Synthesis and Technology for obtaining 1-((4-(4-(Benzyloxy)-3-Methoxyphenyl)-1H-1,2,3-Triazol-1-YL)Methyl)Octahydro-1H-Quinolizine

2025

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DOI 10.52711/0974-360x.2025.00615
Data confidence 70 medium
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Abstract

The article presents the results of research on the synthesis of a 1,2,3-triazole derivative based on lupinine, extracted from the plant Anabasis salsa growing in central Kazakhstan. The study focuses on identifying the optimal conditions for the synthesis reaction of the lupinine derivative, determining the physicochemical constants of the synthesized compound, and investigating its acetylcholinesterase (AChE)-inhibitory activity. The attractiveness of 1,2,3-triazoles lies in their versatile reactivity and the practical application of their derivatives as pharmaceuticals. The paper describes the synthesis of lupinyl azide and the subsequent production of its potentially biologically active derivative containing a 1,2,3-triazole moiety. The introduction of such a substituent is considered a promising approach in the search for new biologically active compounds. The research aims to synthesize a 1,2,3-triazole derivative based on extracted lupinine and subsequently develop a production technology for pharmaceutical purposes, as one of the critical tasks in the production of pharmaceutical substances is standardization. Results. A method for obtaining a lupinine derivative substance was developed. Conditions were selected for modifying the triazole derivative based on the lupinine substance. Considering its physicochemical properties and in compliance with regulatory requirements, a quality specification for lupinine triazole was established. Storage conditions for lupinine triazole were determined, with a shelf life of two years according to the research findings. Conclusion. For the first time, a triazole derivative of lupinine was obtained through chemical modification, a production technology was developed, and quality indicators for the substance were determined. The physicochemical properties and structural features of the obtained lupinine derivative were studied using modern physicochemical methods. The triazole lupinine derivative, 1-((4-(4-(benzyloxy)-3-methoxyphenyl)-1H-1,2,3-triazol-1-yl)methyl)octahydro-1H-quinolizine, demonstrated AChE-inhibitory activity. Thus, the synthesized triazole lupinine compound may serve as a promising candidate for evaluation in experimental models of Alzheimer’s disease.