Premium
Microwave‐Assisted Solvent‐Free Synthesis of Bis(dihydropyrimidinone)benzenes and Evaluation of their Cytotoxic Activity
Author(s) -
Azizian Javad,
Mohammadi Mohammad K.,
Firuzi Omidreza,
Mirza Behrooz,
Miri Ramin
Publication year - 2010
Publication title -
chemical biology and drug design
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.59
H-Index - 77
eISSN - 1747-0285
pISSN - 1747-0277
DOI - 10.1111/j.1747-0285.2009.00937.x
Subject(s) - hela , chemistry , cytotoxic t cell , guanidine , biginelli reaction , urea , thiourea , ethylene glycol , microwave irradiation , aldehyde , combinatorial chemistry , organic chemistry , biochemistry , cell , in vitro , catalysis
An effective one‐pot synthesis of bis(dihydropyrimidinonoe)benzenes using chlorotrimethylsilane (TMSCl) through Biginelli condensation reaction of terephthalic aldehyde, 1,3‐dicarbonyl compounds and (thio)urea or guanidine under microwave irradiation conditions is described. Excellent yields of the products and simple work‐up are attractive features of this green protocol. Then, the cytotoxic activities of these compounds were evaluated on five different human cancerous cell lines (Raji, HeLa, LS‐180, SKOV‐3 and MCF7). Their cytotoxic study indicated that they possessed a weak to moderate activity. Furthermore, the higher activity of compound 4b bearing sulfur in C 2 position of pyrimidinone ring showed the importance of this site for cytotoxic activity of these compounds.