Chemo- and Diastereoselective Cycloisomerization/[2+3] Cycloaddition of Enynamides: Synthesis of Spiropyrazolines as Potential Anticancer Reagents

被引：5

作者：

Fang, Huaying ^{[1
]}

Li, Yang ^{[1
]}

Zhang, Lan ^{[2
]}

Yan, Zhen-Hui ^{[1
]}

Ma, Ke ^{[1
]}

Peng, Cheng ^{[1
]}

Huang, Wei ^{[1
]}

Zhan, Gu ^{[1
]}

机构：

[1] Chengdu Univ Tradit Chinese Med, Sch Pharm, State Key Lab Southwestern Chinese Med Resources, Chengdu 611137, Peoples R China

[2] Southwest Jiaotong Univ, Sichuan Engn Res Ctr Biomimet Synth Nat Drugs, Sch Life Sci & Engn, Chengdu 610031, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 11期

基金：

中国国家自然科学基金;

关键词：

HIGHLY SUBSTITUTED FURANS;

D O I：

10.1021/acs.joc.3c00533

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A silver-catalyzed one-pot cycloisomerization/[2 + 3] cycloaddition of enynamides with in situ generated nitrile imines has been developed. Unlike the well-established cycloisomerization/[4 + n] cycloadditions of enynamides, this strategy provides efficient access to a new type of spiropyrazolines, which exhibit an anti-proliferation effect on multiple tumor cell lines. The compound 3u exhibits obvious anticancer activity by inducing apoptosis in RICO cells. The combination of compound 3u and an autophagy inhibitor could improve its anti-proliferation capacities.

引用

页码：7311 / 7319

页数：9

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