Original scientific paper

https://doi.org/10.1515/acph-2017-0040

Synthesis and cytotoxicity evaluation of thiazole derivatives obtained from 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carbonitrile

RAFAT M. MOHAREB ; Department of Chemistry, Faculty of Science Cairo University, Giza, A. R. Egypt
AMIRA E. M. ABDALLAH ; Department of Chemistry Faculty of Science, Helwan University Ain Helwan, Cairo A. R. Egypt
EBTSAM A. AHMED ; Department of Chemistry Faculty of Science, Helwan University Ain Helwan, Cairo A. R. Egypt

Abstract

Reactivity of 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carbonitrile towards thioglycolic acid resulted in thiazole derivative 1. The latter reacted with different chemical reagents to give thiazole, pyrano[2,3-d]thiazole and thiazolo[4,5-d]thiazole derivatives. Cytotoxicity effects of the newly synthesized products against six cancer cell lines, namely, human gastric cancer (NUGC), human colon cancer (DLD-1), human liver cancer (HA22T and HEPG-2), human breast cancer (MCF) and nasopharyngeal carcinoma (HONE-1) as well as against a normal fibroblast cell (WI-38) were evaluated. The study showed that the 4,5,6,7 tetrahydrobenzo[b]thiophene derivatives 6a, 7, 8a,b, 9b and 10b,c were the most active compounds. Their potencies were attributed to the presence of the electron withdrawing groups.

Keywords

tetrahydrobenzo[b]thiophene; thiazole; pyrano[2,3-d]thiazole; thiazolo[4,5-d]thiazole; cytotoxicity; anticancer activity

Hrčak ID:

188207

URI

https://hrcak.srce.hr/188207

Publication date:

31.12.2017.

Visits: 1.502 *