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Antimicrobial Furostanol Saponins from the Seeds of Capsicum annuum L. Var. acuminatum
- Source :
- Journal of Agricultural and Food Chemistry. 50:4310-4316
- Publication Year :
- 2002
- Publisher :
- American Chemical Society (ACS), 2002.
-
Abstract
- Three new furostanol saponins named capsicoside E (1), capsicoside F (2), and capsicoside G (5) were obtained from the seeds of Capsicum annuum L. var. acuminatum along with known oligoglycosides (3, 4, and 6-10). On the basis of chemical and spectroscopic analyses, the structures of these new furostanol oligoglycosides were elucidated as 26-O-beta-D-glucopyranosyl-22-O-methyl-5alpha-furost-25(27)-en-2alpha,3beta,22xi,26-tetraol-3-O-beta-D-glucopyranosyl(1-->3)-beta-D-glucopyranosyl(1-->2)-[beta-D-glucopyranosyl(1-->3)]-beta-D-glucopyranosyl(1-->4)-beta-D-galactopyranoside (1), 26-O-beta-D-glucopyranosyl-(25R)-5alpha-furost-20(22)-en-2alpha,3beta,26-triol-3-O-beta-D-glucopyranosyl (1-->3)-beta-D-glucopyranosyl(1-->2)-[beta-D-glucopyranosyl(1-->3)]-beta-D-glucopyranosyl(1-->4)-beta-D-galactopyranoside (2), and 26-O-beta-D-gluco-pyranosyl-(25R)-5alpha-furosta-3beta,22xi,26-triol-3-O-beta-D-glucopyranosyl(1-->3)-beta-D-glucopyranosyl(1-->2)-[beta-D-glucopyranosyl(1-->3)]-beta-D-glucopyranosyl(1-->4)-beta-D-galactopyranoside (5). The isolated saponins showed higher antimicrobial activity against yeasts than against common fungi. Data indicated that the antiyeast activity was related to the combination of the oligosaccharide chain (S1, S2, or S3) with an O-methyl group at R(3) and the presence of a hydroxyl group at the C-2 position.
- Subjects :
- Magnetic Resonance Spectroscopy
Stereochemistry
Chemical structure
Saponin
Biology
Gram-Positive Bacteria
furostanol saponins
Anti-Infective Agents
Pseudomonas
Yeasts
Escherichia coli
Chromatography, High Pressure Liquid
chemistry.chemical_classification
Capsicum annuum L
Fungi
General Chemistry
Saponins
Oligosaccharide
Antimicrobial
biology.organism_classification
Anti-Bacterial Agents
Capsicum annuum
chemistry
Seeds
Capsicum
General Agricultural and Biological Sciences
Solanaceae
Subjects
Details
- ISSN :
- 15205118 and 00218561
- Volume :
- 50
- Database :
- OpenAIRE
- Journal :
- Journal of Agricultural and Food Chemistry
- Accession number :
- edsair.doi.dedup.....c27a0b97029acb1f68e2cabc9ecb88ff