Gobis Katarzyna, Szczesio Małgorzata, Olczak Andrzej, Pawlak Tomasz, Augustynowicz-Kopeć Ewa, Krause Malwina, Główka Marek L
Department of Organic Chemistry, Medical University of Gdańsk, 107 Gen. Hallera Av., 80-438 Gdansk, Poland.
Institute of General and Ecological Chemistry, Faculty of Chemistry, Lodz University of Technology, Zeromskiego 116, 90-924 Lodz, Poland.
Materials (Basel). 2022 Jan 4;15(1):349. doi: 10.3390/ma15010349.
Tuberculosis remains one of the most common diseases affecting developing countries due to difficult living conditions, the rapidly increasing resistance of 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 N NMR of a group of pyridine derivatives, from which promising activity against 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.
由于生活条件艰苦、菌株耐药性迅速增加以及有效抗结核药物数量有限，结核病仍然是影响发展中国家的最常见疾病之一。本研究关注通过X射线衍射在固态中观察到的分子结构与一组吡啶衍生物的N核磁共振之间的关系，此前报道这些衍生物具有抗结核的潜在活性。研究发现，这些化合物以两种互变异构形式存在：中性和两性离子形式。由于共轭作用和分子内氢键系统，后一种形式迫使分子采取稳定、独特的平面结构。由于这些化合物在晶体状态下以两性离子形式存在，通常对结核病表现出更高的活性，这可能表明这种分子几何结构是“活性”形式。
