کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
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1393477 | 1501213 | 2008 | 9 صفحه PDF | دانلود رایگان |
![عکس صفحه اول مقاله: Synthesis and antimycobacterial evaluation of substituted pyrazinecarboxamides Synthesis and antimycobacterial evaluation of substituted pyrazinecarboxamides](/preview/png/1393477.png)
Unsubstituted, halogenated and/or alkylated pyrazine-2-carboxylic acid amides connected via –CONH– bridge with substituted anilines were synthesized using currently known synthetic pathways. The synthetic approach, analytical, spectroscopic, lipophilicity and biological data of 20 newly synthesized compounds are presented. Structure–activity relationships among the chemical structures, the antimycobacterial, antifungal, photosynthesis inhibiting and antialgal activity of the evaluated substituted N-phenylpyrazine-2-carboxamides are discussed. 5-tert-Butyl-6-chloro-N-(3-trifluoromethylphenyl)pyrazine-2-carboxamide (19) has shown the highest activity against Mycobacterium tuberculosis H37Rv (MIC = 3.13 μg/mL). The highest antifungal effect against Trichophyton mentagrophytes, the most susceptible fungal strain tested, was found for N-(3-trifluoromethylphenyl)pyrazine-2-carboxamide (14, MIC = 62.5 μmol/mL). The highest reduction of chlorophyll content in Chlorella vulgaris was found for pyrazine-2-carboxylic acid (3-trifluoromethylphenyl)amide (9, IC50 = 12.1 μmol/L).
Twenty potential pyrazinamide derivatives were synthesized using modification of currently known synthetic pathways. Substituted anilides of pyrazinecarboxylic acid were investigated for their antimycobacterial, antifungal, photosynthesis-inhibiting activities and their lipophilicity parameters.Figure optionsDownload as PowerPoint slide
Journal: European Journal of Medicinal Chemistry - Volume 43, Issue 5, May 2008, Pages 1105–1113