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Microwave‐Assisted Three‐Component Synthesis of Novel <i>N</i>‐Arylated‐Dihydrobenzo[<i>g</i>]quinoline‐5,10‐Diones and Their Potential Cytotoxic Activity

Ha Thanh Nguyen, Giang Le‐Nhat‐Thuy, Phượng Hoàng Thị, Quynh Giang Nguyen Thi, Tuan Anh Nguyen, Nguyễn Thị Thu Hà, Tuyet Anh Dang Thi, Tuyen Van Nguyen

2022Chemistry & Biodiversity15 citationsDOI

Abstract

A convenient three-component synthetic approach was developed en route to new and significative N-arylated-dihydrobenzo[g]quinoline-5,10-diones using 2-hydroxy-1,4-naphthoquinone, a variety of aromatic aldehydes, and 4-(arylamino)furan-2(5H)-ones. A sequence of steps including Knoevenagel condensation, Michael addition, [1,3]-hydrogen shift, intramolecular cyclization and dehydration led to the formation of products. All the products were structurally characterized by spectroscopic techniques and assessed in terms of their cytotoxicity profile against four cancer cell lines (KB, HepG2, A549, and MCF7), and human embryonic kidney (Hek-293) cell lines.

Topics & Concepts

ChemistryKnoevenagel condensationQuinolineCytotoxicityStereochemistryFuranCombinatorial chemistryIntramolecular forceOrganic chemistryBiochemistryIn vitroCatalysisBioactive Compounds and Antitumor AgentsCancer therapeutics and mechanismsChemical synthesis and alkaloids