Molecular hybrid design, synthesis and biological evaluation of N-phenyl sulfonamide linked N-acyl hydrazone derivatives functioning as COX-2 inhibitors: new anti-inflammatory, anti-oxidant and anti-bacterial agents
| Autor: | Vasubabu Gorantla, Raghubabu Korupolu, Satya Kameswararao Nidasanametla, Rambabu Gundla, Sreenivasa Reddy Anugu, Jithendra Chimakurthy, Surender Singh Jadav |
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| Rok vydání: | 2017 |
| Předmět: |
0301 basic medicine
chemistry.chemical_classification Antioxidant 010405 organic chemistry Stereochemistry medicine.drug_class Chemistry medicine.medical_treatment Hydrazone General Chemistry 01 natural sciences Catalysis Anti-inflammatory 0104 chemical sciences Ciprofloxacin 03 medical and health sciences 030104 developmental biology In vivo Materials Chemistry medicine Antibacterial activity IC50 Norfloxacin medicine.drug |
| Zdroj: | New Journal of Chemistry. 41:13516-13532 |
| ISSN: | 1369-9261 1144-0546 |
| Popis: | Herein, we report the design, synthesis and biological evaluation of the anti-inflammatory activities of N-phenyl sulfonamide linked N-acylhydrazones (NPS–NAH), using the molecular hybridization approach. Hybrid compounds were further validated by theoretical studies. Compound 1f from series-1 and compound 2a from series-2 exhibited strong selective COX-2 enzyme inhibition at IC50 = 8.9 μM and 8.4 μM respectively. Effective in vivo anti-inflammatory profiling of potent and selective COX-2 inhibitors, including compound 1f and 2a was carried out and compared with known COX-2 inhibitors. Subsequently, these compounds were tested for antioxidant activity, and 1h (IC50 = 28.62 μM) from series-1 and compound 2d (IC50 = 25.34 μM) from series-2 were found to be potent anti-oxidants. Additionally, these compounds were screened for antibacterial activity, and compound 1l and 2b exhibited better Gram +ve and −ve anti-bacterial activity than the reference standards, Ciprofloxacin and Norfloxacin. These results validated the idea of exploiting the hybridization strategy for the identification of new N-phenyl sulfonamide–NAH derivatives for optimizing anti-inflammatory, antioxidant and anti-bacterial activities. |
| Databáze: | OpenAIRE |
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