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Application of MS and NMR to the structure elucidation of complex sugar moieties of natural products: exemplified by the steroidal saponin from Yucca filamentosa L.
- Source :
-
Phytochemistry [Phytochemistry] 2001 Jun; Vol. 57 (3), pp. 489-96. - Publication Year :
- 2001
-
Abstract
- An approach, using well characterized procedures, is presented that should be of general applicability for the structural elucidation of complex sugar moieties of natural products. The methods used are exemplified by the structure elucidation of a new gitogenin-based steroidal saponin that has a strong leishmanicidal activity similar to preparations used in clinical practice and has been isolated by bioactivity-guided fractionation of the ethanolic extract of Yucca filamentosa L. leaves. The saponin has been characterized as 3-O-((beta-D-glucopyranosyl-(1-->3)- beta-D-glucopyranosy-(1-->2))(alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->3))-beta-D-glucopyranosyl-(1-->4)-beta-D-galactopyranosyl)-25R,5alpha-spirostan-2alpha,3beta-diol.
- Subjects :
- Carbohydrate Conformation
Carbohydrate Sequence
Magnetic Resonance Spectroscopy methods
Mass Spectrometry methods
Models, Molecular
Molecular Conformation
Molecular Sequence Data
Oligosaccharides chemistry
Oligosaccharides isolation & purification
Plant Extracts chemistry
Saponins isolation & purification
Steroids isolation & purification
Biological Products chemistry
Carbohydrates analysis
Liliaceae chemistry
Saponins chemistry
Steroids chemistry
Subjects
Details
- Language :
- English
- ISSN :
- 0031-9422
- Volume :
- 57
- Issue :
- 3
- Database :
- MEDLINE
- Journal :
- Phytochemistry
- Publication Type :
- Academic Journal
- Accession number :
- 11393530
- Full Text :
- https://doi.org/10.1016/s0031-9422(01)00035-8