Acta Pharm. 66 (2016) 53-68

 

full paper

Original research paper

 

Synthesis and structure elucidation of some novel thiophene and benzothiophene derivatives as cytotoxic agents

RAFAT M. MOHAREB, AMIRA. E. M. ABDALLAH, MAHER H. E. HELAL and SOMIYA M. H. SHALOOF

raafat_mohareb@yahoo.com

1 Department of Chemistry, Faculty of Science, Cairo University, Giza, A. R. Egypt

2 Department of Chemistry, Faculty of Science, Helwan University, Ain Helwan, Cairo A. R. Egypt

3 Department of Chemistry, Faculty of Science, Western Mountain University, Alzintan, Libya

Accepted September 25, 2015

 

Attempting to produce cyclized systems with potential anti-proliferative activity, a series of novel thiophene and benzothiophene derivatives were designed and synthesized. The reactivity of the latter derivatives towards different chemical reagents was studied. Twenty-one compounds were evaluated as anti-cancer agents. The results showed that ethyl 5-amino-3-(4-chlorostyryl)-4-cyanothiophene-2-carboxylate (5b) ethyl 5-amino-4-((4-methoxyphenyl)carbonyl)-3-methylhiophene-2-carboxylate (8c) and 5-3-(ethoxy-3-oxopropanamido)-3-methyl-4-(phenylcarbamoyl)thiophene-2-carboxylate (9) were the most active compounds towards three tumor cell lines MCF-7 (breast adenocarcinoma), NCI-H460 (non-small cell lung cancer) and SF-268 (CNS cancer) and a normal fibroblast human cell line (WI-38), compared to the anti-proliferative effects of the reference control doxorubicin.

 

Keywords: thiophene, benzothiophene, cytotoxic agents