Enantiomeric separation of bupropion by liquid chromatography on derivatized cyclofructan chiral stationary phase

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F62690094%3A18470%2F22%3A50019392" target="_blank" >RIV/62690094:18470/22:50019392 - isvavai.cz</a>

Výsledek na webu

<a href="https://onlinelibrary.wiley.com/doi/10.1002/chir.23496" target="_blank" >https://onlinelibrary.wiley.com/doi/10.1002/chir.23496</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1002/chir.23496" target="_blank" >10.1002/chir.23496</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Enantiomeric separation of bupropion by liquid chromatography on derivatized cyclofructan chiral stationary phase

Popis výsledku v původním jazyce

High-performance liquid chromatography (HPLC) is an ideal tool for enantiomeric separations of different drugs. In this study, the direct enantioseparation of bupropion, an atypical antidepressant structurally related to cathinone, was explored by using five chiral columns, including three based on derivatized cyclofructans, macrocyclic glycopeptide teicoplanin, and an immobilized amylose derivative under multimodal elution conditions. Baseline enantioseparation was obtained on the LarihcShell CF6-RN column, with derivatized cyclofructan 6, in the polar organic mode. The effects of the mobile-phase composition, type and content of major components, the nature and the amount of mobile-phase additives, and the column temperature on the retention, selectivity, and resolution were investigated to optimize enantioseparation. The calibration curve was linear in the range of 10-125 mu g/ml for each enantiomer. The limits of detection and quantification were 0.1 and 0.3 mu g/ml for both enantiomers of bupropion. The chiral recognition was controlled especially by H bonds, pi-pi, dipole-dipole interactions, and steric effects. Finally, the developed method was applied to the determination of bupropion in the commercially available drug.

Název v anglickém jazyce

Enantiomeric separation of bupropion by liquid chromatography on derivatized cyclofructan chiral stationary phase

Popis výsledku anglicky

High-performance liquid chromatography (HPLC) is an ideal tool for enantiomeric separations of different drugs. In this study, the direct enantioseparation of bupropion, an atypical antidepressant structurally related to cathinone, was explored by using five chiral columns, including three based on derivatized cyclofructans, macrocyclic glycopeptide teicoplanin, and an immobilized amylose derivative under multimodal elution conditions. Baseline enantioseparation was obtained on the LarihcShell CF6-RN column, with derivatized cyclofructan 6, in the polar organic mode. The effects of the mobile-phase composition, type and content of major components, the nature and the amount of mobile-phase additives, and the column temperature on the retention, selectivity, and resolution were investigated to optimize enantioseparation. The calibration curve was linear in the range of 10-125 mu g/ml for each enantiomer. The limits of detection and quantification were 0.1 and 0.3 mu g/ml for both enantiomers of bupropion. The chiral recognition was controlled especially by H bonds, pi-pi, dipole-dipole interactions, and steric effects. Finally, the developed method was applied to the determination of bupropion in the commercially available drug.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10406 - Analytical chemistry

Projekt

—

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2022

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

CHIRALITY

ISSN

0899-0042

e-ISSN

1520-636X

Svazek periodika

34

Číslo periodika v rámci svazku

10

Stát vydavatele periodika

US - Spojené státy americké

Počet stran výsledku

9

Strana od-do

1311-1319

Kód UT WoS článku

000828904600001

EID výsledku v databázi Scopus

2-s2.0-85134515767