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

Autori
Mastelić, Josip ; Jerković, Igor ; Vinković, Marijana ; Džolić, Zoran ; Vikić-Topić, Dražen

Izvornik
Croatica Chemica Acta (0011-1643) 77 (2004), 3; 491-500

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

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

Sažetak
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.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

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