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Some New Bis-(1,2,4-Triazole) Compounds: Synthesis, Characterization and Urease Enzyme Inhibition

Cilt: 14 Sayı: 3 15 Eylül 2024
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Some New Bis-(1,2,4-Triazole) Compounds: Synthesis, Characterization and Urease Enzyme Inhibition

Öz

In this study, thiosemicarbazide derivatives (2a-c) were obtained from the reaction of acetohydrazide derivative 1,2,4-triazole compound (1) with methyl isothiocyanate, phenyl isothiocyanate, and 4-methylphenyl isothiocyanate compounds, respectively. Then, by intramolecular cyclization of 2a-c compounds, bis-(1,2,4-triazole) compounds (3a-c) were synthesized. The synthesized compounds' chemical structures were verified using FT-IR, 1H-NMR, and 13C-NMR spectroscopic methods. In addition, the urease enzyme inhibition of the synthesized compounds was evaluated using the Weatherburn method in vitro. All newly synthesized compounds showed urease enzyme inhibition in the range of 15.00 ± 0.10 to 16.00 ± 0.25 IC50 (µg/mL) compared to standard thiourea (IC50 = 15.75 ± 0.15 µg/mL).

Anahtar Kelimeler

Bis-(1,2,4-triazole), Isothiocyanate, Thiosemicarbazide, Urease

Destekleyen Kurum

yok

Proje Numarası

yok

Etik Beyan

Gerekli değil

Teşekkür

yok

Kaynakça

  1. Amir, M., and Shikha, K. (2004). Synthesisand Anti-inflammatory, Analgesic, Ulserogenic and Lipid Peroxidation Activities of Some New 2-[(2,6-Dichloroanilino)phenyl]acetic Acid Derivatives. European Journal of Medicinal Chemistry, 39, 535–545.
  2. Akyüz, G., Emirik, M.,, Sökmen, B. B., and Menteşe, E. (2022). Synthesis and Docking Studies of Novel Benzimidazole Derivatives Containing Thiophene and Triazole Rings as Potential Urease Inhibitors. Russian Journal of Bioorganic Chemistry, 48, 87–95.
  3. Akyuz, G., and Mentese, E. (2023). Synthesis of New Coumarin-C3 Benzimidazole Hybrids and Their Urease Inhibition Studies. Letters in Organic Chemistry, 20, 9, 864–870.
  4. Bentley, A., Butters, M.S., Green, P., Learmonth, W. J., MacRae, J. A., Morland, M. C. G., Connor, O., and Skuse, J. (2002). The Discovery and Process Development of a Commercial Routeto the Water-Soluble Prodrug, Fosfluconazole. Organic Process Research& Development, 6, 109–112.
  5. Bekhit, A. A., El-Sayed, O. A., Aboulmagd, E., and Park, J. Y. (2004). Tetrazolo[1,5- a] quinoline as a potential promising new scaff old forthe synthesis of novel antiinflammatory and antibacterial agents. European Journal of Medicinal Chemistry, 39, 249–255.
  6. El-Khawass, S. D. M., and Habib, N. S. (1989). Synthesis of 1,2,4-triazole, 1,2,4-triazolo[3,4- b][1,3,4]thiazinederivatives of benzotriazole. Journal of Heterocyclic Chemistry, 26, 177–181.
  7. Farghaly, A. M., Bekhit, A. A., and Park, J. Y. (2000). Design and synthesis of some oxadiazolyl, thiadiazolyl, thiazolidinyl, and thiazolylderivatives of 1H-pyrazole as anti-inflammatory antimicrobial agents. Archiv der Pharmazie, 333, 53–57.
  8. Gupta, A., Unadkat, J. D., and Mao, Q. (2007). Interactions of Azole Antifungal Agents with theHuman Breast Cancer Resistance Protein (BCRP). Journal of Pharmaceutical Science, 96, 3226–3235.
  9. Kahveci, B., Yılmaz, F., Menteşe, E., and Ülker, S. (2015). Microwave-assistedsynthesis of some new coumarin derivativesin cluding 1,2,4-triazol-3-one and investigation of their biological activities. Chemistry of Heterocyclic Compounds, 51, 5, 447–456.
  10. Karaali, N. and Mentese, E. (2016). Synthesis and Study of Antitumor Activity of Some New 2-(4-Methoxybenzyl)-1H-Benzimidazole Derivatives Bearing Triazole, Oxadiazole and Ethanol Moiety. Revue Roumaine De Chimie, 61, 3, 187–192.

Kaynak Göster

APA
Ünal Karaali, N., & Cihangir, H. N. (2024). Some New Bis-(1,2,4-Triazole) Compounds: Synthesis, Characterization and Urease Enzyme Inhibition. Karadeniz Fen Bilimleri Dergisi, 14(3), 1360-1370. https://doi.org/10.31466/kfbd.1459377
AMA
1.Ünal Karaali N, Cihangir HN. Some New Bis-(1,2,4-Triazole) Compounds: Synthesis, Characterization and Urease Enzyme Inhibition. KFBD. 2024;14(3):1360-1370. doi:10.31466/kfbd.1459377
Chicago
Ünal Karaali, Nesrin, ve Havva Nur Cihangir. 2024. “Some New Bis-(1,2,4-Triazole) Compounds: Synthesis, Characterization and Urease Enzyme Inhibition”. Karadeniz Fen Bilimleri Dergisi 14 (3): 1360-70. https://doi.org/10.31466/kfbd.1459377.
EndNote
Ünal Karaali N, Cihangir HN (01 Eylül 2024) Some New Bis-(1,2,4-Triazole) Compounds: Synthesis, Characterization and Urease Enzyme Inhibition. Karadeniz Fen Bilimleri Dergisi 14 3 1360–1370.
IEEE
[1]N. Ünal Karaali ve H. N. Cihangir, “Some New Bis-(1,2,4-Triazole) Compounds: Synthesis, Characterization and Urease Enzyme Inhibition”, KFBD, c. 14, sy 3, ss. 1360–1370, Eyl. 2024, doi: 10.31466/kfbd.1459377.
ISNAD
Ünal Karaali, Nesrin - Cihangir, Havva Nur. “Some New Bis-(1,2,4-Triazole) Compounds: Synthesis, Characterization and Urease Enzyme Inhibition”. Karadeniz Fen Bilimleri Dergisi 14/3 (01 Eylül 2024): 1360-1370. https://doi.org/10.31466/kfbd.1459377.
JAMA
1.Ünal Karaali N, Cihangir HN. Some New Bis-(1,2,4-Triazole) Compounds: Synthesis, Characterization and Urease Enzyme Inhibition. KFBD. 2024;14:1360–1370.
MLA
Ünal Karaali, Nesrin, ve Havva Nur Cihangir. “Some New Bis-(1,2,4-Triazole) Compounds: Synthesis, Characterization and Urease Enzyme Inhibition”. Karadeniz Fen Bilimleri Dergisi, c. 14, sy 3, Eylül 2024, ss. 1360-7, doi:10.31466/kfbd.1459377.
Vancouver
1.Nesrin Ünal Karaali, Havva Nur Cihangir. Some New Bis-(1,2,4-Triazole) Compounds: Synthesis, Characterization and Urease Enzyme Inhibition. KFBD. 01 Eylül 2024;14(3):1360-7. doi:10.31466/kfbd.1459377