Quercetin and kaempferol 3-O-[α-L-rhamnopyranosyl-(→2)-α- L-arabinopyranoside]-7-O-α-L-rhamnopyranosides from Anthyllis hermanniae: Structure determination and conformational studies

Επιστημονική δημοσίευση - Άρθρο Περιοδικού uoadl:3061644 5 Αναγνώσεις

Μονάδα:
Ερευνητικό υλικό ΕΚΠΑ
Τίτλος:
Quercetin and kaempferol 3-O-[α-L-rhamnopyranosyl-(→2)-α- L-arabinopyranoside]-7-O-α-L-rhamnopyranosides from Anthyllis hermanniae: Structure determination and conformational studies
Γλώσσες Τεκμηρίου:
Αγγλικά
Περίληψη:
The study reports the isolation and structural identification of two new flavonol triglycosides from the methanolic extract of Anthyllis hermanniae, exhibiting the same glycosylation pattern: quercetin 3-O-[α-L- rhamnopyranosyl-(→2)-α-l-arabinopyranoside]-7-O-α-L- rhamnopyranoside (1) and kaempferol 3-O-[α-L-rhamnopyranosyl-(→2)- α-l-arabinopyranoside]-7-O-α-L-rhamnopyranoside (2). A conformational study related to the central arabinoside moiety was carried out including the analysis of the contribution of NOE effects and acetylation to the elucidation of the 2-O-linked arabinoside configuration of the anomeric carbon. We also report the total synthesis of a model compound, quercetin 3-O-α-L-rhamnopyranosyl-(→2)-α-l-arabinopyranoside (3), which verifies the structures of the isolated compounds. © 2011 The American Chemical Society and American Society of Pharmacognosy.
Έτος δημοσίευσης:
2011
Συγγραφείς:
Halabalaki, M.
Urbain, A.
Paschali, A.
Mitakou, S.
Tillequin, F.
Skaltsounis, A.-L.
Περιοδικό:
Tropical Journal of Natural Product Research
Τόμος:
74
Αριθμός / τεύχος:
9
Σελίδες:
1939-1945
Λέξεις-κλειδιά:
arabinoside; flavonoid glycoside; herbaceous agent; kaempferol 3 o [alpha rhamnopyranosyl (1-2) alpha arabinopyranoside] 7 o alpha rhamnopyranoside; quercetin 3 o [alpha rhamnopyranosyl (1-2) alpha arabinopyranoside] 7 o alpha rhamnopyranoside; unclassified drug, Anthyllis hermanniae; article; conformation; drug acetylation; drug isolation; drug structure; glycosylation; herb; legume; nonhuman; structure analysis, Fabaceae; Glycosides; Glycosylation; Greece; Kaempferols; Molecular Structure; Quercetin; Stereoisomerism, Anthyllis hermanniae
Επίσημο URL (Εκδότης):
DOI:
10.1021/np200444n
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