Affiliation:
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
Abstract
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 w ere t he most active compounds. Their potencies were attributed to the presence of the electron withdrawing groups.
Subject
Pharmaceutical Science,Pharmacology,General Medicine
Reference29 articles.
1. 1. I. Lagoja, C. Pannecouque, G. Griffioen, S. Wera, V. M. Rojasdelaparra and A. V. Aerschot, Substituted 2-aminothiazoles are exceptional inhibitors of neuronal degeneration in tau-driven models of Alzheimer’s disease, Eur. J. Med. Chem. 43 (2011) 386-392; https://doi.org/org/10.1016/j.ejps.2011.05.014
2. 2. S. Kamila, K. Mendoza and E. R. Biehl, Microwave-assisted Hantzsch thiazole synthesis of Nphenyl- 4-(6-phenylimidazo[2,1-b]thiazol-5-yl)thiazol-2-amines from the reaction of 2-chloro-1-(6- phenylimidazo[2,1-b]thiazol-5-yl)ethanones and thioureas, Tetrahedron Lett. 53 (2012) 4921-4924; https://doi.org/10.1016/j.tetlet.2012.06.116
3. 3. A. H. Cook, I. Heilbron, S. F. Macdonald and A. P. Mahadevan, 226. Studies in the azole series. Part XII. Some thiazolopyrimidines, J. Chem. Soc. 1949, 1064-1068; https://doi.org/10.1039/JR9490001064
4. 4. R. Robinson, CCXXXII. - A new synthesis of oxazole derivatives, J. Chem. Soc. 95 (1909) 2167-2174; https://doi.org/org/10.1039/CT9099502167
5. 5. S. Gabriel, Eine Synthese von Oxazolen und Thiazolen. I, Ber. Dtsch. Chem. Ges. 43 (1910) 134-138; https://doi.org/10.1002/cber.19100430117
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