Abstract
A number of nitrogen heterocyclic derivatives, namely 1,3-thiazole and imidazolidine-2-thione, have been synthesized and their structures confirmed by IR, 1H and 13C NMR, and mass spectra. Cytotoxic activity of some synthesized products has been tested against human hepatocellular carcinoma (HepG2) cell line using the MTT assay. The most potent anti-proliferative agent demonstrates activity 2-fold higher than the reference compound doxorubicin. Three compounds have been characterized by IC50 value against VEGFR-2. The cell cycle analysis of compound 6 has demonstrated cell cycle arrest at G1 phase and accumulation of cells in pre-G1 phase indicating that cytotoxic activity proceeds via apoptotic pathway.
Similar content being viewed by others
REFERENCES
Fahmy, H.T., Rostom, S.A., and Bekhit, A.A., Arch. Pharm. Med. Chem., 2002, vol. 335, p. 213. https://doi.org/10.1002/1521-4184(200205)335:5<213::AID-ARDP213>3.0.CO;2-H
Zaki, I., Abdelhameid, M.K., El-Deen, I.M., Wahab, A.H.A.A., Ashmawy, A.M., and Mohamed, K.O., Eur. J. Med. Chem., 2018, vol. 156, p. 563. https://doi.org/10.1016/j.ejmech.2018.07.003
Al-Ghareeb, M.S., Heba, A.E., and Abd-Allah, R.M., Latin Am. J. Pharm., 2018, vol. 37, p. 1035.
Prashanth, T., Avin, B.R.V., Thirusangu, P., Ranganatha, V.L., Prabhakar, B.T., Sharath Chandra, J.N.N., and Khanum, S.A., Biomed. Pharm., 2019, vol. 112, p. 108707. https://doi.org/10.1016/j.biopha.2019.108707
Tovari, J., Bocsi, J., Ladanyi, A., Lapis, K., and Timar, J., Anticancer Res., 1996, vol. 16, p. 3307.
Gorczynski, M.J., Leal, R.M., Mooberry, S.L., Bushweller, J.H., and Brown, M.L., Bioorg. Med. Chem., 2004, vol. 12, p. 1029. https://doi.org/10.1016/j.bmc.2003.12.003
Patt, W.C., Hamilton, H.W., Taylor, M.D., Ryan, M.J., Taylor, D.G., Connolly, C.J.C., Doherty, A.M., Klutchko, S.R., and Sircar, I., J. Med. Chem., 1992, vol. 35, p. 2562. https://doi.org/10.1021/jm00092a006
Tsuji, K. and Ishikawa, H., Bioorg. Med. Chem. Lett., 1994, vol. 4, p. 1601. https://doi.org/10.1016/S0960-894X(01)80574-6
Ohkubo, M., Kuno, A., Nakanishi, I., and Takasuci, H., Chem. Pharm. Bull., 1995, vol. 43, p. 1497. https://doi.org/10.1248/cpb.43.1497
Gürsoy, E. and Güzeldemirci, N.U., Eur. J. Med. Chem., 2007, vol. 42, p. 320. https://doi.org/10.1016/j.ejmech.2006.10.012
Author information
Authors and Affiliations
Corresponding author
Ethics declarations
No conflict of interest was declared by the authors.
Rights and permissions
About this article
Cite this article
El-Deen, I.M., Elsayed, E.H., El-Ahwany, M. et al. Design, Synthesis, and Anticancer Activity of New Derivatives of Thiazole and Imidazole. Russ J Gen Chem 90, 2350–2355 (2020). https://doi.org/10.1134/S1070363220120191
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070363220120191