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Synthesis of Selected Naturally Occurring Glucosides of Volatile Compounds. Their Chromatographic and Spectroscopic Properties

Josip Mastelić ; Department of Organic Chemistry and Natural Products, Faculty of Chemical Technology, University of Split, N. Tesle 10, HR-21000 Split, Croatia
Igor Jerković ; Department of Organic Chemistry and Natural Products, Faculty of Chemical Technology, University of Split, N. Tesle 10, HR-21000 Split, Croatia
Marijana Vinković ; NMR Center, Ruđer Bošković Institute, P.O. Box 180, Bijenička 54, HR-10002 Zagreb, Croatia
Zoran Džolić ; Laboratory of Supramolecular and Nucleoside Chemistry, Ruđer Bošković Institute, P.O. Box 180, Bijenička 54, HR-10002 Zagreb, Croatia
Dražen Vikić-Topić ; NMR Center, Ruđer Bošković Institute, P.O. Box 180, Bijenička 54, HR-10002 Zagreb, Croatia

Puni tekst: engleski, pdf (222 KB) str. 491-500 preuzimanja: 1.261* citiraj
APA 6th Edition
Mastelić, J., Jerković, I., Vinković, M., Džolić, Z. i Vikić-Topić, D. (2004). Synthesis of Selected Naturally Occurring Glucosides of Volatile Compounds. Their Chromatographic and Spectroscopic Properties. Croatica Chemica Acta, 77 (3), 491-500. Preuzeto s https://hrcak.srce.hr/102950
MLA 8th Edition
Mastelić, Josip, et al. "Synthesis of Selected Naturally Occurring Glucosides of Volatile Compounds. Their Chromatographic and Spectroscopic Properties." Croatica Chemica Acta, vol. 77, br. 3, 2004, str. 491-500. https://hrcak.srce.hr/102950. Citirano 09.03.2021.
Chicago 17th Edition
Mastelić, Josip, Igor Jerković, Marijana Vinković, Zoran Džolić i Dražen Vikić-Topić. "Synthesis of Selected Naturally Occurring Glucosides of Volatile Compounds. Their Chromatographic and Spectroscopic Properties." Croatica Chemica Acta 77, br. 3 (2004): 491-500. https://hrcak.srce.hr/102950
Harvard
Mastelić, J., et al. (2004). 'Synthesis of Selected Naturally Occurring Glucosides of Volatile Compounds. Their Chromatographic and Spectroscopic Properties', Croatica Chemica Acta, 77(3), str. 491-500. Preuzeto s: https://hrcak.srce.hr/102950 (Datum pristupa: 09.03.2021.)
Vancouver
Mastelić J, Jerković I, Vinković M, Džolić Z, Vikić-Topić D. Synthesis of Selected Naturally Occurring Glucosides of Volatile Compounds. Their Chromatographic and Spectroscopic Properties. Croatica Chemica Acta [Internet]. 2004 [pristupljeno 09.03.2021.];77(3):491-500. Dostupno na: https://hrcak.srce.hr/102950
IEEE
J. Mastelić, I. Jerković, M. Vinković, Z. Džolić i D. Vikić-Topić, "Synthesis of Selected Naturally Occurring Glucosides of Volatile Compounds. Their Chromatographic and Spectroscopic Properties", Croatica Chemica Acta, vol.77, br. 3, str. 491-500, 2004. [Online]. Dostupno na: https://hrcak.srce.hr/102950. [Citirano: 09.03.2021.]

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

Ključne riječi
glucosides of volatiles; synthesis of glucosides; 1D and 2D NMR spectra; glucoside tetraacetates; GC-MS spectra

Hrčak ID: 102950

URI
https://hrcak.srce.hr/102950

Posjeta: 1.598 *