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Anti-radical flavonol glycosides from the aerial parts of Cleome chelidonii L.f
- Source :
- Phytochemistry, Phytochemistry, Elsevier, 2017, 142, pp.30-37. ⟨10.1016/j.phytochem.2017.06.012⟩
- Publication Year :
- 2017
- Publisher :
- HAL CCSD, 2017.
-
Abstract
- International audience; Eleven previously undescribed flavonoid glycosides, named cleomesides C-M, along with five known compounds, were isolated from the aerial parts of Cleome chelidonii L.f. (Cleomaceae). All flavonol glycosides were esterified derivatives of 3,7-O-diglycosides of quercetin or kaempferol. Their structures were elucidated by analysis of the 1D and 2D NMR spectra, HR-ESI-MS data, UV spectra, optical rotation and by comparison with literature data. The DPPH radical scavenging properties of the flavonoid glycosides were studied in order to appreciate the effect of the glycoside parts and of the ester groups on this activity compared with the quercetin and kaempferol aglycones. An acetate at position 3 of rhamnose linked to C-7 of flavonol, gave compounds with the strongest antiradical activity. An aromatic ester group at position 6 of terminal glucose of diglycoside chain linked to C-3 of flavonol did not seem to influence the antiradical activity.
- Subjects :
- Flavonols
Stereochemistry
DPPH
Rhamnose
Plant Science
Horticulture
01 natural sciences
Biochemistry
chemistry.chemical_compound
Structure-Activity Relationship
Cleomaceae
Organic chemistry
[CHIM]Chemical Sciences
Cleome
Glycosides
Molecular Biology
Cleome chelidonii
chemistry.chemical_classification
biology
Molecular Structure
010405 organic chemistry
[CHIM.ORGA]Chemical Sciences/Organic chemistry
Glycoside
Flavonol glycosides
General Medicine
Free Radical Scavengers
Plant Components, Aerial
biology.organism_classification
0104 chemical sciences
010404 medicinal & biomolecular chemistry
chemistry
Hydroxy-cinnamoylated flavonoids
Antiradical activity
Kaempferol
Quercetin
Subjects
Details
- Language :
- English
- ISSN :
- 00319422
- Database :
- OpenAIRE
- Journal :
- Phytochemistry, Phytochemistry, Elsevier, 2017, 142, pp.30-37. ⟨10.1016/j.phytochem.2017.06.012⟩
- Accession number :
- edsair.doi.dedup.....958e93cf5ecbee553de02c30d90d10b9