<abstract xmlns="http://www.w3.org/1999/xhtml"><p>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 synthesized and evaluated as anti-cancer agents. The results showed that ethyl 5-amino-3-(4-chlorostyryl)-4-cyanothiophene-2-carboxylate (<bold>5b</bold>), ethyl 5-amino-4-((4-methoxyphenyl)carbonyl)-3-methylhiophene-2-carboxylate (<bold>8c</bold>) and 5-3-(ethoxy-3-oxopropanamido)-3-methyl-4-(phenylcarbamoyl)thiophene-2-carboxylate (<bold>9</bold>) 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 fibro-blast human cell line (WI-38) compared to the anti-proliferative effects of the reference control doxorubicin.</p></abstract>

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 synthesized and 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 fibro-blast human cell line (WI-38) compared to the anti-proliferative effects of the reference control doxorubicin.

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

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

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

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

Acta Pharmaceutica

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

Attempting to produce cyclized systems with potential anti-proliferative activity, a series of novel thiophene and benzothiophene derivatives were designed and...

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

Published Online: Mar 07, 2016

Page range: 53 - 68

Accepted: Sep 25, 2015

DOI: https://doi.org/10.1515/acph-2016-0005

Keywords
thiophene, benzothiophene, cytotoxic agents

© 2016 Rafat M. Mohareb et al., published by De Gruyter Open

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

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

Published Online: Mar 07, 2016

Page range: 53 - 68

Accepted: Sep 25, 2015

DOI: https://doi.org/10.1515/acph-2016-0005

Keywordsthiophene, benzothiophene, cytotoxic agents

© 2016 Rafat M. Mohareb et al., published by De Gruyter Open

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

Keywords
thiophene, benzothiophene, cytotoxic agents