Jatropodagines A and B: Lathyrane Diterpenoid Dimers from <i>Jatropha podagrica</i> , Inducing Paraptosis-Like Cell Death

The first-reported lathyrane diterpenoid dimers, named jatropodagines A (<b>1</b>) and B (<b>2</b>), were isolated from <i>Jatropha podagrica</i>. Compound <b>1</b> is a [4 + 2] dimer featuring a spirocyclic five-membered ring, while compound <b>2</b> features a unique 3/11/5/5/11/3/3-fused heptacyclic scaffold, formed via an intermolecular Michael addition between two monomers. Their structures were elucidated by extensive NMR spectroscopic data, X-ray diffraction, and quantum chemical calculations. Furthermore, compounds <b>1</b> and <b>2</b> potently induced paraptosis in HepG2 cells by triggering excessive ROS accumulation and ER stress.

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Publication Details

Journal
Organic Letters
Published
2026-03-24
DOI
https://doi.org/10.1021/acs.orglett.6c00670
Primary Topic
Bioactive Natural Diterpenoids Research
Type
article
Field-Weighted Citation Impact
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article

Jatropodagines A and B: Lathyrane Diterpenoid Dimers from Jatropha podagrica , Inducing Paraptosis-Like Cell Death

Organic Letters
Bioactive Natural Diterpenoids Research
article

Jatropodagines A and B: Lathyrane Diterpenoid Dimers from Jatropha podagrica , Inducing Paraptosis-Like Cell Death

article en

Abstract

The first-reported lathyrane diterpenoid dimers, named jatropodagines A (<b>1</b>) and B (<b>2</b>), were isolated from <i>Jatropha podagrica</i>. Compound <b>1</b> is a [4 + 2] dimer featuring a spirocyclic five-membered ring, while compound <b>2</b> features a unique 3/11/5/5/11/3/3-fused heptacyclic scaffold, formed via an intermolecular Michael addition between two monomers. Their structures were elucidated by extensive NMR spectroscopic data, X-ray diffraction, and quantum chemical calculations. Furthermore, compounds <b>1</b> and <b>2</b> potently induced paraptosis in HepG2 cells by triggering excessive ROS accumulation and ER stress.

Organic Letters
Academy of Medical Sciences (GB), Kunming Institute of Botany (CN), Chinese Academy of Sciences (CN), Chinese Academy of Medical Sciences & Peking Union Medical College (CN), Institute of Organic Chemistry with Centre of Phytochemistry (BG), Xinjiang Technical Institute of Physics & Chemistry (CN), Culture Resource (EG), University of Chinese Academy of Sciences (CN)
Openalex Percentile: Top 10%
Bioactive Natural Diterpenoids Research
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