Ewais, M. (2023). Synthesis of new series of quinazolinone derivatives endowed with anticancer potential. Benha Journal of Applied Sciences, (), -. doi: 10.21608/bjas.2023.188176.1037
Mohga Abdelsalam Ewais. "Synthesis of new series of quinazolinone derivatives endowed with anticancer potential". Benha Journal of Applied Sciences, , , 2023, -. doi: 10.21608/bjas.2023.188176.1037
Ewais, M. (2023). 'Synthesis of new series of quinazolinone derivatives endowed with anticancer potential', Benha Journal of Applied Sciences, (), pp. -. doi: 10.21608/bjas.2023.188176.1037
Ewais, M. Synthesis of new series of quinazolinone derivatives endowed with anticancer potential. Benha Journal of Applied Sciences, 2023; (): -. doi: 10.21608/bjas.2023.188176.1037
Synthesis of new series of quinazolinone derivatives endowed with anticancer potential
Articles in Press, Accepted Manuscript, Available Online from 13 March 2023
Chemistry, faculty of science, benha university, benha, egypt
Abstract
The key structure 2-phenylbenzoxazinone 1 was utilised to produce innovative series of N-containing heterocyclic compounds. Hydrazinolysis of 2-phenylbenzoxazinone 1 under standard circumstances generated the matching 3-amino quinazolinone derivative 2, which was employed as the main structure in our investigation. Cyanuric chloride was attacked nucleophilically by the synthesised quinazolinone 2 to produce the monosubstituted 1,3,5-triazine derivative 3-((4,6-dichloro-1,3,5-triazin-2-yl)amino). -2-phenyl-2,3-dihydroquinazolin-4(4aH)-one 8 In addition, the nucleophilic replacement of monosubstituted 1,3,5-triazine with various amino acids led to the formation of di- and tri-substituted 1,3,5-triazine derivatives, depending on the temperature and molar ratio of the amino acids utilised. Hydrazinolysis of 2-phenylbenzoxazinone 1 under microwave irradiation produced the hydrazino benzamide derivative 7, which, following condensation with various aromatic aldehydes, supplied distinct hydrazones 14a-e. Schiff's bases 14a, 14b, and 14d exhibited outstanding anticancer activities with single-digit nanomolar IC50 values against triple negative breast cancer cells; MDA-MB 231 being more potent than doxorubicin and all the evaluated new compounds and precursors in the present study. In addition, this observation's safety profile seemed encouraging. ((4-chloro-6-((4-oxo-2-phenyl-4,4a-dihydroquinazolin-3(2H)-yl)amino)-1,3,5-triazin-2-yl)amino) The IC50 values against MDA-MB 231 indicated that acids 11a and 11b had somewhat less significant anticancer activity. In contrast, compounds 11a, 12a, 12b, and 14 a-d were more effective than doxorubicin against HepG-2b liver cancer cells.