European Journal of Chemistry 2015, 6(4), 444-450 | doi: https://doi.org/10.5155/eurjchem.6.4.444-450.1316 | Get rights and content

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Design and synthesis of new thiophene derivatives together with their antitumor evaluations


Mahmoud Ali Abdelaziz Mahmoud (1,*)

(1) Department of Chemistry, Faculty of Science, University of Tabuk, Tabuk, 71491, P.O. Box 741, Kingdom of Saudi Arabia
(*) Corresponding Author

Received: 09 Sep 2015 | Accepted: 04 Oct 2015 | Published: 31 Dec 2015 | Issue Date: December 2015

Abstract


A series of new thiophene derivatives (3a,b) have been prepared by the reaction of acetylacetone with either cyanoacetanilide or 2-cyano-N-(p-tolyl)acetamide and elemental sulfur in the presence of triethylamine as basic catalyst. The two synthesized compounds were used to further synthesize new thiophene derivatives. The structures of all the newly synthesized products have been established on the basis of analytical and spectral data. The antitumor activity of the newly thiophene derivatives was evaluated against six human cancer cell lines, namely gastric cancer (NUGC), colon cancer (DLD1), liver cancer (HA22T and HEPG2), nasopharyngeal carcinoma (HONE1), breast cancer (MCF) and normal fibroblast cells (WI38).


Keywords


Pyrazole; Thiophene; Cytotoxicity; Breast cancer; Antitumor activity; Benzo[b]thiophene

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DOI: 10.5155/eurjchem.6.4.444-450.1316

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References


[1]. Romagnoli, R.; Baraldi, P. G.; Lopez-Cara, C.; Cruz-Lopez, O.; Moorman, A. R.; Massink, A.; IJzerman, A. P.; Vincenzi, F.; Borea, P. A.; Varani, K. Eur. J. Med. Chem. 2015, 101, 185-204.
http://dx.doi.org/10.1016/j.ejmech.2015.06.041

[2]. Romagnoli, R.; Baraldi, P. G.; Lopez-Cara, C.; Salvador, M. K.; Preti, D.; Tabrizi, M. A.; Balzarini, J.; Nussbaumer. P.; Bassetto, M.; Brancale, A.; Fu, X. H.; Yang-Gao, Li. J.; Zhang, S. Z.; Hamel, E.; Bortolozzi, R.; Basso, G.; Viola, G. Bioorg. Med. Chem. 2014, 22(18), 5097-5109.
http://dx.doi.org/10.1016/j.bmc.2013.12.030

[3]. Zhang, Q.; Luo, J.; Ye, L.; Wang, H.; Huang, B.; Zhang, J.; Wu, J.; Zhang, S.; Tian, Y. J. Mol. Struct. 2014, 1074, 33-42.
http://dx.doi.org/10.1016/j.molstruc.2014.04.058

[4]. Mohareb, R. M.; Abbas, N. S.; Ibrahim, R. A. Acta Chim. Slov. 2013, 60, 583-594.

[5]. Lu, X.; Wan, B.; Franzblau, S. G.; You, Q. Eur. J. Med. Chem. 2011, 46(9), 3551-3563.
http://dx.doi.org/10.1016/j.ejmech.2011.05.018

[6]. Dalvie, D. K.; Kalgutkar, A. S.; Khojasteh-Bakht, S. C.; Obach, R. S.; O'Donnell, J. P. Chem. Res. Toxicol. 2002, 15, 269-299.
http://dx.doi.org/10.1021/tx015574b

[7]. Kagan, J.; Arora, S. K.; Prakash, I.; Ustunol, A. Heterocycles 1983, 20, 1341-1345.
http://dx.doi.org/10.3987/R-1983-07-1341

[8]. Gribble, G. W.; Saulnier, M. G.; Sibi, M. P.; Obaza-Nutaitis, J. A. J. Org. Chem. 1984, 49, 4518-4523.
http://dx.doi.org/10.1021/jo00197a039

[9]. Bakker, J.; Gommers, F. J.; Nieuwenhuis, I.; Wynberg, H. J. Biol. Chem. 1979, 254, 1841-1844.

[10]. Iyengar, S.; Arnason, J. T.; Philogene, B. J.; Murand, P.; Werstink, N. H.; Timmins, G. P. Pestic. Biochem. Physiol. 1987, 29(1), 1-9.
http://dx.doi.org/10.1016/0048-3575(87)90078-2

[11]. Matsuura, H.; Saxena, G.; Farmer, S. W.; Hancock, R. E. W.; Towers, G. H. N. Planta Med. 1996, 62, 256-259.
http://dx.doi.org/10.1055/s-2006-957872

[12]. Chan, G. F. Q.; Towers, G. H. N.; Mitchell, J. C. Phytochem. 1975, 14, 2295-2296.
http://dx.doi.org/10.1016/S0031-9422(00)91121-X

[13]. Hudson, J. B.; Graham, E. A.; Miki, N.; Towers, G. H. N.; Hudson, L. L.; Rossi, R.; Carpita, A.; Neri, D. Chemosphere 1989, 19, 1329-1343.
http://dx.doi.org/10.1016/0045-6535(89)90080-5

[14]. Malmstrom, J.; Jonsson, M.; Cotgreave, I. A.; Hammarström, L.; Sjodin, M.; Engman, L. J. Am. Chem. Soc. 2001, 123, 3434-3440.
http://dx.doi.org/10.1021/ja0035811

[15]. Nobles, W. L.; Blanton, D. W.; Jr, C. J. Pharm. Sci. 1964, 53, 115-129.
http://dx.doi.org/10.1002/jps.2600530202

[16]. Meotti, F. C.; Silva, D. O.; dos Santos, A. R. S.; Zeni, G.; Rocha, J. B. T.; Nogueira, C. W. Env. Toxicol. Pharm. 2003, 15(1), 37-44.
http://dx.doi.org/10.1016/j.etap.2003.08.008


How to cite


Mahmoud, M. Eur. J. Chem. 2015, 6(4), 444-450. doi:10.5155/eurjchem.6.4.444-450.1316
Mahmoud, M. Design and synthesis of new thiophene derivatives together with their antitumor evaluations. Eur. J. Chem. 2015, 6(4), 444-450. doi:10.5155/eurjchem.6.4.444-450.1316
Mahmoud, M. (2015). Design and synthesis of new thiophene derivatives together with their antitumor evaluations. European Journal of Chemistry, 6(4), 444-450. doi:10.5155/eurjchem.6.4.444-450.1316
Mahmoud, Mahmoud. "Design and synthesis of new thiophene derivatives together with their antitumor evaluations." European Journal of Chemistry [Online], 6.4 (2015): 444-450. Web. 15 Jan. 2021
Mahmoud, Mahmoud. "Design and synthesis of new thiophene derivatives together with their antitumor evaluations" European Journal of Chemistry [Online], Volume 6 Number 4 (31 December 2015)

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