- 期刊
Anti-inflammatory Activity and Structure-activity Relationships of N-(Substitued phenyl)-5-methylisoxazole-3-carboxamides
並列摘要
Leflunomide (1) is clinically used for treating rheumatoid arthritis (RA). Study indicated that leflunomide quickly converts non-enzymically into an active metabolite, malononitrilamide (MNA) (2), fully responsible for the both immunosuppressive effects and adverse reactions. We designed a series of 3-isoxazolecarboxamde derivatives in order to diminish the toxicity in physiologic profile by shifting the carbonyl functional group on the isoxazole from the 4-position to the 3-position. Carboxamides 3-9 were synthesized in high yields. After systematic pharmacological screenings of compounds 3-9 including controls, all the compounds exhibited potent anti-inflammatory activity comparable to leflunomide (1), malononitrilamide (2) and even ibuprofen in both in vitro suppressing nitric oxide (NO) and prostaglandin E2 production under the LPS-elicited macrophage Raw 264.7 cells. Among them, N-(4'-hydroxylphenyl)-5-methylisoxazole-3-carboxamides (6) was found most potent.
被引用紀錄
延伸閱讀
- Belz, T., Ihmaid, S., Rawi, J. A., & Petrovski, S. (2013). Synthesis Characterization and Antibacterial, Antifungal Activity of N-(Benzyl Carbamoyl or Carbamothioyl)-2-hydroxy Substituted Benzamide and 2-Benzyl Amino-Substituted Benzoxazines. International Journal of Medicinal Chemistry, 2013(), 59-78. https://doi.org/10.1155/2013/436397
- 吳承穎（2008）。Structure-Activity Relationship Study of Antitumor Aminoindolinesulfonamides and Styrenesulfonamides〔碩士論文，臺北醫學大學〕。華藝線上圖書館。https://doi.org/10.6831/TMU.2008.00005
- 林志誠（2010）。Synthesis and Structures of Transition Metal Complexes with 2-Aminopyridinium-3-carboxylate or N,N´-di-(3-pyridyl)adipoamide〔碩士論文，中原大學〕。華藝線上圖書館。https://doi.org/10.6840/cycu201000733
- Xie, M. Y. (2013). Synthesis, Structures and Properties of Metal Complexes Containing Asymmetric Methyl-4-(pyrimidin-2-ylcarbamoyl)benzoate Ligand [master's thesis, Chung Yuan Christian University]. Airiti Library. https://doi.org/10.6840/CYCU.2013.00130
- 羅曉萍（2007）。Design and Synthesis of 2-Phenylbenzothiazoles and Bis(phenylidene-4-nitrobenzeneamine)-1-disulfide as Anticancer Agents〔碩士論文，高雄醫學大學〕。華藝線上圖書館。https://www.airitilibrary.com/Article/Detail?DocID=U0011-2707200711221200