Issue 21, 2019

A concise synthesis and biological study of evodiamine and its analogues

Abstract

Efficient access to evodiamine and its analogues is presented via Lewis acid catalysis. In this reaction, three chemical bonds and two heterocyclic-fused rings are constructed in one step. The reaction shows good functional group tolerance and atom economy, and various heteroatom-containing evodiamine analogues are obtained in moderate to excellent yields even on a gram scale. An anti-tumor study in vitro demonstrates compound 2b possesses potent efficacy against hepatoma cell line (IC50 = 5.7 μM).

Graphical abstract: A concise synthesis and biological study of evodiamine and its analogues

Supplementary files

Article information

Article type
Communication
Submitted
17 jan. 2019
Accepted
01 feb. 2019
First published
01 feb. 2019

Chem. Commun., 2019,55, 3089-3092

A concise synthesis and biological study of evodiamine and its analogues

J. Deng, S. Lei, Y. Jiang, H. Zhang, X. Hu, H. Wen, W. Tan and Z. Wang, Chem. Commun., 2019, 55, 3089 DOI: 10.1039/C9CC00434C

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