculosis with MIC value of 32 μg/mL, together with moderate antibacterial activity against Staphylococcus aureus (MIC values = 64 μg/mL), and exhibited feeble activity against gram-positive Bacillus subtilis and gram-negative pathogen Escherichia coli (both MICs = 128 μg/mL).

摘要

海洋来源真菌 Aspergillus sp. LS57 的次生代谢产物的化学研究,分离得到一个新的色酮化合物,命名为aspergilluone A(1),它含有一个与不常见氢化环戊烷稠合的色酮骨架,以及三个已知化合物 2-4。通过 1D 和 2D 核磁共振(NMR)光谱和质谱分析确定了 1 的结构。通过 NMR 量子化学计算和实验与计算圆二色性(CD)曲线的比较,确定了其绝对构型。此外,还对化合物 1 的抗菌活性进行了测定。结果表明,化合物 1 对结核分枝杆菌具有体外抗活性,MIC 值为 32 μg/mL,对金黄色葡萄球菌(MIC 值=64 μg/mL)具有中度抗菌活性,对革兰氏阳性枯草芽孢杆菌和革兰氏阴性病原体大肠杆菌(MICs 均为 128 μg/mL)表现出微弱的活性。

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