Steroid glycosides of the roots ofCapsicum annuum. II. The structure of the capsicosides
| Autor: | E. V. Gutsu, G. V. Lazur'evskii, P. K. Kintya |
|---|---|
| Rok vydání: | 1987 |
| Předmět: |
chemistry.chemical_classification
Double bond Chemical structure medicine.medical_treatment Infrared spectroscopy Glycoside Plant Science General Chemistry Diosgenin General Biochemistry Genetics and Molecular Biology Steroid chemistry.chemical_compound chemistry Acetylation Pepper medicine Organic chemistry |
| Zdroj: | Chemistry of Natural Compounds. 23:202-205 |
| ISSN: | 1573-8388 0009-3130 |
| DOI: | 10.1007/bf00598758 |
| Popis: | Two tigogenin glycosides and two diosgenin glycosides have been isolated from a methanolic extract of the roots of bush red pepper. An attempt to isolate the individual spirostanol glycosides directly was unsuccessful. These compounds have very similar structures. For their separation, acetylation and epoxidation of the double bond of the aglycon, diosgenin, in the corresponding glycosides was performed. The derivatives obtained were purified by chromatography. To establish the complete chemical structure of each capsicoside we used both chemical and physical methods; complete and partial acid hydrolysis, methylation followed by methanolysis, IR spectroscopy, mass spectroscopy, etc. It was shown that capsicoside A2 is (25R)-5α-spirostan-3β-ol 3-O-β-D-galactopyranoside, capsicoside B2 is (25R)-5α-spirostan-3β-ol 3-O-[O-β-D-glucopyranosyl(1→4)-β-D-galactopyranoside], capsicoside A3 is (25R)-spirost-5-en-3β-ol 3-O-β-D-galactopyranoside, and capsicoside B3 is identical with funkioside C. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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