Polycyclic Limonoids as Potential Nrf2 Inducers from <i>Trichilia connaroides</i>

An investigation of <i>Trichilia connaroides</i> uncovered connarolides A-D (<b>1</b>-<b>4</b>, respectively), four limonoids with exceptional multiring systems. Compound <b>1</b> showcased a unique 5/8/6/6-fused ring system distinguished by a bicyclo[5.2.1<sup>2,4</sup>]decane A/B ring framework. Compound <b>2</b> featured a 5/8/6/5/6 scaffold incorporating a triply fused furan ring, and a long-conjugated system resulted from 3-deoxygenation. X-ray crystallography established the rare 6/3/6/6/6 ring system of <b>3</b>. Moreover, <b>4</b> was identified as an antioxidant, conferring cytoprotective activity through Nrf2 activation.

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Publication Details

Journal
Organic Letters
Published
2026-01-30
DOI
https://doi.org/10.1021/acs.orglett.6c00016
Primary Topic
Phytochemical compounds biological activities
Type
article
Field-Weighted Citation Impact
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article

Polycyclic Limonoids as Potential Nrf2 Inducers from Trichilia connaroides

Jiaxin Xu, Dong-Mei Ren, Yan Zhang, Jian-Min Yue et al.
Organic Letters
Phytochemical compounds biological activities
article

Polycyclic Limonoids as Potential Nrf2 Inducers from Trichilia connaroides

Jiaxin Xu, Dong-Mei Ren, Yan Zhang, Jian-Min Yue, Tao Shen, Long Wang, Xiao-Ning Wang
article en

Abstract

An investigation of <i>Trichilia connaroides</i> uncovered connarolides A-D (<b>1</b>-<b>4</b>, respectively), four limonoids with exceptional multiring systems. Compound <b>1</b> showcased a unique 5/8/6/6-fused ring system distinguished by a bicyclo[5.2.1<sup>2,4</sup>]decane A/B ring framework. Compound <b>2</b> featured a 5/8/6/5/6 scaffold incorporating a triply fused furan ring, and a long-conjugated system resulted from 3-deoxygenation. X-ray crystallography established the rare 6/3/6/6/6 ring system of <b>3</b>. Moreover, <b>4</b> was identified as an antioxidant, conferring cytoprotective activity through Nrf2 activation.

Organic LettersVol. 28(6)
Shandong University (CN), Chinese Academy of Sciences (CN), Shanghai Institute of Materia Medica (CN)
Openalex Percentile: Top 73%
Phytochemical compounds biological activities
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