A series of pyridines and pyridine based sulfa-drugs as antimicrobial agents: Design, synthesis and antimicrobial activity
- Autores: El-Sayed H.1, Moustafa A.1, El-Torky A.1, Abd El-Salam E.2
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Afiliações:
- Department of Chemistry, Faculty of Science
- Laboratory of Food Research
- Edição: Volume 87, Nº 10 (2017)
- Páginas: 2401-2408
- Seção: Article
- URL: https://journals.rcsi.science/1070-3632/article/view/221456
- DOI: https://doi.org/10.1134/S107036321710022X
- ID: 221456
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Resumo
Herein, we report a series of pyridines and their sulfa drug derivatives as antimicrobial agents. Regioselective alkylation followed by hydrozinolysis of 2-pyridone 1 gave the target compounds 2 and 3. Compound 3 was cyclized with acetylacetone or heated in dry benzene to give 2-(pyrazol-1-yl)nicotinonitrile 5 and 3-amino-1H-pyrazolo[3,4-b]pyridine derivatives 6, respectively. Diazotization of compound 3 with nitrous acid at low temperature afforded tetrazolo[1,5-a]pyridine derivative 8. Compounds 6 and 7 were obtained by condensation of hydrazine derivative 3 with D-glucose and D-ribose. Acid-mediated hydrolysis and sulfurization of dicyano compound 2 gave pyridine-3,5-dicarboxamide 11 and 2-thioxopyridine 12 derivatives, respectively. The later compound was alkylated with allyl bromide, benzyl chloride and mono chloroacetic acid to produce the corresponding S-alkylated derivatives 13–15. Compound 15 underwent the Thrope–Ziegler cyclization/condensation with sulfa-drugs to give the corresponding thienopyridine 16 and sulfonamide derivatives 17–19. Antimicrobial study of the new syntheized compounds demonstrated signficant activity of compounds 8–11 and 17–19.
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Sobre autores
H. El-Sayed
Department of Chemistry, Faculty of Science
Autor responsável pela correspondência
Email: hasanneg@gmail.com
Egito, Zagazig
A. Moustafa
Department of Chemistry, Faculty of Science
Autor responsável pela correspondência
Email: ah_hu_mostafa@yahoo.com
Egito, Zagazig
A. El-Torky
Department of Chemistry, Faculty of Science
Email: ah_hu_mostafa@yahoo.com
Egito, Zagazig
E. Abd El-Salam
Laboratory of Food Research
Email: ah_hu_mostafa@yahoo.com
Egito, Sharkia