Investigation of lavandulifolioside by mass spectrometry.
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.
Witowska
J
J
Drug Institute, 30/34 Chełmska Str., 00-725 Warsaw, Poland.
Miłkowska-Leyck
K
K
D006027:Glycosides / Q000737:chemistry*; D013058:Mass Spectrometry; D009844:Oligosaccharides / Q000737:chemistry
D006027:Glycosides; D009844:Oligosaccharides; C424543:lavandulifolioside