Novel imidazo[2,1-b][1,3,4]thiadiazole (ITD) hybrid compounds: Design, synthesis, efficient antibacterial activity and antioxidant effects
| Autor: | Ebru Taflan, Mehtap Er, Arif Bozdeveci, Hacer Bayrak, Şengül Alpay Karaoğlu |
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| Rok vydání: | 2019 |
| Předmět: |
Antioxidant
Chemical substance DPPH Stereochemistry medicine.medical_treatment Microbial Sensitivity Tests Gram-Positive Bacteria 01 natural sciences Biochemistry Antioxidants chemistry.chemical_compound Structure-Activity Relationship Picrates Drug Discovery Gram-Negative Bacteria Thiadiazoles medicine Molecular Biology Dose-Response Relationship Drug Molecular Structure 010405 organic chemistry Organic Chemistry Biphenyl Compounds Imidazoles Carbon-13 NMR Antimicrobial 0104 chemical sciences Anti-Bacterial Agents 010404 medicinal & biomolecular chemistry chemistry Drug Design Proton NMR Pharmacophore Antibacterial activity Fluorescence Recovery After Photobleaching |
| Zdroj: | Bioorganic chemistry. 89 |
| ISSN: | 1090-2120 |
| Popis: | In this study, novel imidazo[2,1-b][1,3,4]thiadiazole (ITD) compounds were synthesized and their antimicrobial and antioxidant capacity was examined. The C-2 position of the ITD structure was fixed with the 3,4-hydroxybenzene ring and the properties of the two series of compounds obtained by phenyl or 4-chlorophenyl in the C-6 position were compared. In the formation of these series, new properties were determined by the addition of different pharmacophore to the target product by binding of the groups known in the literature from the C-5 position to the structure. In the study, it was seen that the compounds 4a, 4b, 5a, 5b, 7f, 10, 12 and 13 had very high anti-tuberculosis activities at low concentrations, 3b was found to exhibit moderate activity while other synthesis compounds exhibited moderate activity. In addition, it showed activity against gram positive and negative bacteria. In the determination of the antioxidant capacities of the newly synthesized compounds by FRAP and DPPH methods, the compounds showing activity were found to be 2, 3a, 3b, 6c, 9, 11 and 13. The structures of all synthesized compounds were solved by spectroscopic methods such as FT-IR, 1H NMR, 13C NMR and mass. |
| Databáze: | OpenAIRE |
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