Synthesis and Analgesic and Anti-inflammatory Activity of Some New (6-Acyl-2-benzoxazolinone and 6-Acyl-2-benzothiazolinone Derivatives with Acetic Acid and Propanoic Acid Residues
| Autor: | Ningur Noyanalpan, Serdar Uenlue, Berna Oekcelik, Erdem Yesilada, Yasemin Duendar, M. Fethi Şahin, Tijen Oenkol, Esra Kuepeli |
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| Rok vydání: | 2003 |
| Předmět: |
Male
Magnetic Resonance Spectroscopy Spectrophotometry Infrared Stereochemistry medicine.drug_class Carboxylic acid Analgesic 6-acyl-2-benzoxazolinone Pharmaceutical Science Chemical synthesis Medicinal chemistry Anti-inflammatory Mice Acetic acid chemistry.chemical_compound In vivo Drug Discovery medicine Animals Edema Organic chemistry Stomach Ulcer Pain Measurement chemistry.chemical_classification Benzoxazoles Bicyclic molecule Chemistry Anti-Inflammatory Agents Non-Steroidal General Medicine Thiazoles Propanoic acid Indicators and Reagents |
| Zdroj: | Archiv der Pharmazie. 336:353-361 |
| ISSN: | 1521-4184 0365-6233 |
| DOI: | 10.1002/ardp.200300746 |
| Popis: | In this study for developing potent analgesic and anti-inflammatory compounds, we synthesized 6-acyl-2-benzoxazolinone and 6-acyl-2-benzothiazolinone derivatives with acetic acid and propanoic acid side chain, and performed preliminary screening of their in vivo analgesic and anti-inflammatory activities at a single dose of 100 mg/kg in mice by a p-benzoquinone-induced writhing test and a Carrageenan-induced hind paw edema model, respectively. We also determined their gastric ulceration effects in the tested animals. Propanoic acid derivatives were generally found to have higher analgesic and anti-inflammatory activities, and among them, 3-(6-benzoyl-2-benzothiazolinon-3-yl)propanoic acid (Compound 4a) exhibited the highest analgesic and anti-inflammatory activity. However, all compounds showed lower anti-inflammatory effects than we observed for indomethacin at 10 mg/kg dose. Consequently, 6-acyl-2-benzoxazolinone/2-benzothiazolinones having propanoic acid side chain might lead to further studies for developing better candidates with potent analgesic and anti-inflammatory effects while acetic acid derivatives do not exhibit comparable satisfactory features. |
| Databáze: | OpenAIRE |
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