Heterosiklik 4,5-dihidro-1H-1,2,4-triazol-5-on Türevinin Antioksidan Özelliğinin Erkek Ratlarda (Wistar albino) İn vivo Olarak Belirlenmesi

Year 2020, , 542 - 548, 15.06.2020

Evren Koç , Haydar Yüksek Murat Beytur , Onur Akyıldırım , Mustafa Akçay Cansu Beytur

https://doi.org/10.17798/bitlisfen.600412

Cited By: 7

Abstract

4,5-Dihidro-1H-1,2,4-triazol-5-on türevli
heterosiklik bileşikler sanayide, tıpta, eczacılıkta ve kimyanın pek çok
alanında önemli yere sahiptir. Bu bileşiklerin bazı biyolojik aktivite
özellikleri in vitro olarak
incelenmiş olup bazılarının yüksek aktivite gösterdikleri belirlenmiştir. Bu
aktivitelerden biri de 1,2,4-triazol-5-on türevlerinin göstermiş olduğu
antioksidan özelliğidir. Mevcut araştırmada da, 3-metil-4-(3,4-dihidroksibenzilidenamino)-4,5-dihidro-1H-1,2,4-triazol-5-on (3-MTA) bileşiğinin antioksidan özellik
gösterip göstermediği ratlarda in vivo
olarak spektrofotometrik yöntemle belirlenmiştir. Bu amaçla hayvanlar; kontrol
grubu, DMSO grubu, 10 mg/kg ve 50 mg/kg 3-MTA
bileşiği içeren gruplar olacak şekilde 4’e ayrılmıştır. Yapılan spektrofotometrik
analizler neticesinde kontrol grubuna kıyasla serumda 10 ve 50 mg/kg dozunda 3-MTA bileşiği uygulanan gruplarda,
böbrek dokusunda ise 50 mg/kg dozunda 3-MTA
bileşiği uygulanan grupta total antioksidan düzeyleri artış göstermiştir
(P<0.01). Bununla birlikte; böbrek dokusu total oksidan seviyesinin ise
kontrol grubuna göre 50 mg/kg 3-MTA
bileşiği uygulanan grupta azaldığı belirlenmiştir (P<0.01). Sonuç olarak;
elde edilen verilere göre, 3-MTA
bileşiğinin sıçanlarda uygulanan doz ve sürede toksik etki göstermediği, serum
ve böbrek TAD düzeyindeki artış ve böbrek TOD düzeyindeki azalmaya göre de
olumlu biyolojik aktiviteye sahip olduğu kanısına varılmıştır. 

Keywords

Triazole, Schiff base, TAS, TOS

Supporting Institution

Kafkas Üniversitesi Bilimsel Araştırma Projeleri Komisyonu

Project Number

2018-FM-73

In vivo Determination of Antioxidant Properties of Heterocyclic 4,5- dihydro-1H-1,2,4-triazole-5-one Derivative in Male Rats (Wistar albino)

Abstract

4,5-Dihydro-1H-1,2,4-triazol-5-one derived heterocyclic compounds have an important place in industry, medicine, pharmacy and many other fields of chemistry. Biological activity properties of these compounds have been examined in vitro, it was determined that some of them show high activity. One of these activities is the antioxidant property of 1,2,4-triazol-5-one derivatives. In the present study, the antioxidant properties of 3-methyl4-(3,4-dihydroxybenzylideneamino)-4,5-dihydro-1H-1,2,4-triazol-5-one (3-MTA) were determined in rats by spectrophotometric method in vivo. For this purpose, animals were divided into 4 groups; control group, dimethyl sulfoxide (DMSO) group, 10 mg/kg and 50 mg/kg including MTA compound groups. As a result of the spectrophotometric analyzes, total antioxidant status (TAS) were increased in the serum treated groups of both 3- MTA compounds (P<0.01) and in the renal tissue treated with only 50 mg / kg 3-MTA compounds (P <0.001). On the other hand, total oxidant status (TOS) of kidney tissue was decreased in 50 mg/kg 3-MTA compound administrated group compared to control group (P <0.05). As a result; according to the obtained data, it was concluded that 3-MTA compound did not show toxic effects in dose and duration of rats and it had positive biological activity according to increase in serum and renal TAS levels and decrease in renal TOS levels.

Keywords

Triazol, Schiff bazı, TAD, TOD

Project Number

2018-FM-73

References

• 1. Atashi F., Modarressi A., Pepper M.S. 2015. The Role of Reactive Oxygen Species in Mesenchymal Stem Cell Adipogenic and Osteogenic Differentiation: A Review. Stem Cells and Development, 24 (10): 1150–1163.
• 2. Ihsan A.U., Khan F.U., Khongorzul P., Ahmad K.A., Naveed M., Yasmeen S., Cao Y., Taleb A., Maiti R., Akhter F. 2018. Role of Oxidative Stress in Pathology of Chronic Prostatitis/Chronic Pelvic Pain Syndrome and Male Infertility and Antioxidants Function in Ameliorating Oxidative Stress. Biomedicine & Pharmacotherapy, 106: 714–723.
• 3. Pillai R.R., Karrouchi K., Fettach S., Armaković S., Armaković S.J., Brik Y., Taoufik J., Radi S., Faouzi M.E.A., Ansar M. 2019. Synthesis, Spectroscopic Characterization, Reactive Properties by DFT Calculations, Molecular Dynamics Simulations and Biological Evaluation of Schiff Bases Tethered 1,2,4-Triazole and Pyrazole Rings. Journal of Molecular Structure, 1177: 47–54.
• 4. Đorović J., Milenković D., Joksović L., Joksović M., Marković Z. 2019. Study of Influence of Free Radical Species on Antioxidant Activity of Selected 1,2,4‐triazole‐3‐thiones. ChemistrySelect, 4 (25): 7476–7485.
• 5. Ibrahim M.Y., Hashim N.M., Dhiyaaldeen S.M., Al-Obaidi M.M.J., El-Ferjani R.M., Adam H., Alkotaini B., Al Batran R., Ali H.M. 2016. Acute Toxicity and Gastroprotection Studies of A New Schiff Base Derived Manganese(II) Complex Against Hcl/Ethanol-Induced Gastric Ulcerations in Rats. Scientific Reports, 6: 26819.
• 6. Kahveci B., Özil M., Menteşe E., Bekircan O., Buruk K. 2008. Microwave-Assisted Synthesis and Antifungal Activity of Some New 1H-1,2,4-triazole Derivatives. Russian Journal of Organic Chemistry, 44 (12): 1816–1820.
• 7. Demirbaş N., Ug̵urluog̵lu R., Demirbaş A. 2002. Synthesis of 3-alkyl(aryl)-4-alkylidenamino-4, 5-dihydro-1H-1,2,4-triazol-5-ones and 3-alkyl-4-alkylamino-4,5-dihydro-1H-1,2,4-triazol-5-ones as Antitumor Agents. Bioorganic & Medicinal Chemistry, 10 (12): 3717–3723.
• 8. Saini K.S., Ajay A., Devender N., Bhattacharjee A., Das S., Dwivedi S., Gupt M.P., Bora H.K., Mitra K., Tripathi R.P. 2015. Triazole Analog 1-(1-benzyl-5-(4-chlorophenyl)-1H-1,2,3-triazol-4-yl)-2-(4-bromophenylamino)-1-(4-chlorophenyl) Ethanol Induces Reactive Oxygen Species and Autophagy-Dependent Apoptosis in both In vitro and In vivo Breast Cancer Models. The International Journal of Biochemistry & Cell Biology, 65: 275–287.
• 9. Arslantas A., Yüksek H., Gürsoy Kol Ö., Ocak Z., Tomruk Z., Calapoglu M. 2012. Study of Antioxidant Properties and DNA Interaction of Some Novel 4, 5-dihydro-1H-1, 2, 4-triazol-5-one Derivatives. Asian Journal of Chemistry, 24 (8): 3327–3334.
• 10. Zayed E.M., Zayed M.A., El-Desawy M. 2015. Preparation and Structure Investigation of Novel Schiff Bases Using Spectroscopic, Thermal Analyses and Molecular Orbital Calculations and Studying Their Biological Activities. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 134: 155–164.
• 11. Parlak A.E., Çelik S., Karatepe M., Koparır M. 2015. The Effects of 5,5’-butane-1,4-diylbis{2-[(4-benzylpiperazin-1-yl)methyl]-4-ethyl-2,4-dihydro-3H-1,2,4-triazole-3-thione} on MDA Level and Vitamins in Serum, Liver and Kidney of Rats. NWSA-Physical Sciences, 10 (2): 29-36.
• 12. Yüksek H., Kolaylı S., Küçük M., Yüksek M.Ö., Ocak U., Şahinbaş E., Sivrikaya E., Ocak M. 2006. Synthesis and Antioxidant Activities of Some 4-benzylidenamino-4,5-dihydro-1H-1,2,4-triazol-5-one Derivatives. Indian Journal of Chemistry, 45B: 715–718.
• 13. Chigurupati S., Shaikh S.A., Mohammad J.I., Selvarajan K.K., Nemala A.R., Khaw C.H., Teoh C.F., Kee T.H. 2017. In vitro Antioxidant and In vivo Antidepressant Activity of Green Synthesized Azomethine Derivatives of Cinnamaldehyde. Indian Journal of Pharmacology, 49 (3): 229235.
• 14. Al-Amiery A.A., Al-Majedy Y.K., Ibrahim H.H., Al-Tamimi A.A. 2012. Antioxidant, Antimicrobial, and Theoretical Studies of The Thiosemicarbazone Derivative Schiff Base 2-(2-imino-1-methylimidazolidin-4-ylidene) hydrazinecarbothioamide (IMHC). Organic and Medicinal Chemistry Letters, 2 (4).
• 15. Iqbal S., Khan M.A., Ansari Z., Jabeen A., Faheem A., Fazal-Ur-Rehman S., Basha F.Z. 2019. Synthesis of New Bicarbazole-Linked Triazoles as Non-Cytotoxic Reactive Oxygen Species (ROS) Inhibitors. Synthetic Communications, 49 (18): 2330-2341.
• 16. Lee J.N., Kim S.G., Lim J.Y., Dutta R.K., Kim S.J., Choe S.K., So H.S., Park R. 2016. 3-Aminotriazole Protects From CoCl2-Induced Ototoxicity by Inhibiting the Generation of Reactive Oxygen Species and Proinflammatory Cytokines in Mice. Archives of Toxicology, 90 (4): 781–791.
• 17. Karthikeyan M.S., Prasad D.J., Poojary B., Bhat K.S., Holla B.S., Kumari N.S. 2006. Synthesis and Biological Activity of Schiff and Mannich Bases Bearing 2,4-dichloro-5-fluorophenyl Moiety. Bioorganic & Medicinal Chemistry, 14 (22): 7482–7489.
• 18. Zhang C., Li N., Niu F. 2019. Baicalein Triazole Prevents Respiratory Tract Infection by RSV Through Suppression of Oxidative Damage. Microbial Pathogenesis, 131: 227–233.
• 19. El-Ferjani R.M., Ahmad M., Dhiyaaldeen S.M., Harun F.W., Ibrahim M.Y., Adam H., Yamin B.M., Al-Obaidi M.M.J., Al Batran R. 2016. In vivo Assessment of Antioxidant and Wound Healing Improvement of A New Schiff Base Derived Co(II) Complex in Rats. Scientific Reports, 6: 38748.