Lyciumines A and B: Two Pyrrole-Fused Alkaloids from the Fruits of Lycium barbarum.

IF 3.3 2区生物学 Q2 CHEMISTRY, MEDICINAL

Journal of Natural Products Pub Date : 2025-05-23 Epub Date: 2025-05-04 DOI:10.1021/acs.jnatprod.5c00385

Yan-Jie Zhu, Xiang-Yang Dai, Yi-Lin Zhao, Yu-Guo Ma, Zhen-Zhu Zhao, Cheng-Fu Su, Zhi-You Hao, Dongdong Wang, Hui Chen

引用次数: 0

Abstract

Two novel pyrrole-fused alkaloids, lyciumines A (1) and B (2), were isolated from the fruits of Lycium barbarum. Their structures were elucidated by analysis of NMR spectroscopic and MS spectrometric data, along with computational studies. Compound 1 represents a novel pyrroloindoline alkaloid with a rare 6/5/5/6 tetracyclic system connected with a 2-formyl-5-methylpyrrole moiety via a C-C bond. Compound 2 features an unusual pyrrole alkaloid with a 5/5/5 tricyclic skeleton. Compound 1 significantly increases glucose consumption in insulin-resistant HepG2 cells in a dose-dependent manner. Further mechanism investigations demonstrated that compound 1 regulates glucose metabolism via activating the AMPK/PI3K/Akt signaling pathway.

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枸杞果实中两种吡咯融合生物碱的研究。

从枸杞果实中分离到两种新型吡咯融合生物碱：枸杞碱A(1)和B(2)。通过核磁共振光谱和质谱数据分析以及计算研究阐明了它们的结构。化合物1是一种新型吡咯吲哚类生物碱，具有罕见的6/5/5/6四环体系，通过C-C键与2-甲酰基-5-甲基吡咯片段相连。化合物2是一种特殊的吡咯生物碱，具有5/5/5三环骨架。化合物1以剂量依赖的方式显著增加胰岛素抵抗HepG2细胞的葡萄糖消耗。进一步的机制研究表明，化合物1通过激活AMPK/PI3K/Akt信号通路调节葡萄糖代谢。

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.