Synthesis, antioxidant, and antiurease activities of novel benzimidazole-based 1,3,4-thiadiazole derivatives
Journal of the Iranian Chemical Society, cilt.23, sa.10, 2026 (SCI-Expanded, Scopus)
- Yayın Türü: Makale / Tam Makale
- Cilt numarası: 23 Sayı: 10
- Basım Tarihi: 2026
- Doi Numarası: 10.1007/s13738-026-03601-z
- Dergi Adı: Journal of the Iranian Chemical Society
- Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Ultimate (EBSCO), Materials Science & Engineering Collection (ProQuest), Technology Collection (ProQuest)
- Anahtar Kelimeler: 1, 3, 4-thiadiazole, Antioxidant activity, Benzimidazole, Heterocyclic compounds, Structure–activity relationship, Urease inhibition
- Recep Tayyip Erdoğan Üniversitesi Adresli: Evet
Özet
In this study, we report the synthesis and characterisation of five new benzimidazole-based 1, 3, 4-thiadiazole derivatives (5a–e) and the evaluation of their antioxidant and antiurease activities. The structures were confirmed by NMR (1H, 13C) and LC/TOF–MS analyses (spectra are given in the supplementary information). Biological assays (DPPH, ABTS, iron-reducing power, urease inhibition) revealed that compound 5e (bearing a 4-nitrophenyl substituent) exhibited the strongest urease inhibition (EC50 = 0.1296 ± 0.0260 µM), surpassing thiourea. One-way ANOVA revealed significant differences in urease inhibition between the compounds (p<0.001). Post-hoc Tukey tests confirmed that compound 5e was more effective than several other compounds. The compounds exhibited moderate and comparable antioxidant activities. The first SAR study shows that electron-withdrawing substituents increase urease inhibition, whereas electron-donating groups increase the reducing power. Comparison with earlier reported triazole analogues shows scaffold-dependent changes in bioactivity. These findings support thiadiazoles as promising dual-function agents for oxidative stress and urease-associated pathologies.