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刺内酯A - F:来自内生菌的具有生物活性的杜松烷型倍半萜类化合物9 - 1 。

Spinulactones A-F: Bioactive Drimane-Type Sesquiterpenes from the Endophytic 9-1.

作者信息

Zhang Xue-Qing, Liu Jing, Xu Wei-Lin, Men Wen-Hui, He Hai-Bo, Guo Zhi-Yong, Proksch Peter

机构信息

Hubei Key Laboratory of Natural Product Research and Development (China Three Gorges University), College of Biological and Pharmaceutical Sciences, China Three Gorges University, Yichang 443002, People's Republic of China.

Key Laboratory of Functional Yeast, China National Light Industry, College of Biological and Pharmaceutical Sciences, China Three Gorges University, Yichang 443002, People's Republic of China.

出版信息

J Nat Prod. 2025 Jun 27;88(6):1491-1498. doi: 10.1021/acs.jnatprod.5c00431. Epub 2025 May 31.

DOI:10.1021/acs.jnatprod.5c00431
PMID:40448668
Abstract

Eight drimane-type sesquiterpenes, including six undescribed ones named spinulactones A-F (-), together with two known labdane-type diterpenoids ( and ) and a sterol (), were isolated from the endophytic fungus 9-1. The structures and absolute configurations of the new compounds were characterized by extensive spectroscopic data, X-ray diffraction analysis, and electronic circular dichroism calculations. Compounds - feature a rare spiro β-lactone moiety, with and additionally incorporating a distinctive nicotinic acid structural motif. Biological evaluation revealed that compounds , , , , and exhibited antifungal activity against the phytopathogen with MIC values ranging from 6.25 to 25 μg/mL. Additionally, compounds , , , and demonstrated significant proangiogenic activity in transgenic zebrafish. Compound also displayed obvious antigastric aging effect . This study expanded the structural diversity of drimane-type sesquiterpenes and provided potential leads for agricultural and pharmaceutical applications.

摘要

从内生真菌9-1中分离出8种杜松烷型倍半萜,包括6种未描述的名为棘内酯A-F(-)的化合物,以及2种已知的半日花烷型二萜(和)和1种甾醇()。通过广泛的光谱数据、X射线衍射分析和电子圆二色性计算对新化合物的结构和绝对构型进行了表征。化合物-具有罕见的螺β-内酯部分,其中和还包含独特的烟酸结构基序。生物学评价表明,化合物、、、、和对植物病原菌表现出抗真菌活性,MIC值范围为6.25至25μg/mL。此外,化合物、、、和在转基因斑马鱼中表现出显著的促血管生成活性。化合物还表现出明显的抗胃衰老作用。本研究扩展了杜松烷型倍半萜的结构多样性,并为农业和医药应用提供了潜在的先导化合物。

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