Synthesis, antioxidant, and antiurease activities of novel benzimidazole-based 1,3,4-thiadiazole derivatives
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.
Anahtar Kelimeler
Tam Kayıt
| Alan | Değer | Dil |
|---|---|---|
| dc.contributor.author | Gümrükçüoğlu, Taner İlker | |
| dc.contributor.author | Akgün, Hakan | |
| dc.contributor.author | Bektaş, Hakan | |
| dc.contributor.author | Sökmen, Bahar Bilgin | |
| dc.contributor.author | Menteşe, Emre | |
| dc.date.accessioned | 2026-10-22T10:21:39.572755815Z | |
| dc.date.available | 2026-10-22T10:21:39.572755815Z | |
| dc.date.issued | 2026 | |
| dc.description.abstract | 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. | |
| dc.description.sponsorship | Giresun Üniversitesi, (FEN-230123-03) | |
| dc.identifier.articlenumber | 343 | |
| dc.identifier.doi | 10.1007/s13738-026-03601-z | |
| dc.identifier.eissn | 1735-2428 | |
| dc.identifier.issn | 1735-207X | |
| dc.identifier.issue | 10 | |
| dc.identifier.scopus | 2-s2.0-105051876520 | |
| dc.identifier.uri | https://rdlopen.rawdatalibrary.net/r/gumushane/13694 | |
| dc.identifier.volume | 23 | |
| dc.identifier.wos | WOS:001893993400001 | |
| dc.language.iso | en | |
| dc.publisher | Springer Science and Business Media Deutschland GmbH | |
| dc.relation.ispartof | Journal of the Iranian Chemical Society | |
| dc.rights | info:eu-repo/semantics/closedAccess | |
| dc.subject | 1, 3, 4-thiadiazole | |
| dc.subject | Antioxidant activity | |
| dc.subject | Benzimidazole | |
| dc.subject | Heterocyclic compounds | |
| dc.subject | Structure–activity relationship | |
| dc.subject | Urease inhibition | |
| dc.subject.classification | Chemistry, Multidisciplinary | |
| dc.subject.classification | Chemistry | |
| dc.subject.other | MOLECULAR DOCKING | |
| dc.subject.other | UREASE | |
| dc.title | Synthesis, antioxidant, and antiurease activities of novel benzimidazole-based 1,3,4-thiadiazole derivatives | |
| dc.type | Article | |
| dspace.entity.type | Publication | |
| rdl.citation.openalex | 0 | |
| rdl.citation.scopus | 0 | |
| rdl.citation.wos | 0 | |
| rdl.oa.status | closed | |
| rdl.sdg | SDG03 | |
| rdl.source.index | SCOPUS | |
| rdl.source.index | WOS | |
| rdl.wos.index | Science Citation Index Expanded (SCI-EXPANDED) |

