Wulfenioidins D–N, Structurally Diverse Diterpenoids with Anti-Zika Virus Activity Isolated from Orthosiphon wulfenioides

IF 3.3 2区生物学 Q2 CHEMISTRY, MEDICINAL Journal of Natural Products Pub Date : 2023-09-22 DOI:10.1021/acs.jnatprod.3c00543

Wen-Chao Tu, Yong-Xiang Huang, Bo Li, Ying-Jie Jiang, Quan-Yu Yang, Muhammad Aurang Zeb, Peng-Yun Yang, Hui-Juan Wang, Xiao-Li Li*, Wei-Lie Xiao*, Chang-Bo Zheng* and Mei-Feng Liu*,

引用次数: 1

Abstract

Eleven diterpenoids, wulfenioidins D–N (1–11), classified into five distinct carbon skeletons with one unreported framework, and four modified abietane diterpenoids were isolated from the whole plant of Orthosiphon wulfenioides. The structures and absolute configurations were characterized by spectroscopic methods, single-crystal X-ray diffraction, and electronic circular dichroism analyses. Compounds 3 and 5 exhibited activity against Zika virus (ZIKV) with EC₅₀ values of 8.07 and 8.50 μM, respectively, and showed no significant cytotoxicity toward Vero cells at 100 μM. Western blot and immunofluorescence experiments showed that compounds 3 and 5 interfered with the replication of the ZIKV by inhibiting the expression of the ZIKV envelope (E) protein.

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Wulfenioids D–N，从正虹吸管中分离的具有抗寨卡病毒活性的结构多样的二萜类化合物

从正虹吸管属植物中分离到11个二萜类化合物，它们被分为5个不同的碳骨架和1个未报道的骨架。通过光谱分析、单晶X射线衍射和电子圆二色性分析对其结构和绝对构型进行了表征。化合物3和5表现出对寨卡病毒（ZIKV）的活性，EC50值分别为8.07和8.50μM，并且在100μM时对Vero细胞没有表现出显著的细胞毒性。蛋白质印迹和免疫荧光实验表明，化合物3和5通过抑制ZIKV包膜（E）蛋白的表达来干扰ZIKV的复制。

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来源期刊

Journal of Natural Products 生物-药学

CiteScore

9.10

自引率

5.90%

发文量

294

审稿时长

2.3 months

期刊介绍： The Journal of Natural Products invites and publishes papers that make substantial and scholarly contributions to the area of natural products research. Contributions may relate to the chemistry and/or biochemistry of naturally occurring compounds or the biology of living systems from which they are obtained. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin. When new compounds are reported, manuscripts describing their biological activity are much preferred. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin.