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.
Authors
- Van‐Tuan Vu
- Lingyi Kong (ORCID: https://orcid.org/0000-0001-9712-2618)
- Jiangmin Zhu
- Zhuofu Feng
- Jian‐Guang Luo (ORCID: https://orcid.org/0000-0003-1251-8539)
- Yuxia Wang (ORCID: https://orcid.org/0009-0007-2444-4000)
- Lishu Hong (ORCID: https://orcid.org/0009-0003-4806-3721)
- Shutian Fan
Institutions
- China Pharmaceutical University (CN)
- Phenikaa University (VN)
- State Key Laboratory of Natural Medicine
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