Microwave-assisted solvent-free synthesis of Bis(dihydropyrimidinone)benzenes and evaluation of their cytotoxic activity

Chemical Biology & Drug Design
Javad AzizianRamin Miri

Abstract

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 C2 position of pyrimidinone ring showed the importance of this site for cytotoxic activity of these compounds.

References

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Oct 12, 2000·Angewandte Chemie·A Dömling, I Ugi
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Apr 28, 2004·Bioorganic & Medicinal Chemistry·Ramin MiriZahra Amirghofran

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Citations

Jan 8, 2014·Daru : Journal of Faculty of Pharmacy, Tehran University of Medical Sciences·Mohammad K MohammadiRamin Miri
Apr 12, 2015·European Journal of Medicinal Chemistry·Tamara G M TreptowMarcelo G Montes D'Oca

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