Abutiloside A, A 26-acylamino-3β,16α-dihydroxy-5α-cholesta-22-one glycoside from Solanum abutiloides
| Autor: | Toshihiro Noharas, Emi Ohmura, Rui-Hua Tian, Masaharu Matsui |
|---|---|
| Rok vydání: | 1997 |
| Předmět: |
Magnetic Resonance Spectroscopy
Stereochemistry medicine.medical_treatment Plant Science Spectrometry Mass Fast Atom Bombardment Horticulture Steroid biosynthesis Biology Biochemistry Steroid Acylation chemistry.chemical_compound Spectroscopy Fourier Transform Infrared Carbohydrate Conformation medicine Glycosides Molecular Biology chemistry.chemical_classification Solamargine Cholestanes Glycoside General Medicine Diosgenin Solanum abutiloides Plants Saponins biology.organism_classification Aglycone chemistry |
| Zdroj: | Phytochemistry. 44:723-726 |
| ISSN: | 0031-9422 |
| DOI: | 10.1016/s0031-9422(96)00592-4 |
| Popis: | In addition to solamargine and proto-dioscin, three new steroid glycosides, abutilosides A-C, have been isolated from roots of the Solanaceae Solanum abutiloides . The structure of abutiloside A has been elucidated as 3 β ,16 α -dihydroxy-26-isovalerylamino-5 α ,25 ξH -cholestan-22-one 3-O-[O-β- d -xylopyranosyl -(1 → 2)-O-α- l -rhamnopyranosyl -(1 → 4)-β- d -glucopyranoside ] . De- N -acylation of its aglycone yielded solafloridine by 22, N -cyclization. Therefore, 26-aminocholestan-22-one derivatives are considered to be crucial intermediates in steroid biosynthesis. The co-occurrence of the (25 R )-steroids soladulcidine, solafloridine and diosgenin together with abutiloside A in roots of S. abutilosides suggests that the configuration of abutiloside A at C-25 will also be R . |
| Databáze: | OpenAIRE |
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