Separation of propranolol enantiomers using chiral HPLC

Enantiomers of pharmaceuticals may exhibit different effects because the organism serves as a chiral selector. Enantiomers can now be identified and separated using analytical techniques such as gas chromatography and high-performance liquid chromatography. The nonselective b-adrenergic blocker prop...

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Main Authors: Turković Nemanja M., Savić Jasna, Ivković Branka, Ivković Aleksandar
Format: Article
Language:English
Published: University of Kragujevac, Faculty of Science 2023-01-01
Series:Kragujevac Journal of Science
Subjects:
Online Access:https://scindeks-clanci.ceon.rs/data/pdf/1450-9636/2023/1450-96362345041T.pdf
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author Turković Nemanja M.
Savić Jasna
Ivković Branka
Ivković Aleksandar
author_facet Turković Nemanja M.
Savić Jasna
Ivković Branka
Ivković Aleksandar
author_sort Turković Nemanja M.
collection DOAJ
description Enantiomers of pharmaceuticals may exhibit different effects because the organism serves as a chiral selector. Enantiomers can now be identified and separated using analytical techniques such as gas chromatography and high-performance liquid chromatography. The nonselective b-adrenergic blocker propranolol is used as a racemate in therapy, but only the S(-) isomer has been shown to be active. The aim of this study was to determine the mobile phase composition that would achieve optimal retention and satisfactory resolution between enantiomers and to confirm the order of elution of the enantiomers. The enantioseparation was tested in the n-heptane/ethanol/ammonia, n-heptane/ethanol/diethylamine, n-heptane/isopropanol/ ammonia and n-heptane/isopropanol/diethylamine systems. Optimal separation of enantiomers (t1=4,708; t2=5.264; Rs=1.75) was achieved with the mobile phase n-heptane/ethanol/diethylamine 80/20/0.1. The elution order was based on the retention time of the pure S(-)isomer. It was confirmed that the R(+) isomer shows higher retention.
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spelling doaj.art-ec6580f21fc64a6883ee12dfd5b901b82023-08-14T09:28:40ZengUniversity of Kragujevac, Faculty of ScienceKragujevac Journal of Science1450-96362466-55092023-01-0120234541491450-96362345041TSeparation of propranolol enantiomers using chiral HPLCTurković Nemanja M.0Savić Jasna1Ivković Branka2https://orcid.org/0000-0001-7350-3483Ivković Aleksandar3Institute for Medicines and Medical Devices of Montenegro (CInMED), Podgorica, MontenegroSchool of Pharmacy and Physiotherapy, Belgrade, SerbiaUniversity of Belgrade, Faculty of Pharmacy, Department of Pharmaceutical Chemistry, Belgrade, SerbiaAcademy of Technical Vocational Studies Belgrade, Department of Applied Engineering Sciences Požarevac, Požarevac, SerbiaEnantiomers of pharmaceuticals may exhibit different effects because the organism serves as a chiral selector. Enantiomers can now be identified and separated using analytical techniques such as gas chromatography and high-performance liquid chromatography. The nonselective b-adrenergic blocker propranolol is used as a racemate in therapy, but only the S(-) isomer has been shown to be active. The aim of this study was to determine the mobile phase composition that would achieve optimal retention and satisfactory resolution between enantiomers and to confirm the order of elution of the enantiomers. The enantioseparation was tested in the n-heptane/ethanol/ammonia, n-heptane/ethanol/diethylamine, n-heptane/isopropanol/ ammonia and n-heptane/isopropanol/diethylamine systems. Optimal separation of enantiomers (t1=4,708; t2=5.264; Rs=1.75) was achieved with the mobile phase n-heptane/ethanol/diethylamine 80/20/0.1. The elution order was based on the retention time of the pure S(-)isomer. It was confirmed that the R(+) isomer shows higher retention.https://scindeks-clanci.ceon.rs/data/pdf/1450-9636/2023/1450-96362345041T.pdfpropranololenantioseparationchiral stationary phaseshplc
spellingShingle Turković Nemanja M.
Savić Jasna
Ivković Branka
Ivković Aleksandar
Separation of propranolol enantiomers using chiral HPLC
Kragujevac Journal of Science
propranolol
enantioseparation
chiral stationary phases
hplc
title Separation of propranolol enantiomers using chiral HPLC
title_full Separation of propranolol enantiomers using chiral HPLC
title_fullStr Separation of propranolol enantiomers using chiral HPLC
title_full_unstemmed Separation of propranolol enantiomers using chiral HPLC
title_short Separation of propranolol enantiomers using chiral HPLC
title_sort separation of propranolol enantiomers using chiral hplc
topic propranolol
enantioseparation
chiral stationary phases
hplc
url https://scindeks-clanci.ceon.rs/data/pdf/1450-9636/2023/1450-96362345041T.pdf
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AT savicjasna separationofpropranololenantiomersusingchiralhplc
AT ivkovicbranka separationofpropranololenantiomersusingchiralhplc
AT ivkovicaleksandar separationofpropranololenantiomersusingchiralhplc