Acta Pharm. 66 (2016) 53-68
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
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