Glycosidic Conjugates of Aliphatic Alcohols from Apple Fruit (Malus sylvestris Mill cult. Jonathan)†

In an extract obtained from neutralized apple juice, cult. Jonathan, by liquid chromatographic separation on Amberlite XAD resin, 2-methylbutyl, hexyl, and 3-hydroxyoctyl β-D-glucopyranoside as well as 2-methylbutyl and hexyl 6-O-α-L-arabinofuranosyl-β-D-glucopyranoside were identified after per-O-methylation by capillary gas chromatography (HRGC) and coupled HRGC techniques, i.e., HRGC-mass spectrometry (HRGC-MS) and HRGC-Fourier transform infrared spectroscopy (HRGC-FTIR). The dissaccharide glycosides were additionally characterized by¹H and¹³C NMR spectroscopies after preparative HPLC of the per-O-methylated glycosidic extracts on silica gel.