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Chiral separation of tryptophan and its derivatives by HPLC
Voborná, Markéta ; Kalíková, Květa (advisor) ; Vozka, Jiří (referee)
This bachelor thesis is focused on study of retention and enantioseparation of tryptophan and its derivatives by high performance liquid chromatography. The set of chiral analytes contained D,L-tryptophan, 5-hydroxy-D,L-tryptophan, 5-fluoro- D,L-tryptophan, D,L-tryptophanol, D,L-tryptophan methyl ester, D,L-tryptophan butyl ester, D,L-tryptophan octyl ester, D,L-tryptophan benzyl ester and N-BOC-D,L-tryptophan. Four different chiral stationary phases were used, i.e. cyclofructan-based (Larihc CF6-P column), two macrocyclic antibiotics (Chirobiotic V and T columns) and amylose-based (Chiralpak AD-RH column). Reversed phase and polar organic separation modes were used. Enantiomers of 5-fluoro-D,L-tryptophan, 5-hydroxy-D,L-tryptophan and D,L-tryptophan were successfully separated on teicoplanin chiral stationary phase in polar organic mode. The amylose-based chiral stationary phase proved to be the most suitable for enantioseparation of esters of tryptophan. Three of them (D,L-tryptophan methyl ester, D,L-tryptophan butyl ester and D,L-tryptophan benzyl ester) were partially enantioseparated in reversed phase mode. Keywords: HPLC, tryptophan, enantioseparation
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Optimization and validation of analytical method for determination of selected drugs
Geryk, Radim ; Tesařová, Eva (advisor) ; Janečková, Lucie (referee)
The aim of this work was finding suitable conditions for separation of enantiomers of citalopram and citadiol, optimization of chromatographic system and validation of the analytical method for determination of selected enantiomers in drugs. Drugs are often chiral compounds. In many cases, only enantiomer has required pharmacological effects. Advanced chemical technologies associated with the synthesis, separation and analysis of the individual enantiomers caused an increase of the number of new chiral drugs in the form of single pure enantiomers, the chiral switch. Citalopram is one of the widely used antidepressants of selective serotonin reuptake inhibitors (SSRI). Citalopram is used for treatment of depression, panic anxienty or obsessive compulsive disorder of pathological laughing and crying. The pharmacological activity is associated with the S-citalopram, while R-enantiomer is essentially inactive and even counteracts the activity of escitalopram. Citadiol is a chiral syntetic precursor of citalopram. This thesis was focused on monitoring enantioseparation "behaviour" of selected enantiomers. HPLC method with chiral stationary phases based on macrocyclic antibiotics, cyclofructans and cellulose was applied for enantioseparation of the above-mentioned compounds. The optimized chromatographic...
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