Synthesis of novel 1,2-benzothiazine 1,1-dioxide-3-ethanone oxime N-aryl acetamide ether derivatives as potent anti-inflammatory agents and inhibitors of monocyte-to-macrophage transformation
| Autor: | Narsaiah Banda, Shanthan Rao Pamulaparthy, Sathish Babu Vasamsetti, Jagadeesh Babu Nanubolu, Naresh Kumar Royya, Nagender Punna, Srigiridhar Kotamraju, Malla Reddy Gannarapu |
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| Rok vydání: | 2013 |
| Předmět: |
Models
Molecular Molar concentration medicine.drug_class Stereochemistry Anti-Inflammatory Agents Ether Benzothiazine Piroxicam Anti-inflammatory Monocytes Cell Line chemistry.chemical_compound Drug Discovery Acetamides Oximes medicine Humans Pharmacology Tumor Necrosis Factor-alpha Aryl Macrophages Organic Chemistry Interleukin-8 General Medicine Oxime chemistry Matrix Metalloproteinase 9 Acetamide medicine.drug Ethers |
| Zdroj: | European journal of medicinal chemistry. 75 |
| ISSN: | 1768-3254 |
| Popis: | A series of novel 1,2-benzothiazine 1,1-dioxide-3-ethanone oxime N -aryl acetamide ether derivatives 7a – h and 9a – h were synthesized starting from sodium salt of saccharin 1 in series of steps. Final compounds 7a – h and 9a – h were evaluated for the anti-inflammatory activity and their ability to inhibit monocyte-to-macrophage transformation. Compounds 7e , 9b , 9e and 9h showed impressive anti-inflammatory activities (TNF-α, IL-8 and MCP-1) at micro molar concentration which was found to be better than positive control i.e., piroxicam. Compound 9e marginally and compound 9h significantly inhibited PMA-induced MMP-9 gelatinase activity. Also compounds 9e and 9h greatly inhibited the PMA-induced monocyte-to-macrophage transformation, a pre-requisite step in the formation of atheroma. |
| Databáze: | OpenAIRE |
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