Rh(III)-Catalyzed Redox-Neutral [4+2] Annulation for Direct Assembly of 3-Acyl Isoquinolin-1(2H)-ones as Potent Antitumor Agents.

• 影响指数: 3.21
• 发表时间: 03 2020
• 来源期刊: Chempluschem
• DOI: 10.1002/cplu.201900616
• PMID: 32118370
• 文章类型: Journal Article
• 中科院分区: Q2
• 作者列表: Bian M,Ma L,Wu M,Wu L,Gao H,Yi W,Zhang C,Zhou Z

关键词: C−H functionalization; antitumor agents; cell apoptosis; isoquinolin-1(2H)-one; rhodium(III) catalysis

Mesh: Antineoplastic Agents / chemical synthesis pharmacology; Apoptosis / drug effects; Benzamides / chemistry; Catalysis; Cell Line, Tumor; Cell Proliferation / drug effects; Cyclization; Drug Screening Assays, Antitumor; Humans; Isoquinolines / chemical synthesis pharmacology; Molecular Structure; Oxidation-Reduction; Rhodium / chemistry

Abstract

By virtue of an efficient rhodium(III)-catalyzed redox-neutral C-H activation/ring-opening of a strained ring/[4+2] annulation cascade of N-methoxybenzamides with propargyl cycloalkanols, diverse 3-acyl isoquinolin-1(2H)-ones were directly obtained in good yields and with excellent functional group compatibility. Additionally, their antitumor activities against various human cancer cells including HepG2, A549, MCF-7 and SH-SY5Y were evaluated and the action mechanism of the selected compound was also investigated in vitro. The results revealed that these products possessed a potent efficacy, by inhibiting proliferation and inducing apoptosis in a time-dependent and dose-dependent manner, suggesting that such compounds can serve as promising candidates for anti lung cancer drug discovery.