Synthesis of some novel dibromo-2-arylquinazolinone derivatives as cytotoxic agents

Zeinab Faghih; Nasrin Rahmannejadi; Razieh Sabet; Kamiar Zomorodian; Mohammad Asad; Soghra Khabnadideh

doi:10.4103/1735-5362.253358

Synthesis of some novel dibromo-2-arylquinazolinone derivatives as cytotoxic agents

Res Pharm Sci. 2019 Mar 8;14(2):115-121. doi: 10.4103/1735-5362.253358. eCollection 2019 Apr.

Authors

Zeinab Faghih¹, Nasrin Rahmannejadi¹, Razieh Sabet², Kamiar Zomorodian³, Mohammad Asad², Soghra Khabnadideh¹

Affiliations

¹ Pharmaceutical Science Research Center, Shiraz university of Medical Sciences, Shiraz, I.R. Iran.
² Faculty of Pharmacy, Shiraz University of Medical Sciences, Shiraz, I.R. Iran.
³ Center of Basic Researches in Infectious Diseases and Department of Medical Mycology and Parasitology, School of Medicine, Shiraz University of Medical Sciences, Shiraz, I.R. Iran.

Abstract

Recently the quinazoline derivatives have attracted much attention for their anticancer properties. In this study a series of new brominated quinazoline derivatives (1a-1g) were synthesized in two steps. In the first step we used N-bromosuccinimide to brominate the anthranilamid. Then in the second step we closed the quinazoline ring by different aromatic aldehydes. Our aldehydes contain different electron donating or electron withdrawing groups at different positions of the aromatic ring. The chemical structures of products were confirmed by spectroscopic methods such as IR, 1HNMR, 13CNMR, and mass spectroscopy. The cytotoxic activities of the compounds were assessed on three cancerous cell lines including MCF-7, A549, and SKOV3 using colorimetric MTT cytotoxic assay in comparison with cisplatin as a standard drug. Our results collectively indicated that 1f and 1g, exhibited the best anti-proliferative activities on three investigated cancerous cell lines.

Keywords: Anticancer; Cytotoxicity; MTT; Quinazolinone.