Study of a Conformational Equilibrium of Lisinopril by HPLC, NMR, and DFT

The isomerization of lisinopril has been investigated using chromatographic, NMR spectroscopic, and theoretical calculations. The NMR data, particularly the NOEDIFF experiments, show that the major species that was eluted first is the trans form. The proportion was 77% and 23% for the trans and cis,...

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Autores principales: Bouabdallah, Sondes, Ben Dhia, Med Thaieb, Driss, Med Rida
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Hindawi Publishing Corporation 2014
Materias:
Research Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3953672/
https://www.ncbi.nlm.nih.gov/pubmed/24707291
http://dx.doi.org/10.1155/2014/494719
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author Bouabdallah, Sondes
Ben Dhia, Med Thaieb
Driss, Med Rida
author_facet Bouabdallah, Sondes
Ben Dhia, Med Thaieb
Driss, Med Rida
author_sort Bouabdallah, Sondes
collection PubMed
description The isomerization of lisinopril has been investigated using chromatographic, NMR spectroscopic, and theoretical calculations. The NMR data, particularly the NOEDIFF experiments, show that the major species that was eluted first is the trans form. The proportion was 77% and 23% for the trans and cis, respectively. The thermodynamic parameters (ΔH, ΔS, and ΔG) were determined by varying the temperature in the NMR experiments. The interpretations of the experimental data were further supported by DFT/B3LYP calculations.
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spelling pubmed-39536722014-04-06 Study of a Conformational Equilibrium of Lisinopril by HPLC, NMR, and DFT Bouabdallah, Sondes Ben Dhia, Med Thaieb Driss, Med Rida Int J Anal Chem Research Article The isomerization of lisinopril has been investigated using chromatographic, NMR spectroscopic, and theoretical calculations. The NMR data, particularly the NOEDIFF experiments, show that the major species that was eluted first is the trans form. The proportion was 77% and 23% for the trans and cis, respectively. The thermodynamic parameters (ΔH, ΔS, and ΔG) were determined by varying the temperature in the NMR experiments. The interpretations of the experimental data were further supported by DFT/B3LYP calculations. Hindawi Publishing Corporation 2014 2014-02-25 /pmc/articles/PMC3953672/ /pubmed/24707291 http://dx.doi.org/10.1155/2014/494719 Text en Copyright © 2014 Sondes Bouabdallah et al. https://creativecommons.org/licenses/by/3.0/ This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Research Article
Bouabdallah, Sondes
Ben Dhia, Med Thaieb
Driss, Med Rida
Study of a Conformational Equilibrium of Lisinopril by HPLC, NMR, and DFT
title Study of a Conformational Equilibrium of Lisinopril by HPLC, NMR, and DFT
title_full Study of a Conformational Equilibrium of Lisinopril by HPLC, NMR, and DFT
title_fullStr Study of a Conformational Equilibrium of Lisinopril by HPLC, NMR, and DFT
title_full_unstemmed Study of a Conformational Equilibrium of Lisinopril by HPLC, NMR, and DFT
title_short Study of a Conformational Equilibrium of Lisinopril by HPLC, NMR, and DFT
title_sort study of a conformational equilibrium of lisinopril by hplc, nmr, and dft
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3953672/
https://www.ncbi.nlm.nih.gov/pubmed/24707291
http://dx.doi.org/10.1155/2014/494719
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