Betulin-3,28-diphosphate. Physico-Chemical Properties and In Vitro Biological Activity Experiments
| Autor: | Nina Melnikova, Alexey V Markin, Darina Malygina, P. S. Petrov, V. A. Vasin, Denis V Belov, Alexander Knyazev, Irina N. Klabukova |
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| Rok vydání: | 2018 |
| Předmět: |
betulin-3
28-diphosphate and its sodium salt Thermogravimetric analysis Magnetic Resonance Spectroscopy thermoanalytical properties antioxidant activity Pharmaceutical Science 010402 general chemistry 01 natural sciences Article Analytical Chemistry chemistry.chemical_compound Differential scanning calorimetry X-Ray Diffraction Spectroscopy Fourier Transform Infrared Drug Discovery Physical and Theoretical Chemistry Solubility Ethanol Betulin Calorimetry Differential Scanning Molecular Structure biology 010405 organic chemistry Organic Chemistry Water Biological activity respiratory system Triterpenes 0104 chemical sciences Diphosphates chemistry Chemistry (miscellaneous) Catalase biology.protein Melting point Molecular Medicine Nuclear chemistry |
| Zdroj: | Molecules : A Journal of Synthetic Chemistry and Natural Product Chemistry Molecules; Volume 23; Issue 5; Pages: 1175 |
| ISSN: | 1420-3049 |
| Popis: | Betulin-3,28-diphosphate (BDP) obtained by phosphorylation of betulin using POCl3 has two main structural forms—BDP-1 and BDP-2—which differ in ethanol solubility, melting point, FTIR spectra, thermoanalytical characteristics and biological activity. Betulin-3,28-diphosphate and its sodium salt (Na-BDP) were characterized using 13C and 31P-NMR spectra, powder XRD experiments, as well as differential scanning calorimetry (DSC) and thermogravimetric analysis (TG) methods. The exo-effects at 193 ± 8 °C for ethanol soluble BDP-1 samples (−19.7 ± 0.2 kJ∙mol−1) were about three times less than for ethanol insoluble BDP-2 samples f (−70.5 ± 0.7 kJ∙mol−1). The DSC curves of Na-BDP-1 and Na-BDP-2 characterized the endo-effects having a maximum at 95–112 °C. Water-soluble Na-BDP-1 was obtained as needle-like crystals, unlike poorly crystalline Na-BDP-2, whereas BDP-1 and BDP-2 aged with time and were isolated as amorphous substances. In vitro experiments on rats showed that compared to the control, Na-BDP-1 increased catalase and SOD activity and improved energy metabolism more effectively than Na-BDP-2. |
| Databáze: | OpenAIRE |
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