Microwave-Assisted Solvent-Free Synthesis of Bis(dihydropyrimidinone)benzenes and Evaluation of their Cytotoxic Activity

被引：42

作者：

Azizian, Javad ^{[2
]}

Mohammadi, Mohammad K. ^{[2
]}

Firuzi, Omidreza ^{[1
]}

Mirza, Behrooz ^{[3
]}

Miri, Ramin ^{[1
]}

机构：

[1] Shiraz Univ Med Sci, Med & Nat Prod Chem Res Ctr, Shiraz, Iran

[2] Islamic Azad Univ, Fac Sci, Dept Chem, Sci & Res Branch, Tehran, Iran

[3] Islamic Azad Univ, Fac Sci, Dept Chem, S Tehran Branch, Tehran, Iran

来源：

CHEMICAL BIOLOGY & DRUG DESIGN | 2010年 / 75卷 / 04期

关键词：

Biginelli reaction; cytotoxicity; dihyropyrimidinone; microwave irradiation; multicomponent; terephthalic aldehyde; TMSCl; BIGINELLI DIHYDROPYRIMIDINE SYNTHESIS; ONE-POT SYNTHESIS; CONDENSATION REACTION; 3-COMPONENT REACTION; EFFICIENT SYNTHESIS; REUSABLE CATALYST; DERIVATIVES; BLOCKERS; ACID; QSAR;

D O I：

10.1111/j.1747-0285.2009.00937.x

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

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.

引用

页码：375 / 380

页数：6

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