Structure elucidation and NMR spectral assignments of four neolignan glycosides with enantiometric aglycones from Osmanthus ilicifolius.
Four new 8-O-4' type neolignan glycosides with enantiometric aglycones, (7S,8R)-erythro-guaiacylglycerol-beta-O-4'-sinapyl ether 9-O-beta-D-glucopyranoside (1), (7R,8S)-erythro-guaiacylglycerol-beta-O-4'-sinapyl ether 9-O-beta-D-glucopyranoside (2), (7S,8R)-erythro- syringylglycerol-beta-O-4'-sinapyl ether 9-O-beta-D-glucopyranoside (3) and (7R,8S)-erythro- syringylglycerol-beta-O-4'-sinapyl ether 9-O-beta-D-glucopyranoside (4), were isolated from the leaves of Osmanthus ilicifolius. Their structures were established on the basis of NMR, circular dichroism (CD), MS and chemical data. The NMR assignments for the compounds were carried out using (1)H, (13)C, COSY, HMQC, HMBC and NOESY NMR experiments.
Machida
Koichi
K
Tohoku Pharmaceutical University, 4-4-1 Komatsushima, Aoba-ku, Sendai, Miyagi 981-8558, Japan.
Sakamoto
Shigeaki
S
Kikuchi
Masao
M
D002942:Circular Dichroism / Q000379:methods; D006027:Glycosides / Q000737:chemistry* / Q000302:isolation & purification; D017705:Lignans / Q000737:chemistry* / Q000302:isolation & purification; D009682:Magnetic Resonance Spectroscopy / Q000379:methods* / Q000592:standards; D013058:Mass Spectrometry / Q000379:methods; D015394:Molecular Structure; D029592:Oleaceae / Q000737:chemistry*; D018515:Plant Leaves / Q000737:chemistry; D012015:Reference Standards; D013237:Stereoisomerism
D006027:Glycosides; D017705:Lignans