title: Synthesis and anticancer evaluation of 3-substituted quinolin-4-ones and 2,3-dihydroquinolin-4-ones.
abstract: A series of 3-aryl-5,7-dimethoxyquinolin-4-ones 8 and 3-aryl-5,7-dimethoxy-2,3-dihydroquinolin-4-ones 13 were synthesized in good yields. Demethylation under a range of conditions afforded the corresponding 5-hydroxy and 5,7-dihydroxy derivatives. Biological evaluation against a range of cancer cells lines showed that the quinolin-4-one scaffold was more cytotoxic than the reduced 2,3-dihydroquinolin-4-one scaffold. The most active monohydroxy compound 15f demonstrated 85.9-99% reduction in cell viability against the cell lines tested.
authors: School of Chemistry, The University of New South Wales, Sydney, NSW 2052, Australia.
authors: Santosh
authors: S
authors: Rajput
authors: School of Chemistry, The University of New South Wales, Sydney, NSW 2052, Australia.
authors: Christopher R
authors: CR
authors: Gardner
authors: ACRF Drug Discovery Centre for Childhood Cancer, Children's Cancer Institute Australia for Medical Research, Lowy Cancer Research Centre, The University of New South Wales, Sydney, NSW 2052, Australia.
authors: Timothy W
authors: TW
authors: Failes
authors: ACRF Drug Discovery Centre for Childhood Cancer, Children's Cancer Institute Australia for Medical Research, Lowy Cancer Research Centre, The University of New South Wales, Sydney, NSW 2052, Australia.
authors: Greg M
authors: GM
authors: Arndt
authors: School of Chemistry, The University of New South Wales, Sydney, NSW 2052, Australia.
authors: David Stc
authors: DS
authors: Black
authors: School of Chemistry, The University of New South Wales, Sydney, NSW 2052, Australia. Electronic address: n.kumar@unsw.edu.au.
authors: Naresh
authors: N
authors: Kumar
mesh_terms: D045744:Cell Line, Tumor; D006801:Humans; D015394:Molecular Structure; D015363:Quinolones / Q000138:chemical synthesis* / Q000737:chemistry; D013329:Structure-Activity Relationship
chemical_list: D015363:Quinolones
keywords: Anticancer; Dihydroquinolin-4-one; Quinolin-4-one