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

Year 2024, , 1360 - 1370, 15.09.2024

Nesrin Ünal Karaali , Havva Nur Cihangir

https://doi.org/10.31466/kfbd.1459377

Abstract

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).

Keywords

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

Ethical Statement

no

Supporting Institution

no

Project Number

yok

Thanks

no

Bazı Yeni Bis-(1,2,4-Triazol) Bileşikleri: Sentez, Karakterizasyon ve Üreaz Enzim İnhibisyonu

Abstract

Bu çalışmada, asetohidrazid türevi 1,2,4-triazol bileşiğinin (1) sırasıyla etilizotiyosiyanat, fenilizotiyosiyanat ve 4-etilfenilizotiyosiyanat bileşikleri ile reaksiyonundan tiyosemikarbazid türevleri (2a-c) elde edilmiştir. Daha sonra, 2a-c bileşiklerinin intramoleküler siklizasyonu ile bis-(1,2,4-triazol) bileşikleri (3a-c) sentezlenmiştir. Sentezlenen bileşiklerin kimyasal yapıları FT-IR, 1H-NMR ve 13C-NMR spektroskopik yöntemleri kullanılarak doğrulandı. Ayrıca, sentezlenen bileşiklerin üreaz enzimi inhibisyonu in vitro Weatherburn yöntemi kullanılarak değerlendirildi. Yeni sentezlenen tüm bileşikler, standart tiyoüre (IC50 (µg/mL): 15.75 ± 0.15) ile karşılaştırıldığında 15.00 ± 0.10 ila 16.00 ± 0.25 IC50 (µg/mL) aralığında üreaz enzim inhibisyonu göstermiştir.

Keywords

İzotiyosiyanat, Tiyosemikarbazi, Üreaz., Bis-(1,2,4-triazol)

Ethical Statement

Gerekli değil

Supporting Institution

yok

Project Number

yok

Thanks

yok

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