| Autor: |
Gobis K; Department of Organic Chemistry, Medical University of Gdańsk, 107 Gen. Hallera Av., 80-438 Gdansk, Poland., Szczesio M; Institute of General and Ecological Chemistry, Faculty of Chemistry, Lodz University of Technology, Zeromskiego 116, 90-924 Lodz, Poland., Olczak A; Institute of General and Ecological Chemistry, Faculty of Chemistry, Lodz University of Technology, Zeromskiego 116, 90-924 Lodz, Poland., Pawlak T; Centre of Molecular and Macromolecular Studies, Polish Academy of Science, 112 Sienkiewicza, 90-363 Lodz, Poland., Augustynowicz-Kopeć E; Department of Microbiology, National Tuberculosis and Lung Diseases Research Institute, 26 Płocka Str., 01-138 Warsaw, Poland., Krause M; Department of Organic Chemistry, Medical University of Gdańsk, 107 Gen. Hallera Av., 80-438 Gdansk, Poland., Główka ML; Institute of General and Ecological Chemistry, Faculty of Chemistry, Lodz University of Technology, Zeromskiego 116, 90-924 Lodz, Poland. |
| Abstrakt: |
Tuberculosis remains one of the most common diseases affecting developing countries due to difficult living conditions, the rapidly increasing resistance of M. tuberculosis strains and the small number of effective anti-tuberculosis drugs. This study concerns the relationship between molecular structure observed in a solid-state by X-ray diffraction and the 15 N NMR of a group of pyridine derivatives, from which promising activity against M. tuberculosis was reported earlier. It was found that the compounds exist in two tautomeric forms: neutral and zwitterionic. The latter form forced the molecules to adopt a stable, unique, flat frame due to conjugation and the intramolecular hydrogen bond system. As the compounds exist in a zwitterionic form in the crystal state generally showing higher activity against tuberculosis, it may indicate that this geometry of molecules is the "active" form. |
