engleski

Synthesis of selected naturally occurring glucosides of volatile compounds. Their chromatographic and spectroscopic properties

Naturally occurring glucosides of benzyl alcohol, (+/-)-menthol, (+)-borneol, thymol, carvacrol and eugenol were synthesised by Koenigs-Knorr-Zemplén method (yields 19.5-52.2%). Their beta-D-glucopyranosidic structures were determined by one- and two-dimensional homo- and heteronuclear 1H and 13C NMR spectroscopy. The beta-configuration was additionally confirmed by the hydrolysis with beta-glucosidase. Tetraacetyl-beta-D-glucopyranosides, as intermediates, were GC-MS analysed. Diastereomeric beta-glucoside tetraacetates of (+/-)-menthol were good separated on HP-101 column. The mass spectra of glucopyranoside tetraacetates were mutually compared, as well as with the spectra of their aglycones.

glucosides of volatiles; synthesis of glucosides; 1D and 2D NMR spectra;

nije evidentirano