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

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

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