Host–guest complexation in the β-glycyrrhizic acid–2,8-dimethyl-5-[2´-(6″-methylpyridin-3″-yl)ethyl]-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole system
| Autor: | I. G. Konkina, O. V. Shitikova, Yu. I. Murinov, Sergey O. Bachurin, Alexander N. Lobov |
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| Rok vydání: | 2015 |
| Předmět: |
0301 basic medicine
Indole test Stereochemistry General Chemistry Nuclear magnetic resonance spectroscopy Carbon-13 NMR Conjugated system Glucuronic acid 03 medical and health sciences chemistry.chemical_compound 030104 developmental biology 0302 clinical medicine chemistry Pyridine Molecule Moiety 030217 neurology & neurosurgery |
| Zdroj: | Russian Chemical Bulletin. 64:1385-1393 |
| ISSN: | 1573-9171 1066-5285 |
| DOI: | 10.1007/s11172-015-1021-4 |
| Popis: | Electronic, IR, and NMR spectroscopy methods were used to study the interaction in the β-glycyrrhizic acid (GA)–2,8-dimethyl-5-[2´-(6″-methylpyridin-3″-yl)ethyl]-2,3,4,5-tetra-hydro-1H-pyrido[4,3-b]indole (Dim) system in an alcoholic medium. The complete assignment of signals in the 1H and 13C NMR spectra of Dim and GA in CD3OD was made for the individual components and for thier mixtures at different ratios. These data suggest the formation of a host–guest complex in this system. It is hypothesized that associates of GA molecules interact with Dim through Δ12,13–carbonyl group conjugated bonds in the triterpene moiety of GA that interact with the aromatic systems of the indole and pyridine moieties of Dim, as well as via an acid-base mechanism involving mainly the carboxy groups of glucuronic acid residues in the carbohydrate part of GA and the nitrogen atom of the tetrahydropyridine ring of Dim. |
| Databáze: | OpenAIRE |
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