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 (CROSBI ID 275628)
Prilog u časopisu | Pismo (znanstveno) | međunarodna recenzija
Podaci o odgovornosti
Komar, Mario ; Molnar, Maja ; Jukić, Marijana ; Glavaš-Obrovac, Ljubica ; Opačak-Bernardi, Teuta
engleski
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
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.
deep eutectic solvents ; 2-methyl-3-substituted-quinazolinones ; green chemistry ; microwave
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Podaci o izdanju
13 (2)
2020.
93-101
objavljeno
1751-8253
1751-7192
10.1080/17518253.2020.1741694
Povezanost rada
Interdisciplinarne prirodne znanosti, Kemija, Prehrambena tehnologija