Discovery of Unusual Sesterterpenoids from Colquhounia coccinea var. mollis and Their Metabolic Implications

IF 3.3 2区生物学 Q2 CHEMISTRY, MEDICINAL

Journal of Natural Products Pub Date : 2023-11-08 DOI:10.1021/acs.jnatprod.3c00553

Shu-Xi Jing, Ran Fu, Chun-Huan Li, Cedric L. Hugelshofer, Yi-Ming Shi, Shi-Hong Luo, Yan-Chun Liu, Yan Liu and Sheng-Hong Li*,

引用次数: 0

Abstract

Three unusual sesterterpenoids featuring unprecedented rearranged colquhounane (C₂₅) and tetranorcolquhounane (C₂₁) frameworks, colquhounoids E (1) and F (3) and norcolquhounoid F (2), were isolated from a Lamiaceae medicinal plant Colquhounia coccinea var. mollis. Their structures were elucidated by spectroscopic analysis and quantum chemical calculations. A biomimetic inspired regioselective cyclopropane cleavage was achieved under acidic conditions. The immunosuppressive activities of these new sesterterpenoids were also evaluated.

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毛耳球虫中不寻常的甾萜类化合物的发现及其代谢意义。

从Lamiaceae药用植物Colquhounia coccina var.mollis中分离到三种不寻常的倍半萜类化合物，它们具有前所未有的重排colquhounane（C25）和四norcolquhouNANe（C21）骨架，即colquhounoid E（1）和F（3）以及norcolquounoid F（2）。通过光谱分析和量子化学计算阐明了它们的结构。在酸性条件下实现了仿生启发的区域选择性环丙烷裂解。并对这些新的倍半萜类化合物的免疫抑制活性进行了评价。

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.