Synthesis and antiproliferative evaluation of new (4-substituted-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-yl)methane substituted sulfonamide derivatives
- 31 December 2017
- journal article
- Published by European Journal of Chemistry in European Journal of Chemistry
- Vol. 8 (4), 384-390
- https://doi.org/10.5155/eurjchem.8.4.384-390.1635
Abstract
A series of new molecules having 4-substituted-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-yl)methane substituted sulfonamide derivatives were synthesized. The structures of the synthesized compounds were elucidated and confirmed by 1H NMR, 13C NMR, Mass spectra, and the purity was checked through HPLC analysis. The compounds were also evaluated for their in vitro antiproliferative activity against MCF-7, HeLa, A-549 and DU-145 cancer cell lines by MTT assay. Compounds 4d, 7c and 7d were tested for their activity against a panel of eight human kinase at 10 µM concentrations. Among them the compounds 4d and 7d showed very promising activity against CDK5/P25 kinase with 66 and 70% inhibitions, respectively. Compound 7c also showed promising activity of 59% inhibition. The preliminary bioassay showed that most of the compounds were antiproliferative with different degrees, and some compounds showed better activity than 5-fluorouracil which was used as positive control.Keywords
This publication has 24 references indexed in Scilit:
- Development of certain novel N-(2-(2-(2-oxoindolin-3-ylidene)hydrazinecarbonyl)phenyl)-benzamides and 3-(2-oxoindolin-3-ylideneamino)-2-substituted quinazolin-4(3H)-ones as CFM-1 analogs: Design, synthesis, QSAR analysis and anticancer activityEuropean Journal of Medicinal Chemistry, 2015
- Synthesis of 6-cinnamoyl-2H-benzo[b][1,4]oxazin-3(4H)-ones and their effects on A549 lung cancer cell growthEuropean Journal of Medicinal Chemistry, 2014
- Identification of Benzoxazin-3-one Derivatives as Novel, Potent, and Selective Nonsteroidal Mineralocorticoid Receptor AntagonistsJournal of Medicinal Chemistry, 2011
- Exploring Left-Hand-Side substitutions in the benzoxazinone series of 4-amino-piperidine bacterial type IIa topoisomerase inhibitorsBioorganic & Medicinal Chemistry Letters, 2011
- Regulation of the Escherichia coli AtoSC two component system by synthetic biologically active 5;7;8-trimethyl-1;4-benzoxazine analoguesBioorganic & Medicinal Chemistry, 2011
- Novel Benzoxazine and Benzothiazine Derivatives as Multifunctional Antihyperlipidemic AgentsJournal of Medicinal Chemistry, 2011
- Synthesis and discovery of 2,3-dihydro-3,8-diphenylbenzo[1,4]oxazines as a novel class of potent cholesteryl ester transfer protein inhibitorsBioorganic & Medicinal Chemistry Letters, 2010
- Fluconazole analogues containing 2H-1,4-benzothiazin-3(4H)-one or 2H-1,4-benzoxazin-3(4H)-one moieties, a novel class of anti-Candida agentsBioorganic & Medicinal Chemistry Letters, 2010
- Synthesis and discovery of pyrazole-5-carbohydrazide N-glycosides as inducer of autophagy in A549 lung cancer cellsBioorganic & Medicinal Chemistry, 2009
- Epidemiology of Lung Cancer: Looking to the FutureJournal of Clinical Oncology, 2005