title: A regioselective multicomponent protocol for the synthesis of novel bioactive 4-hydroxyquinolin-2(1H)-one grafted monospiropyrrolidine and thiapyrrolizidine hybrids.
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.
authors.affiliation: School of Chemical Sciences, Bharathiar University, Coimbatore, 641046, Tamilnadu, India.
authors.forename: Mathan
authors.initials: M
authors.lastname: Sankaran
authors.forename: Chokkalingam
authors.initials: C
authors.lastname: Uvarani
authors.forename: Kumarasamy
authors.initials: K
authors.lastname: Chandraprakash
authors.forename: Swathi U
authors.initials: SU
authors.lastname: Lekshmi
authors.forename: Sengupta
authors.initials: S
authors.lastname: Suparna
authors.forename: James
authors.initials: J
authors.lastname: Platts
authors.forename: Palathurai Subramaniam
authors.initials: PS
authors.lastname: Mohan
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D002470:Cell Survival / Q000187:drug effects; D060326:Chemistry Techniques, Synthetic; D045325:HCT116 Cells; D006367:HeLa Cells; D006801:Humans; D020128:Inhibitory Concentration 50; D011759:Pyrrolidines / Q000737:chemistry*; D015363:Quinolones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013141:Spiro Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D013379:Substrate Specificity
chemical_list: C586058:4-hydroxyquinolin-2(1H)-one; D000970:Antineoplastic Agents; D011759:Pyrrolidines; D015363:Quinolones; D013141:Spiro Compounds