Three new furanones from endophytic fungus Hypoxylon vinosopulvinatum DYR-1-7 from Cinnamomum cassia with their antifungal activity

IF 1.9 3区化学 Q3 CHEMISTRY, APPLIED Natural Product Research Pub Date : 2024-09-16 DOI:10.1080/14786419.2023.2218530

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Abstract

Hypoxylon vinosopulvinatum DYR-1-7 is a endophytic fungus isolated from the Cinnamomum cassia Presl and has an inhibitory effect on Lasiodiplodia pseudotheobromae. Three new furanones, hypoxylonone A-C (1-3), as well as three known compounds (4-6), were isolated from an EtOAc extract of H. vinosopulvinatum DYR-1-7. The structures were determined by spectroscopic data analysis using UV, IR, 1D-, 2D-NMR and HR-ESI-MS. The absolute configurations of 1-3 were elucidated by electronic circular dichroism (ECD) analyses. In the antifungal bioassay, Hypoxylonone B and C exhibited strong inhibitory effects on L. pseudotheobromae with IC₅₀ value at the concentration of 1.01 and 2.40 μg/mL, respectively. Compound 6 showed medium antifungal activity with IC₅₀ value at the concentration of 10.67 μg/mL on Fusarium oxysporum. Compounds 3 and 4 displayed medium antifungul effects on Candida albicans.

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来自肉桂内生真菌 Hypoxylon vinosopulvinatum DYR-1-7 的三种新呋喃酮及其抗真菌活性。

Hypoxylon vinosopulvinatum DYR-1-7 是一种从 Cinnamomum cassia Presl 分离出来的内生真菌，对 Lasiodiplodia pseudotheobromae 有抑制作用。从 H. vinosopulvinatum DYR-1-7 的乙酸乙酯提取物中分离出了三种新的呋喃酮，即次黄酮 A-C（1-3）以及三种已知化合物（4-6）。利用紫外光谱、红外光谱、1D-、2D-NMR 和 HR-ESI-MS 进行光谱数据分析，确定了这些化合物的结构。通过电子圆二色性（ECD）分析，阐明了 1-3 的绝对构型。在抗真菌生物测定中，次磺隆酮 B 和 C 对 L. pseudotheobromae 具有很强的抑制作用，IC50 值分别为 1.01 和 2.40 μg/mL。化合物 6 显示出中等的抗真菌活性，其对 Fusarium oxysporum 的 IC50 值为 10.67 μg/mL。化合物 3 和 4 对白色念珠菌的抗真菌效果中等。

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来源期刊

Natural Product Research 化学-医药化学

CiteScore

5.10

自引率

9.10%

发文量

605

审稿时长

2.1 months

期刊介绍： The aim of Natural Product Research is to publish important contributions in the field of natural product chemistry. The journal covers all aspects of research in the chemistry and biochemistry of naturally occurring compounds. The communications include coverage of work on natural substances of land and sea and of plants, microbes and animals. Discussions of structure elucidation, synthesis and experimental biosynthesis of natural products as well as developments of methods in these areas are welcomed in the journal. Finally, research papers in fields on the chemistry-biology boundary, eg. fermentation chemistry, plant tissue culture investigations etc., are accepted into the journal. Natural Product Research issues will be subtitled either ""Part A - Synthesis and Structure"" or ""Part B - Bioactive Natural Products"". for details on this , see the forthcoming articles section. All manuscript submissions are subject to initial appraisal by the Editor, and, if found suitable for further consideration, to peer review by independent, anonymous expert referees. All peer review is single blind and submission is online via ScholarOne Manuscripts.