Research in Pharmaceutical Sciences

ORIGINAL ARTICLE
Year
: 2018  |  Volume : 13  |  Issue : 5  |  Page : 450--459

Synthesis and cytotoxic evaluation of novel quinazolinone derivatives as potential anticancer agents


Safoora Poorirani1, Sedighe Sadeghian-Rizi1, Ghadamali Khodarahmi1, Marzieh Rahmani Khajouei2, Farshid Hassanzadeh1 
1 Department of Medicinal Chemistry, School of Pharmacy and Pharmaceutical Science, Isfahan University of Medical Sciences, Isfahan, I.R. Iran
2 Isfahan Pharmaceutical Sciences Research Center, Isfahan University of Medical Sciences, Isfahan, I.R. Iran

Correspondence Address:
Farshid Hassanzadeh
Department of Medicinal Chemistry, School of Pharmacy and Pharmaceutical Science, Isfahan University of Medical Sciences, Isfahan
I.R. Iran

Nitrogen-rich heterocyclic compounds represent a unique class of chemicals with especial properties and have been modified to design novel pharmaceutically active compounds. In this study, a series of novel quinazolinone derivatives with substituted quinoxalindione were synthesized in two parts. In the first part, 6-(4-amino-3-methylphenoxy)quinoxaline-2,3(1H,4H)-dione was prepared from para-amino -m-crozol in 5 steps. In the next part, 2-alkyl-4H-benzo[d][1,3]oxazin-4-one derivatives were obtained from antranilic acid. Then reaction of 6-(4-amino-3-methylphenoxy)quinoxaline-2,3(1H,4H)-dione with 2-alkyl-4H-benzo[d][1,3]oxazin-4-one derivatives resulted in the production of final componds. The structures of synthesized compounds were confirmed by IR and 1H-NMR. Cytotoxic activity of the compounds were evaluated at 0.1, 1, 10, 50 and 100 μM concentrations against MCF-7 and HeLa cell lines using the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) colorimetric assay. Almost all new compounds showed cytotoxic activity in both cell lines. Among tested compounds, 11g displayed the highest cytotoxic activity against both cell lines.


How to cite this article:
Poorirani S, Sadeghian-Rizi S, Khodarahmi G, Khajouei MR, Hassanzadeh F. Synthesis and cytotoxic evaluation of novel quinazolinone derivatives as potential anticancer agents.Res Pharma Sci 2018;13:450-459


How to cite this URL:
Poorirani S, Sadeghian-Rizi S, Khodarahmi G, Khajouei MR, Hassanzadeh F. Synthesis and cytotoxic evaluation of novel quinazolinone derivatives as potential anticancer agents. Res Pharma Sci [serial online] 2018 [cited 2022 Jan 17 ];13:450-459
Available from: https://www.rpsjournal.net/article.asp?issn=1735-5362;year=2018;volume=13;issue=5;spage=450;epage=459;aulast=Poorirani;type=0