European Journal of Chemistry

Synthesis and antiproliferative evaluation of new (4-substituted-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-yl)methane substituted sulfonamide derivatives

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Published: Dec 31, 2017
DOI: https://doi.org/10.5155/eurjchem.8.4.384-390.1635
Keywords:
Benzoxazine, Human kinase, Antiproliferative, Sulfonyl chlorides, Phenylmethanethiol, CDK5/P25 kinase inhibitors
Section
Research Article
Issue
Vol. 8 No. 4 (2017): December 2017
Dates
Received 2017-08-01
Accepted 2017-09-23
Published 2017-12-31


Main Article Content

Chandrakant Dhondiram Pawar
Department of Chemical Technology, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad, 431004 (MS), India
Aniket Sarkate
Department of Chemical Technology, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad, 431004 (MS), India
Kshipra Karnik
Department of Chemical Technology, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad, 431004 (MS), India
Dattatraya Navnath Pansare
Department of Chemical Technology, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad, 431004 (MS), India
Devanand Baburao Shinde
Department of Chemistry, Shivaji University, Vidyanagar, Kolhapur, 416004 (MS), India

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.


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Pawar, C. D.; Sarkate, A.; Karnik, K.; Pansare, D. N.; Shinde, D. B. Synthesis and Antiproliferative Evaluation of New (4-Substituted-3,4-Dihydro-2H-benzo[b][1,4]oxazin-2-yl)methane Substituted Sulfonamide Derivatives. Eur. J. Chem. 2017, 8, 384-390.

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Department of Chemical Technology, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad 431004, MS, India
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