title: Investigation of lavandulifolioside by mass spectrometry.
abstract: The different kind of ionisation techniques in mass spectrometry were applied to obtain mass spectra giving structural information and confirmation of molecular weight of the investigated natural product: lavandulifolioside [3,4-dihydroxy-beta-phenylethoxy-O-beta-D-arabinopyranosyl-(1-->2)-alpha- L-rhamnopyranosyl-(1-->3)-4-O-beta-caffeoyl-beta-D-glucopyranoside]. Atmospheric Pressure Chemical Ionisation APCI MS with positive polarisation gave the best results. In the APCI mass spectra in negative mode pseudomolecular ion [M-H]- was observed at m/z = 755. The fragmentation of the investigated compound undergoes in two routes: 1.--subtraction of arabinose, followed by loss of caffeoyl moiety (HO)2C6H3CH=CHCO and rhamnose and the last two in the opposite way; 2.--subtraction of caffeoyl moiety, next arabinose, subsequent rhamnose. The structure of molecule with the glucose built between caffeic acid (3,4-dihydroxycinnamic acid) and 3,4-dihydroxyphenylethanol, and sugar sequence (rhamnose connected to glucose followed by arabinose), were confirmed.
authors: Drug Institute, 30/34 Chełmska Str., 00-725 Warsaw, Poland.
authors: J
authors: J
authors: Witowska
authors: K
authors: K
authors: Miłkowska-Leyck
mesh_terms: D006027:Glycosides / Q000737:chemistry*; D013058:Mass Spectrometry; D009844:Oligosaccharides / Q000737:chemistry
chemical_list: D006027:Glycosides; D009844:Oligosaccharides; C424543:lavandulifolioside