Four Alkaloids from <i>Alstonia scholaris</i> with Antitumor Activity via Disturbing Glutathione Homeostasis

Alstoschoquinolines A-D (<b>1</b>-<b>4</b>) representing three unprecedented scaffolds were isolated from the leaves of <i>Alstonia scholaris</i> through direct separation by LC/MS detection. <b>1</b> and <b>2</b> consisted of a 5/6/5-coupled quinoline architecture containing six consecutive chiral carbons, while <b>3</b> and <b>4</b> possessed a bridged ring featuring 6/6/6/6 and 6/6/8/6 skeletons, respectively. They might be derived from the corynantheine-type indole alkaloid via sequential oxidation and rearrangement. Compound <b>3</b> exhibited a significant inhibitory effect on colon carcinoma cells by disturbing glutathione circulation.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-01-10
DOI
https://doi.org/10.1021/acs.joc.4c02450
Citations
5
Primary Topic
Alkaloids: synthesis and pharmacology
Type
article
Field-Weighted Citation Impact
7.79

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article

Four Alkaloids from Alstonia scholaris with Antitumor Activity via Disturbing Glutathione Homeostasis

Lanchun Zhang, Xin Wei, Khalid-Hassan Mohamed, Guiguang Cheng et al.
5 citations
The Journal of Organic Chemistry
Alkaloids: synthesis and pharmacology
7.79
article

Four Alkaloids from Alstonia scholaris with Antitumor Activity via Disturbing Glutathione Homeostasis

Lanchun Zhang, Xin Wei, Khalid-Hassan Mohamed, Guiguang Cheng, Xiao‐Dong Luo, Rongping Zhang, Caifeng Ding, Yaping Liu, Zhi Dai, Haofei Yu
article en
5 citations

Abstract

Alstoschoquinolines A-D (<b>1</b>-<b>4</b>) representing three unprecedented scaffolds were isolated from the leaves of <i>Alstonia scholaris</i> through direct separation by LC/MS detection. <b>1</b> and <b>2</b> consisted of a 5/6/5-coupled quinoline architecture containing six consecutive chiral carbons, while <b>3</b> and <b>4</b> possessed a bridged ring featuring 6/6/6/6 and 6/6/8/6 skeletons, respectively. They might be derived from the corynantheine-type indole alkaloid via sequential oxidation and rearrangement. Compound <b>3</b> exhibited a significant inhibitory effect on colon carcinoma cells by disturbing glutathione circulation.

The Journal of Organic ChemistryVol. 90(3)
Kunming University of Science and Technology (CN), Kunming Institute of Botany (CN), Yunnan University (CN), Chinese Academy of Sciences (CN), Kunming Medical University (CN), Yunnan University of Traditional Chinese Medicine (CN)
Major Science and Technology Projects in Yunnan Province
Zero hunger
Openalex Percentile: Top 3%
Alkaloids: synthesis and pharmacology
7.79
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