Comptonellins A-H, Highly Potent Antiviral Ternatin-type Cyclopeptides from Comptonella drupacea.

IF 3.3 2区生物学 Q2 CHEMISTRY, MEDICINAL

Journal of Natural Products Pub Date : 2025-06-10 DOI:10.1021/acs.jnatprod.5c00318

Cécile Apel, Juliano Haddad, Charline Herrscher, Clément Grisel, Justine Girard, Florent Olivon, Cyril Poullain, Jean-François Gallard, Stéphanie Boutet, Fanny Roussi, Sandy Desrat, Chaker El Kalamouni, Marc Litaudon

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Abstract

An antiviral screening of plant extracts from Rutaceae and Annonaceae families led to the isolation of a series of new cycloheptapeptides, comptonellins A-H (1-8), along with the known ternatin (9). These compounds were isolated from the ethyl acetate bark extract of Comptonella drupacea (Labill.) Guillaumin, an endemic Rutaceae species of New Caledonia. Following targeted isolation guided by multi-informative molecular networks, the structures of compounds 1-9 were elucidated through a comprehensive analysis of spectroscopic data. This revealed novel molecules featuring previously unreported and noncanonical amino acids. The absolute configuration of stereocenters was partially determined by advanced Marfey's method. Biological evaluation against Zika virus demonstrated the potent antiviral properties of comptonellin A and comptonellins C-G, with IC₅₀ values ranging from 7 to 240 nM. Further investigations revealed that comptonellin A displayed broad-spectrum antiviral activity, inhibiting Dengue virus, Ross River virus, and SARS-CoV-2. These findings highlight comptonellins as promising antiviral scaffolds, supporting further investigation into their therapeutic potential against emerging viral infections.

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Comptonellins A-H：一种高效抗病毒的孔普氏菌ternatin型环肽。

对芸香科和番麻科植物提取物进行抗病毒筛选，分离出一系列新的环七肽，comptonellins a - h(1-8)，以及已知的ternatin(9)。这些化合物是从金银桃树皮的乙酸乙酯提取物中分离得到的。新喀里多尼亚的一种土豆科特有种。在多信息分子网络的引导下进行靶向分离，通过对光谱数据的综合分析阐明了化合物1-9的结构。这揭示了具有以前未报道和非规范氨基酸的新分子。采用先进的Marfey方法部分确定了立体中心的绝对构型。对寨卡病毒的生物学评价表明，comptonellins A和comptonellins C-G具有较强的抗病毒性能，IC50值在7 ~ 240 nM之间。进一步的研究表明，comptonellin A具有广谱抗病毒活性，可抑制登革热病毒、罗斯河病毒和SARS-CoV-2。这些发现突出了comptonellins作为有前途的抗病毒支架，支持进一步研究其治疗新发病毒感染的潜力。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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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.