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Oleanane Saponins and Glycerogalactolipids from the Leaves of Guapira graciliflora
Author(s) -
Severi Juliana A.,
Fertig Orlando,
Plitzko Inken,
Vilegas Wagner,
Hamburger Matthias,
Potterat Olivier
Publication year - 2010
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201000071
Subject(s) - chemistry , oleanolic acid , oleanane , phytochemistry , acid hydrolysis , triterpenoid , hydrolysis , saponin , stereochemistry , triterpene , organic chemistry , medicine , alternative medicine , pathology
Two new saponins, 3‐ O ‐[ β ‐ D ‐xylopyranosyl‐(1→3)‐ β ‐ D ‐galactopyranosyl‐(1→3)‐ β ‐glucuronopyranosyl]oleanolic acid 28‐ O ‐ β ‐ D ‐glucopyranosyl ester ( 1 ) and the corresponding monodesmoside, 3‐ O ‐[ β ‐ D ‐xylopyranosyl‐(1→3)‐ β ‐ D ‐galactopyranosyl‐(1→3)‐ β ‐glucuronopyranosyl]oleanolic acid ( 2 ), have been isolated from the leaves of Guapira graciliflora (Nyctaginaceae), together with two further oleanane saponins, 3 and 4 , daucosterol ( 5 ), and two known glycerogalactolipids, 6 and 7 . The structures of the new compounds were established by extensive NMR and MS experiments, in conjunction with acid hydrolysis and sugar analysis. This is the first report on the phytochemistry of plants of the genus Guapira.