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A regioselective multicomponent protocol for the synthesis of novel bioactive 4-hydroxyquinolin-2(1H)-one grafted monospiropyrrolidine and thiapyrrolizidine hybrids
Authors:Mathan Sankaran  Chokkalingam Uvarani  Kumarasamy Chandraprakash  Swathi U Lekshmi  Sengupta Suparna  James Platts  Palathurai Subramaniam Mohan
Affiliation:1. School of Chemical Sciences, Bharathiar University, Coimbatore, 641046, Tamilnadu, India
2. Rajiv Gandhi Centre for Biotechnology, Thycaud, Trivandrum, 695 014, India
3. Theoretical & Computational Chemistry, School of Chemistry, Cardiff University, Cardiff, CF10 3AT, UK
Abstract:An expedient route toward the synthesis of 4-hydroxyquinolone grafted spiropyrrolidines or pyrrolizidines has been accomplished through 1,3-dipolar cycloaddition reaction of various azomethine ylides derived from isatin or acenaphthalene and sarcosine with 4-hydroxyquinolone derivatives as dipolarophile. The regio and stereo chemical outcome of the cycloaddition reaction is ascertained by X-ray crystallographic studies and spectroscopic techniques of the cycloadducts. Furthermore, cytotoxicity evaluation of selected compounds showed significant inhibition of cell proliferation against cervical as well as colon cancer cell lines.
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