The antifungal properties of terpenoids from the endophytic fungus Bipolaris eleusines

IF 4.8 3区化学 Q1 CHEMISTRY, MEDICINAL

Natural Products and Bioprospecting Pub Date : 2023-10-23 DOI:10.1007/s13659-023-00407-x

Yin-Zhong Fan, Chun Tian, Shun-Yao Tong, Qing Liu, Fan Xu, Bao-Bao Shi, Hong-Lian Ai, Ji-Kai Liu

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Abstract

A series of terpenoids (1–17), comprising six new compounds designated bipolariterpenes A-F (1–6) and eleven recognized compounds (7–17), were isolated from the wheat culture of the potato endophytic fungus Bipolaris eleusines. Their structures and stereochemistry were clarified by HRESIMS, NMR, DP4 + probability analyses, and computations for electronic circular dichroism (ECD). All compounds are made up of six meroterpenoids, four sesterterpenes and seven sesquiterpenes. Among them, four sesterterpenes (4, 5, 10, 11) were investigated for their antifungal, antibacterial and cytotoxic properties, and six meroterpenoids (1–3, 7–9) were evaluated for their antifungal properties. The compounds 7, 9, and 10 had substantial antifungal activity against Epidermophyton floccosum at a concentration of 100 µM. No antibacterial and cytotoxic activities were observed.

Graphical Abstract

Abstract Image

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内生真菌eleusinesBipolaris萜类化合物的抗真菌特性。

从马铃薯内生真菌Bipolaris eleusines的小麦培养物中分离出一系列萜类化合物（1-17），包括6个新化合物，命名为Bipolarisperenes A-F（1-6）和11个已识别的化合物（7-17）。它们的结构和立体化学通过HRESIMS、NMR、DP4进行了澄清 + 电子圆二色性（ECD）的概率分析和计算。所有化合物都由六种亚萜、四种倍半萜和七种倍半萜烯组成。其中，研究了四种倍半萜（4，5，10，11）的抗真菌、抗菌和细胞毒性特性，并评价了六种亚萜（1-3，7-9）的抗细菌特性。化合物7、9和10在100µM的浓度下对絮凝表皮菌具有显著的抗真菌活性。未观察到抗菌和细胞毒性活性。

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来源期刊

Natural Products and Bioprospecting CHEMISTRY, MEDICINAL-

CiteScore

8.30

自引率

2.10%

发文量

审稿时长

13 weeks

期刊介绍： Natural Products and Bioprospecting serves as an international forum for essential research on natural products and focuses on, but is not limited to, the following aspects: Natural products: isolation and structure elucidation Natural products: synthesis Biological evaluation of biologically active natural products Bioorganic and medicinal chemistry Biosynthesis and microbiological transformation Fermentation and plant tissue cultures Bioprospecting of natural products from natural resources All research articles published in this journal have undergone rigorous peer review. In addition to original research articles, Natural Products and Bioprospecting publishes reviews and short communications, aiming to rapidly disseminate the research results of timely interest, and comprehensive reviews of emerging topics in all the areas of natural products. It is also an open access journal, which provides free access to its articles to anyone, anywhere.