Anticancer activity of some new series of 2-(substituted)amino-1,3-thiazole derivatives

• Autorzy: Bakare Safyah B.

Identyfikatory

DOI

10.2478/pjct-2019-0025

• Języki publikacji: EN

Abstrakty

EN

A series of thiazole derivatives were synthesized and structurally elucidated by IR, ¹H NMR, ¹³C NMR, mass and elemental analyses. The prepared compounds were screened for their cytotoxic activity against Leukemia HL-60 cell line. Compound 4b was considered as the most promising antitumor candidate among the tested compounds. Mechanism of action of compound 4b evaluated by flow cytometric assay revealed cell cycle arrest at G2/M phase and pre-G1 apoptosis. The ratio of apoptosis was also determined. Moreover, compound 4b increased the concentration of caspase 3 by 4 fold more than untreated control.

Słowa kluczowe

EN

Thiazole; Anticancer; Cell Cycle Analysis; Annexin V; FITC; Doxorubicin

• Wydawca: West Pomeranian University of Technology. Publishing House
• Czasopismo: Polish Journal of Chemical Technology
• Rocznik: 2019
• Tom: Vol. 21, nr 3
• Strony: 19--25
• Opis fizyczny: Bibliogr. 14 poz., rys., tab.

Twórcy

autor

Bakare Safyah B.

• Faculty of Education, Shaqra University, Al Muzahimiyah, Shaqra, Riyadh Province, P.O. Box 90, Zip Code 11921,Kingdom Saudi Arabia

Bibliografia

• 1. Schnurch, M., Waldner, Hilber, K. & Mihovilovic, M. D. (2011). Synthesis of 5-arylated N-arylthiazole-2-amines as potential skeletal muscle cell differentiation promoters. Bioorg. Med. Chem. Lett., 21(7), 2149–2154. doi.org/10.1016/j.bmcl.2011.01.123.
• 2. Yadav, P.S., Devprakash & SenthilKumar, G.P. (2011). Benzothiazole: different methods of synthesis and diverse biological activities. Int. Pharm. Sci. Drug Res., 3, 1–7.
• 3. Zaki, I., Abdelhameid, M.K., El-Deen, I.M., Wahab, A.H. A.A., Ashmawy, A.M. & Mohamed, K.O. (2018). Design, synthesis and screening of 1, 2, 4-triazinone derivatives as potential antitumor agents with apoptosis inducing activity on MCF-7 breast cancer cell line. Eur. J. Med. Chem., 156, 563–579. doi.org/10.1016/j.ejmech.2018.07.003.
• 4. Hassan, F.A. (2012). Synthesis, characterization, antiinflammatory, and antioxidant activities of some new thiazole derivatives. Int. J. Appl. Sci. Technol., 2, 180–187.
• 5. El-Sayed, E.H., Moustafa, A.Y., & El-Ata, S.A.A. (2018). Synthesis of New 2-N-Substituted Amino-5-aryl-1,3-thiazoles as Antitumor Agents. Latin Amer. J. Pharm., 37, 1594–1601.
• 6. Al-Ghareb, M.S., El-Hady, H.A. & Abd-Allah, R.M. (2018). In Vitro Antitumor Evaluation of Some New Tetra Substituted 1,2,4-Triazines. Latin Amer. J. Pharm., 37, 1035–1045.
• 7. Minh-An, T.N., Kumar, M.A., Chang, S.H., Kim, M.P., Kim, J.A. & Lee, K.D. (2014). Synthesis, Anticancer and Antioxidant Activity of Novel 2,4-Disubstituted Thiazoles. Bull. Korean Chem. Soc., 35(6), 1619–1624. https://doi.org/10.5012/bkcs.2014.35.6.1619.
• 8. Mahmoodi, N.O., Parvizi, J., Sharifzadeh, B. & Rassa, M. (2013). Facile Regioselective Synthesis of Novel bis Thiazole Derivatives and Their Antimicrobial Activity. Arch. Pharm. Chem. Life Sci., 346(12), 860–864. doi.org/10.1002/ardp.201300187.
• 9. Silverman, R.B. (1992). The Organic Chemistry Of Drug Design And Drug Action, Academic Press; London, 12, 263.
• 10. Pani, A., Mrongiu, M.E., Pinna, E., Scintu, F., Perra. C., Demontis, A., Manfredini, S. & La-Colla, P. (1998). In vitro and in vivo antiproliferative activity of IPCAR, a new pyrazole nucleoside analog. Anticancer Res., 18, 2623–2630.
• 11. Krapcho, A.P., Menta, E., Olive, A., Didomenica, R., Fiocchi, L., Maroesch, M.E., Gallagher, C.E., Hacker, M.P., Leggiolin, G., Giullani, F.C., Pezzoni, G. & Spinelli, S. (1998). Synthesis and Antitumor Evaluation of 2,5-Disubstituted-Indazolo[4,3-gh]isoquinolin-6(2H)-ones (9-Aza-anthrapyraz oles). J. Med. Chem., 41, 5429–5444. DOI: 10.1021/jm9804432.
• 12. Daidone, G., Maggio, B., Plescia, S., Raffa, D., Musiu, C., Milia, C., Perra, G., & Marongiu, M.E. (1998). Antimicrobial and antineoplastic activities of new 4-diazopyrazole derivatives. Eur. J. Med. Chem., 33, 375–382. doi.org/10.1016/S0223-5234(98)80004-4.
• 13. Kubba, A.A.R.M. & Rahim, N.A.H.A. (2018). Synthesis and antimicrobial evaluation of new-[2-amino-4- (4-chloro-/4-bromophenyl)-1,3-thiazole derivatives. J. Pharm. Res., 12(1), 145–150.
• 14. de Santa, T.I., de Oliveira Barbosa, M., de Moraes Gomes P.A.T., da Cruz A.C.N., da Silva, T.G. & Leita, A.C.L. (2018). Synthesis, anticancer activity and mechanism of action of new thiazole derivatives. Eur. J. Med. Chem., 144, 874–886. doi. org/10.1016/j.ejmech.2017.12.040.

Uwagi

Opracowanie rekordu w ramach umowy 509/P-DUN/2018 ze środków MNiSW przeznaczonych na działalność upowszechniającą naukę (2019).