Glycosides of benzodioxole-indole alkaloids from Narcissus having axial chirality
Jazyk angličtina Země Velká Británie, Anglie Médium print-electronic
Typ dokumentu časopisecké články, práce podpořená grantem
PubMed
19919872
DOI
10.1016/j.phytochem.2009.10.016
PII: S0031-9422(09)00455-5
Knihovny.cz E-zdroje
- MeSH
- alkaloidy amarylkovitých chemie MeSH
- benzodioxoly chemie izolace a purifikace MeSH
- glykosidy chemie izolace a purifikace MeSH
- indolové alkaloidy chemie izolace a purifikace MeSH
- molekulární struktura MeSH
- Narcissus chemie MeSH
- rostlinné extrakty chemie MeSH
- sacharidy MeSH
- Publikační typ
- časopisecké články MeSH
- práce podpořená grantem MeSH
- Názvy látek
- alkaloidy amarylkovitých MeSH
- benzodioxoly MeSH
- galanthindole MeSH Prohlížeč
- glykosidy MeSH
- indolové alkaloidy MeSH
- rostlinné extrakty MeSH
- sacharidy MeSH
Glycosides of benzodioxole-indole alkaloid 6-hydroxy-galanthindole (7-(6'-(hydroxymethyl)benzo[d][1',3']dioxol-5'-yl)-1-methyl-1H-indol-6-ol) having axial chirality were isolated from Narcissus cultivar 'Dutch Master'. The structure, including absolute configuration, was determined by means of extensive spectroscopic data such as UV, IR, CD, MS, 1D and 2D NMR spectra, and computational chiroptical methods. The aglycone has a structure containing two aromatic moieties with substituents hindering rotation about the biaryl axis and is connected to a saccharide moiety linked at C-6 and made up of one, two, or three sugars (glucose, alpha-L-rhamnopyranosyl-(1-->6)-beta-D-glucopyranose, and trisaccharide ([beta-D-xylopyranosyl(1-->2)]-[alpha-L-rhamnopyranosyl-(1-->6)]-beta-D-glucopyranose).
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