Naslov
Green chemistry approach to the synthesis of 3- substituted-quinazolin-4(3H)-ones and 2-methyl- 3-substituted-quinazolin-4(3H)-ones and biological evaluation

Autori
Komar, Mario ; Molnar, Maja ; Jukić, Marijana ; Glavaš-Obrovac, Ljubica ; Opačak-Bernardi, Teuta

Izvornik
Green Chemistry Letters and Reviews (1751-8253) 13 (2020), 2; 93-101

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, pismo, znanstveni

Ključne riječi
deep eutectic solvents ; 2-methyl-3-substituted-quinazolinones ; green chemistry ; microwave

Sažetak
A synthesis of two series of 3-substituted quinazolinones was performed utilizing a green chemistry approach, deep eutectic solvents and microwaves, namely. 2-Methyl-3-substituted- quinazolin-4 (3H)-one derivatives were synthesized in a two- step reaction, using choline chloride:urea deep eutectic solvent (DES). 3- Substituted- quinazolin-4(3H)-ones were synthesized in one- pot one-step reaction of anthranilic acid, amines and orthoester in a microwave reactor. For the synthesis of 2- methyl- 3-substituted-quinazolin-4(3H)-ones, first conventional synthesis of benzoxazinone, as an intermediate, was performed. Further, benzoxazinone in reaction with corresponding amines, in choline choline:urea deep eutectic solvent, furnished desired compounds. These procedures are based on green principles with the aim of developing synthetic routes for the potential antitumor agents. All compounds were characterized by LC/MS, 1 H NMR and 13C NMR spectral techniques. Compound 1 bearing trifluoromethoxyphenyl group showed promising activity against HuT-78 cell line with IC50 of 51.4 ± 5.1 µM.

Izvorni jezik
Engleski

Znanstvena područja
Kemija, Interdisciplinarne prirodne znanosti, Prehrambena tehnologija

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