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Razvoj metode za ločevanje enantiomerov zaviralcev giraze z uporabo tekočinske kromatografije visoke ločljivosti
ID Kavčič, Primož (Author), ID Ilaš, Janez (Mentor) More about this mentor... This link opens in a new window

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Abstract
Kiralnost molekul in različni farmakološki učinki, ki jih lahko povzročijo v telesu, so že zelo dolgo pomembni v farmacevtski industriji. Da bi bilo neželenih učinkov, povzročenih s strani enantiomerov, čim manj, farmacevtska industrija stremi k razvoju čistih enantiomernih spojin. Te spojine lahko pridobivamo na dva načina: ? racemno zmes ločimo na enantiomere s pomočjo kiralne ločbe, ? s stereoselektivno sintezo. Tema tega diplomskega dela je bila kiralna ločba s pomočjo tekočinske kromatografije visoke ločljivosti. V normalno-faznem kromatografskem sistemu smo s spreminjanjem parametrov kromatografskega sistema poskušali ločiti spojine giraznih inhibitorjev na posamezne enantio-mere za analizne in preparativne namene. S spreminjanjem sestave mobilne faze smo na kromatografski koloni Kromasil Chiral Cellu-Coat razvijali metode za kiralno ločbo. Za mobilno fazo smo uporabili heksan, metanol in izopropanol. V poskusih nam je na enantiomere uspelo ločiti 4 spojine: enantiomerni par 1 in 2, 7 in 8 ter spojini 10 in 11. Za spojini 1 in 2 smo uspeli določiti enantiomerni presežek. Pokazali smo, da v danem kromatografskem sistemu do ločbe ni mogoče priti pri spojinah 3 in 4, 5 in 6 ter 9.

Language:Slovenian
Keywords:girazni inhibitorji, enantiomeri, kiralna kromatografija
Work type:Master's thesis/paper
Organization:FFA - Faculty of Pharmacy
Year:2019
PID:20.500.12556/RUL-111000 This link opens in a new window
Publication date in RUL:21.09.2019
Views:1340
Downloads:160
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Secondary language

Language:English
Title:Development of method for separation of enantiomers of gyrase inhibitors using high performance liquid chromatography
Abstract:
Molecular chirality and its pharmacological effects on human body have been important in pharmaceutical industry for quite a long time. Thus, pharmaceutical industry strives to produce pure enantiomeric drugs to mitigate or eliminate adverse side effects of unwanted enantiomers in the mix. These pure compounds can be obtained by two different approaches:  Separation of racemic mixture by chiral chromatography  Stereospecific synthesis Topic of this master thesis was chiral separation with the help of high-performance liquid chromatography. A normal-phased system was used where we were changing parameters of chromatographic system with the goal of separation of gyrase inhibitors. Enantiomeric compo-unds were further used for analytical and preparative purposes. We were trying to develop a method for chiral separation by changing composition of mobile phase on a chromatographic column Kromasil Chiral CelluCoat. Hexane, methanol and isopro-panol were used as a mobile phase. In a series of experiments, we successfully separated 4 compounds: enantiomeric couple 1 and 2, 7 and 8, 10 as well as 11. For the compounds 1 and 2 we have also determined enantiomeric excess. We have shown that no separation can be ma-de on described system with compounds: 3 and 4, 5 and 6 and also 9.

Keywords:gyrase inhibitors, enantiomers, chiral chromatography

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