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Analysis of the structure of alkaloids using multidimensional NMR spectroscopy
Novák, Zdeněk ; Kuneš, Jiří (advisor) ; Šimůnek, Petr (referee) ; Šaman, David (referee)
This Thesis was focused on the structural analysis employing nuclear magnetic resonantion (NMR) of unknown natural substances, which were isolated at the Department of Pharmaceutical Botany and Ecology from the plants Berberis vulgaris L., Fumaria officinalis L. and Nerine bowdenii W. Watson. For this purpose, 1D (1 H NMR, 13 C NMR) and 2D (gCOSY, gHSQC, gHMBC, NOESY, …) NMR spectra were measured and interpreted. Isotopic induced effect was optimized for the determination of the constitutional isomers. To distinguish the possible stereoisomers Mosher method, chiral shift reagent, nuclear Overhauser effect, indirect spin-spin coupling and circular dichroism were used. The structures of forty- five alkaloids were determined including their absolute configuration. Ten of them have not been yet mentioned in the literature before.
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Analysis of the structure of alkaloids using multidimensional NMR spectroscopy
Novák, Zdeněk ; Kuneš, Jiří (advisor) ; Šimůnek, Petr (referee) ; Šaman, David (referee)
This Thesis was focused on the structural analysis employing nuclear magnetic resonantion (NMR) of unknown natural substances, which were isolated at the Department of Pharmaceutical Botany and Ecology from the plants Berberis vulgaris L., Fumaria officinalis L. and Nerine bowdenii W. Watson. For this purpose, 1D (1 H NMR, 13 C NMR) and 2D (gCOSY, gHSQC, gHMBC, NOESY, …) NMR spectra were measured and interpreted. Isotopic induced effect was optimized for the determination of the constitutional isomers. To distinguish the possible stereoisomers Mosher method, chiral shift reagent, nuclear Overhauser effect, indirect spin-spin coupling and circular dichroism were used. The structures of forty- five alkaloids were determined including their absolute configuration. Ten of them have not been yet mentioned in the literature before.
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NMR Spectroscopy in Structure Elucidation of Isolated Alkaloids
Maříková, Jana ; Kuneš, Jiří (advisor) ; Šmejkal, Karel (referee) ; Šaman, David (referee)
Charles University, Faculty of Pharmacy in Hradec Králové Department: Department of Organic and Bioorganic Chemistry Candidate: Mgr. Jana Maříková Supervisor: doc. PharmDr. Jiří Kuneš, CSc. Title of Doctoral Thesis: NMR Spectroscopy in Structure Elucidation of Isolated Alkaloids This doctoral thesis deals with the structure elucidation of secondary metabolites isolated from two different plant families - Amaryllidaceae and Apocynaceae. Isolation of analyzed compounds from these plants was performed by colleagues from the Department of Pharmaceutical Botany. Nuclear magnetic resonance (NMR) spectroscopy was the crucial method for the structure determination of isolated alkaloids. Processed data acquired from one-dimensional NMR experiments, as well as multidimensional and dynamic NMR methods, led to the identification of various alkaloid structures. Furthermore, in certain specific cases of the analysis, chiral solvents were employed to determine enantiomeric purity. Other analytical experiments commonly used in the field of natural product identification were carried out. The outcome of this work is the elucidation of 30 alkaloid structures not described in the literature or insufficiently characterized. Several new structural types have been identified, as well as structures representing isolation...
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NMR Spectroscopy in Structure Elucidation of Isolated Alkaloids
Maříková, Jana ; Kuneš, Jiří (advisor) ; Šmejkal, Karel (referee) ; Šaman, David (referee)
Charles University, Faculty of Pharmacy in Hradec Králové Department: Department of Organic and Bioorganic Chemistry Candidate: Mgr. Jana Maříková Supervisor: doc. PharmDr. Jiří Kuneš, CSc. Title of Doctoral Thesis: NMR Spectroscopy in Structure Elucidation of Isolated Alkaloids This doctoral thesis deals with the structure elucidation of secondary metabolites isolated from two different plant families - Amaryllidaceae and Apocynaceae. Isolation of analyzed compounds from these plants was performed by colleagues from the Department of Pharmaceutical Botany. Nuclear magnetic resonance (NMR) spectroscopy was the crucial method for the structure determination of isolated alkaloids. Processed data acquired from one-dimensional NMR experiments, as well as multidimensional and dynamic NMR methods, led to the identification of various alkaloid structures. Furthermore, in certain specific cases of the analysis, chiral solvents were employed to determine enantiomeric purity. Other analytical experiments commonly used in the field of natural product identification were carried out. The outcome of this work is the elucidation of 30 alkaloid structures not described in the literature or insufficiently characterized. Several new structural types have been identified, as well as structures representing isolation...
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Analysis of the structure of alkaloids using multidimensional NMR spectroscopy
Novák, Zdeněk ; Kuneš, Jiří (advisor) ; Šimůnek, Petr (referee) ; Šaman, David (referee)
This Thesis was focused on the structural analysis employing nuclear magnetic resonantion (NMR) of unknown natural substances, which were isolated at the Department of Pharmaceutical Botany and Ecology from the plants Berberis vulgaris L., Fumaria officinalis L. and Nerine bowdenii W. Watson. For this purpose, 1D (1 H NMR, 13 C NMR) and 2D (gCOSY, gHSQC, gHMBC, NOESY, …) NMR spectra were measured and interpreted. Isotopic induced effect was optimized for the determination of the constitutional isomers. To distinguish the possible stereoisomers Mosher method, chiral shift reagent, nuclear Overhauser effect, indirect spin-spin coupling and circular dichroism were used. The structures of forty- five alkaloids were determined including their absolute configuration. Ten of them have not been yet mentioned in the literature before.
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Analysis of the structure of alkaloids using multidimensional NMR spectroscopy
Novák, Zdeněk ; Kuneš, Jiří (advisor) ; Šimůnek, Petr (referee) ; Šaman, David (referee)
This Thesis was focused on the structural analysis employing nuclear magnetic resonantion (NMR) of unknown natural substances, which were isolated at the Department of Pharmaceutical Botany and Ecology from the plants Berberis vulgaris L., Fumaria officinalis L. and Nerine bowdenii W. Watson. For this purpose, 1D (1 H NMR, 13 C NMR) and 2D (gCOSY, gHSQC, gHMBC, NOESY, …) NMR spectra were measured and interpreted. Isotopic induced effect was optimized for the determination of the constitutional isomers. To distinguish the possible stereoisomers Mosher method, chiral shift reagent, nuclear Overhauser effect, indirect spin-spin coupling and circular dichroism were used. The structures of forty- five alkaloids were determined including their absolute configuration. Ten of them have not been yet mentioned in the literature before.
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