Open AccessSYNTHESIS OF NEW QUINAZOLINONE-BASED CONJUGATES AND IN VITRO CYTOTOXIC EVALUATION
Author(s) -
Tran Khac Vu
Publication year - 2021
Publication title -
vietnam journal of science and technology/science and technology
Language(s) - English
Resource type - Journals
eISSN - 2815-5874
pISSN - 2525-2518
DOI - 10.15625/2525-2518/59/4/15624
Subject(s) - conjugate , quinazolinone , cytotoxic t cell , acetic acid , chemistry , cytotoxicity , in vitro , yield (engineering) , combinatorial chemistry , ic50 , condensation reaction , stereochemistry , chromatography , organic chemistry , biochemistry , mathematics , materials science , mathematical analysis , metallurgy , catalysis
A series of new quinazolione derivatives containing a conjugate sytem 13 a-l were synthesized via a three step-procedure. The first step is the condensation of 5-hydroxyanthranilic acid (10) at 160oC for 2 h to afford the intermediate 11 in high yield. This intermediate was then reacted with n-butylamin in acetic acid at 160oC for 14 h to give 12 in 92%. Finally, the reaction of 12 with different aldehydes in acetic acid at 140oC for 14h furnished new conjugates 13a-l in 62-81%. The bioassay results showed that several compounds displayed cytotoxic effect against two cell lines including HepG-2 and SKLu-1 in which 13h exhibited the strongest cytotoxic effect against SKLu-1 with IC50 value of 5.05 µg/mL.