Amomaxyz A and B, Sesquiterpene-Indole Alkaloids from Fruits of <i>Amomum maximum</i> Roxb

Two unprecedented 4/9/5-membered ring sesquiterpene-indole alkaloids, amomaxyz A (<b>1</b>) and B (<b>2</b>), along with one known compound caryolane-1,9β-diol (<b>3</b>), were isolated from the fruit of <i>Amomum maximum</i> Roxb. Their structures and absolute configurations were elucidated through comprehensive spectroscopic analyses, including NMR, electronic circular dichroism (ECD), X-ray single-crystal diffraction, and DP4 probability analysis of calculated NMR data. Biological evaluation revealed distinct anti-inflammatory and anticancer activities. <b>1</b> demonstrated dose-dependent anti-inflammatory activity by suppressing NO release in LPS/IFN-γ-activated RAW264.7 macrophages (25.9% at 10 μM, 29.9% at 20 μM; <i>P</i> < 0.01), while <b>2</b> and <b>3</b> exhibited weaker effects. Moreover, <b>1</b> (IC<sub>50</sub> = 30.62 μM) and <b>2</b> (IC<sub>50</sub> = 23.43 μM) showed moderate inhibitory effects against HepG2 cells, which reveals the potential of their biological activity.

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Publication Details

Journal
Journal of Natural Products
Published
2025-06-27
DOI
https://doi.org/10.1021/acs.jnatprod.5c00539
Citations
3
Primary Topic
Ginger and Zingiberaceae research
Type
article
Field-Weighted Citation Impact
4.67

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article

Amomaxyz A and B, Sesquiterpene-Indole Alkaloids from Fruits of Amomum maximum Roxb

Jin‐Na Zhao, Xianmei Piao, Li-Bo Wang, Y. D. Qu et al.
3 citations
Journal of Natural Products
Ginger and Zingiberaceae research
4.67
article

Amomaxyz A and B, Sesquiterpene-Indole Alkaloids from Fruits of Amomum maximum Roxb

Jin‐Na Zhao, Xianmei Piao, Li-Bo Wang, Y. D. Qu, Bo Li, Jinhui Wang, Ze Li, Lu Chen, Jian Huang, Shufei Yu, M. He, Zhihang Wu, Yanjun Ding
article en
3 citations

Abstract

Two unprecedented 4/9/5-membered ring sesquiterpene-indole alkaloids, amomaxyz A (<b>1</b>) and B (<b>2</b>), along with one known compound caryolane-1,9β-diol (<b>3</b>), were isolated from the fruit of <i>Amomum maximum</i> Roxb. Their structures and absolute configurations were elucidated through comprehensive spectroscopic analyses, including NMR, electronic circular dichroism (ECD), X-ray single-crystal diffraction, and DP4 probability analysis of calculated NMR data. Biological evaluation revealed distinct anti-inflammatory and anticancer activities. <b>1</b> demonstrated dose-dependent anti-inflammatory activity by suppressing NO release in LPS/IFN-γ-activated RAW264.7 macrophages (25.9% at 10 μM, 29.9% at 20 μM; <i>P</i> < 0.01), while <b>2</b> and <b>3</b> exhibited weaker effects. Moreover, <b>1</b> (IC<sub>50</sub> = 30.62 μM) and <b>2</b> (IC<sub>50</sub> = 23.43 μM) showed moderate inhibitory effects against HepG2 cells, which reveals the potential of their biological activity.

Journal of Natural ProductsVol. 88(7)
Ministry of Education of the People's Republic of China (CN), Harbin Medical University (CN)
Harbin Medical University
Zero hunger
Openalex Percentile: Top 6%
Ginger and Zingiberaceae research
4.67
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Amomaxyz A and B, Sesquiterpene-Indole Alkaloids from Fruits of <i>Amomum maximum</i> Roxb — Jin‐Na Zhao, Xianmei Piao, et al. · Journal of Natural Products (2025) | TGRS Research Map | TGRS