Lignan–phloroglucinol hybrids with an unprecedented beadlike core from the leaves of <i>Melicope chunii</i>

(±)-Melichuniiones A and B (1 and 2), two novel enantiomeric pairs of lignan-phloroglucinol hybrids with an unprecedented beadlike core were isolated from the leaves of <i>Melicope chunii</i>, together with new analogues 3-6. Compounds 1 and 2 possess a unique dispiro [furan-2,5'-cyclopenta[<i>b</i>]furan-2',3''-furan] 5/5/5/5 tetracyclic skeleton. Their structures were established by extensive spectroscopic analyses, single crystal X-ray diffraction, and electronic circular dichroism (ECD) calculations. Compound 2 significantly reduces GPX4 levels, leading to the accumulation of lipid reactive oxygen species (lipid ROS) in HT-1080 cells, suggesting its potential to induce ferroptosis for anti-tumor activity.

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Publication Details

Journal
Organic & Biomolecular Chemistry
Published
2025-01-01
DOI
https://doi.org/10.1039/d4ob02003k
Citations
1
Primary Topic
Plant-derived Lignans Synthesis and Bioactivity
Type
article
Field-Weighted Citation Impact
0.81
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article

Lignan–phloroglucinol hybrids with an unprecedented beadlike core from the leaves of Melicope chunii

Van‐Tuan Vu, Lingyi Kong, Jiangmin Zhu, Zhuofu Feng et al.
1 citations
Organic & Biomolecular Chemistry
Plant-derived Lignans Synthesis and Bioactivity
0.81
article

Lignan–phloroglucinol hybrids with an unprecedented beadlike core from the leaves of Melicope chunii

Van‐Tuan Vu, Lingyi Kong, Jiangmin Zhu, Zhuofu Feng, Jian‐Guang Luo, Yuxia Wang, Lishu Hong, Shutian Fan
article en
1 citations

Abstract

(±)-Melichuniiones A and B (1 and 2), two novel enantiomeric pairs of lignan-phloroglucinol hybrids with an unprecedented beadlike core were isolated from the leaves of <i>Melicope chunii</i>, together with new analogues 3-6. Compounds 1 and 2 possess a unique dispiro [furan-2,5'-cyclopenta[<i>b</i>]furan-2',3''-furan] 5/5/5/5 tetracyclic skeleton. Their structures were established by extensive spectroscopic analyses, single crystal X-ray diffraction, and electronic circular dichroism (ECD) calculations. Compound 2 significantly reduces GPX4 levels, leading to the accumulation of lipid reactive oxygen species (lipid ROS) in HT-1080 cells, suggesting its potential to induce ferroptosis for anti-tumor activity.

Organic & Biomolecular ChemistryVol. 23(8)
China Pharmaceutical University (CN), Phenikaa University (VN), State Key Laboratory of Natural Medicine
Openalex Percentile: Top 32%
Plant-derived Lignans Synthesis and Bioactivity
0.81
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