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

• Main Authors: Mohareb Rafat M., Abdallah Amira E. M., Ahmed Ebtsam A.
• Format: Article
• Language: English
• Published: Sciendo 2017-12-01
• Series: Acta Pharmaceutica
• Subjects: tetrahydrobenzo[b]thiophene; thiazole; pyrano[ 2,3-d]thiazole; thiazolo[4,5-d]thiazole; cytotoxicity; anticancer activity
• Online Access: https://doi.org/10.1515/acph-2017-0040
• ISSN: 1846-9558

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 w ere t he most active compounds. Their potencies were attributed to the presence of the electron withdrawing groups.