Bazı 2-(4h-[1,2,4] Triazol-3-İl-sulfanil)-asetamid türevlerinin antioksidan ve antiproliferatif özellikleri

Yıl 2021, Cilt: 7 Sayı: 3, 472 - 479, 31.12.2021

Selahattin Demir , Sibel Pekdemir , Serhat Keser , Arzu Karatepe , Metin Koparır , Mustafa Karatepe

https://doi.org/10.29132/ijpas.972632

Cited By: 1

Öz

Bu çalışmada, bazı 2- (4H- [1,2,4] triazol-3-il-sulfanil)-asetamid türevleri bileşiklerinin L1210 kemirgen lösemi kanser hücre hattı üzerindeki sitotoksik etkileri araştırıldı. Aynı zamanda bu bileşiklerle muamele edilen Saccharomyces cerevisiae maya hücrelerinde lipid peroksidasyon derecesini gösteren MDA konsantrasyonu ve vitamin A, E ve C değerlerine etkisi araştırıldı. Ayrıca DPPH radikal süpürme yöntemi ile antioksidan özellikleri araştırıldı. Bileşiklerin Saccharomyces cerevisiae maya hücrelerinde A, E, C vitamin seviyeleri ve MDA konsantrasyonlarında istatistiksel olarak anlamlı bir fark yaratmadığı belirlendi. Çalışma gruplarının DPPH radikal süpürücü aktivite sonuçlarında antioksidan aktivite göstermediği görüldü. Antitümör aktivite sonuçlarına dayanarak, bileşiklerin genel olarak L1210 hücre hattı üzerinde etkili bir sitotoksik aktiviteye sahip olduğu bulundu.

Anahtar Kelimeler

Antikanser, antioksidan, DPPH, MDA, vitamin

Antioxidant and antiproliferative properties of some 2- (4h- [1,2,4] Triazol-3-Yl-sulfanyl) -acetamide derivatives

Öz

In this study, the cytotoxic effects of some 2- (4H- [1,2,4] triazol-3-yl-sulfanyl)-acetamide derivatives compounds on the L1210 rodent leukemia cancer cell line were investigated. At the same time, the effect on MDA concentration showing the degree of lipid peroxidation in Saccharomyces cerevisiae yeast cells treated with these compounds and vitamin A, E and C values were investigated. In addition, the antioxidant properties were investigated by the DPPH radical scavenging method. It was determined that the compounds did not make a statistically significant difference in the A, E, C vitamin levels and MDA concentrations in Saccharomyces cerevisiae yeast cells. It was observed that the study groups did not show antioxidant activity in DPPH radical scavenging activity results. Based on the antitumor activity results, the compounds were generally found to have an effective cytotoxic activity on the L1210 cell line.

Anahtar Kelimeler

antioxidant, anticancer, DPPH, MDA, vitamin

Kaynakça

• Adiguzel, R., Aktan, E., Evren, E., Çetin, A., 2020. A Computational Study on Some Pyridine-Substituted-Bis-1, 2, 4-Triazole Derivatives and Investigation of Their Catalytic Activities. International Journal of Pure and Applied Sciences, 6 (2): 200-207.
• Cansız, A., Servi, S., Koparır, M., Altıntaş, M., Dığrak, M., 2001. Synthesis and antimicrobial activity of some of new 1, 1, 3-trisubstituted cyclobutane containing thiazoles, succinimide and phthalimide derivatives. J. Chem. Soc. Pak, 23 237-239.
• Catignani, G., Bieri, J., 1983. Simultaneous determination of retinol and alpha-tocopherol in serum or plasma by liquid chromatography. Clinical chemistry, 29 (4): 708-712.
• Dalvie, D.K., Kalgutkar, A.S., Khojasteh-Bakht, S.C., Obach, R.S., O'Donnell, J.P., 2002. Biotransformation reactions of five-membered aromatic heterocyclic rings. Chemical research in toxicology, 15 (3): 269-299.
• Dinçer, M., Özdemir, N., Cetin, A., Keser, T., Büyükgüngör, O., 2006. N-Cyclohexyl-2-[5-(4-pyridyl)-4-(p-tolyl)-4H-1, 2, 4-triazol-3-ylsulfanyl] acetamide dihydrate. Acta Crystallographica Section C: Crystal Structure Communications, 62 (11): o639-o642.
• Fenner, F., Gibbs, P., Murphy, F., Rott, R., Studdert, M., White, D., 1993. Virus interacting layered phyllosilicates and methods of inactivating virus on animate and inanimate surfaces. Veterinary Virology; Academic Press, New York403-430.
• George, V., Hierholzer, J., Ades, E. (1996). Cell culture Virology methods manual (pp. 3-23): Elsevier. Georgopapadakou, N.H., 1998. Antifungals: mechanism of action and resistance, established and novel drugs. Current opinion in microbiology, 1 (5): 547-557.
• Goswami, B.N., Kataky, J.C.S., Baruah, J.N., 1984. Synthesis and antibacterial activity of 1‐(2, 4‐dichlorobenzoyl)‐4‐substituted thiosemicarbazides, 1, 2, 4‐triazoles and their methyl derivatives. Journal of Heterocyclic Chemistry, 21 (4): 1225-1229.
• Guler, A., Karatepe, A., Koparir, P., Pekdemir, S., Karatepe, M., 2021. Investigation of the Antioxidant and Antitumour Properties of Some Cyclobutane Ring Containing 2, 5-Thiophene Diacyl Compounds.
• Holla, B., Poojary, K., Kalluraya, B., Gowda, P., 1996. Synthesis, characterisation and antifungal activity of some N-bridged heterocycles derived from 3-(3-bromo-4-methoxyphenyl)-4-amino-5-mercapto-1, 2, 4-triazole. Farmaco (Societa chimica italiana: 1989), 51 (12): 793-799.
• Invidiata, F., Grimaudo, S., Giammanco, P., Giammanco, L., 1991. Synthesis and pharmacological properties of 6-substituted 3-(pyridine-4-yl)-1, 2, 4-triazole [3, 4-b][1, 3, 4] thiadiazoles. Farmaco (Societa chimica italiana: 1989), 46 (12): 1489-1495.
• Karatepe, M., 2004. Simultaneous determination of ascorbic acid and free malondialdehyde in human serum by HPLC-UV. Lc Gc North America104-106.
• Kidwai, M., Sapra, P., Misra, P., Saxena, R., Singh, M., 2001. Microwave assisted solid support synthesis of novel 1, 2, 4-triazolo [3, 4-b]-1, 3, 4-thiadiazepines as potent antimicrobial agents. Bioorganic & medicinal chemistry, 9 (2): 217-220.
• Koparir, M., Orek, C., Alayunt, N., Parlak, A.E., Koparir, P., Sarac, K. ve Cankaya, N., 2013. Synthesis, Structure Investigation, Spectral Characteristics and Biological Activitie of 4-Benzyl-3-(2-Hydroxyphenyl)-1H-1, 2, 4-Triazole-5 (4H)-Thione. Communications in Computational Chemistry, 1 244-268.
• Liyana-Pathirana, C., Shahidi, F., 2005. Optimization of extraction of phenolic compounds from wheat using response surface methodology. Food chemistry, 93 (1): 47-56.
• Pandeya, S., Sriram, D., Nath, G., DeClercq, E., 1999. Synthesis, antibacterial, antifungal and anti-HIV activities of Schiff and Mannich bases derived from isatin derivatives and N-[4-(4′-chlorophenyl) thiazol-2-yl] thiosemicarbazide. European Journal of Pharmaceutical Sciences, 9 (1): 25-31.
• Pandeya, S.N., Sriram, D., Nath, G., De Clercq, E., 2000. Synthesis, antibacterial, antifungal and anti-HIV evaluation of Schiff and Mannich bases of isatin and its derivatives with triazole. Arzneimittelforschung, 50 (01): 55-59.
• Parlak, A., Celik, S., Karatepe, M., Turkoglu, S., Alayunt, N., Dastan, S. ve Koparir, M., 2016. Investigation of biological effects of some Mannich Bases containing Bis-1, 2, 4-Triazole. Cellular and Molecular Biology, 62 (7): 46-54.
• Pekdemir, M.E., Coşkun, M., 2020. Manyetik Fe3O4 Nanopartiküllerinin Siyanurik Klorür Yoluyla Poli (ԑ-Kaprolakton)’a Bağlanması, Termal ve Manyetik Özelliklerinin İncelenmesi. Journal of the Institute of Science and Technology, 10 (4): 2730-2739.
• Timur, İ., Kocyigit, Ü.M., Dastan, T., Sandal, S., Ceribası, A.O., Taslimi, P. ve Çiftçi, M., 2019. In vitro cytotoxic and in vivo antitumoral activities of some aminomethyl derivatives of 2, 4‐dihydro‐3H‐1, 2, 4‐triazole‐3‐thiones—Evaluation of their acetylcholinesterase and carbonic anhydrase enzymes inhibition profiles. Journal of biochemical and molecular toxicology, 33 (1): e22239.
• Todoulou, O., Papadaki-Valiraki, A., Filippatos, E., Ikeda, S., De Clercq, E., 1994. Synthesis and anti-myxovirus activity of some novel N, N′-disubstituted thioureas. European journal of medicinal chemistry, 29 (2): 127-131.
• Turan, N., Topçu, M.F., Ergin, Z., Sandal, S., Tuzcu, M., Akpolat, N. ve Karatepe, M., 2011. Pro-oxidant and antiproliferative effects of the 1, 3, 4-thiadiazole–based Schiff base and its metal complexes. Drug and Chemical Toxicology, 34 (4): 369-378.