Synthesis, Structure and Biological Activity of (1s,9ar)-1н-1,2,3-Triazol-1-yl) Methyl) Octahydro-1h-Quinolizine Derivatives of Lupinine

Lupinine is an elementary representative of a large quinolizidine alkaloid group. Referring to a pharmacological action, lupinin has the bactericidal and low sedative effects. It also possesses the short-term anthelmintic and hypotensive properties. The curent research aimed to investigate synthesis methods and study of the hemorological, antimicrobial and cytotoxic activities of lupinine quinolizine alkaloid. The chemical modifications of lupinine molecules were performed with introduction of 1,2,3-triazole substituents for the hydroxymethylene group at C-1 position of quinolizine skeleton. Structure of the obtained compounds was determined by 1Н and 13С NMR spectroscopy. The various correlation approaches of 1H–1H (COSY) and 1H–13C (HMBC and HSQC) spectroscopy were used for it. The evaluation results of the hemorheological, antimicrobial and cytotoxic activities of the obtained (1S,9aR)-1Н-1,2,3-triazol-1-yl)methyl)octahydro-1H-quinolizine derivatives were demonstrated. Some compounds were identified and they are able to affect deformability of red blood cells and aggregation properties of blood. Patterns of the antimicrobial and cytotoxic activities depending on the structural features of the synthesized compounds were determined.