Lyciumines A and B: Two Pyrrole-Fused Alkaloids from the Fruits of <i>Lycium barbarum</i>

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

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Publication Details

Journal
Journal of Natural Products
Published
2025-05-05
DOI
https://doi.org/10.1021/acs.jnatprod.5c00385
Citations
5
Primary Topic
Carbohydrate Chemistry and Synthesis
Type
article
Field-Weighted Citation Impact
4.68
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Lyciumines A and B: Two Pyrrole-Fused Alkaloids from the Fruits of Lycium barbarum

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Journal of Natural Products
Carbohydrate Chemistry and Synthesis
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article

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

Yilin Zhao, Dongdong Wang, Cheng-Fu Su, Hui Chen, Zhen‐Zhu Zhao, Zhi‐You Hao, Yuguo Ma, You‐Liang Zhu, Xiang-Yang Dai
article en
5 citations

Abstract

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

Journal of Natural ProductsVol. 88(5)
Target (United States) (US), Center for Cancer Research (US), First Affiliated Hospital of Henan University (CN)
Zero hunger
Openalex Percentile: Top 6%
Carbohydrate Chemistry and Synthesis
4.68
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