Synthesis and cytotoxicity of novel thioxo-quinazolino[3,4-$a$]quinazolinones

Authors

NEGAR MOHAMMADHOSSEINI
MINA SAEEDI
SHAHRAM MORADI
MOHAMMAD MAHDAVI
OMIDREZA FIRUZI
ALIREZA FOROUMADI
ABBAS SHAFIEE

DOI

10.3906/kim-1512-80

Abstract

Various thioxo-quinazolino[3,4-$a$]quinazolinones were prepared and evaluated for their cytotoxicity in MOLT-4 (lymphoblastic leukemia) and MCF-7 (breast adenocarcinoma) cell lines. Synthesis of the target compounds was started from isatoic anhydride. Successive reaction of isatoic anhydride with benzylamine and 2-nitrobenzaldehyde, reduction of the nitro group, and reaction with CS$_{2}$ gave 12-benzyl-6-thioxo-6,7,11b,12-tetrahydro-13$H$-quinazolino[3,4-$a$]quinazolin-13-one. The latter compound reacted with various 2-chloro-$N$-substituted acetamides to afford the corresponding fused quinazolinone derivatives.

Keywords

Quinazolinones, cytotoxicity, thioxo-quinazolino[3, 4-$a$]quinazoline, 2-nitrobenzaldehyde

First Page

125

Last Page

134

Recommended Citation

MOHAMMADHOSSEINI, NEGAR; SAEEDI, MINA; MORADI, SHAHRAM; MAHDAVI, MOHAMMAD; FIRUZI, OMIDREZA; FOROUMADI, ALIREZA; and SHAFIEE, ABBAS (2017) "Synthesis and cytotoxicity of novel thioxo-quinazolino[3,4-$a$]quinazolinones," Turkish Journal of Chemistry: Vol. 41: No. 1, Article 11. https://doi.org/10.3906/kim-1512-80
Available at: https://journals.tubitak.gov.tr/chem/vol41/iss1/11