Matrix-Specific Effects on Caffeine and Chlorogenic Acid Complexation in a Novel Extract of Whole Coffea arabica Coffee Cherry by NMR Spectroscopy

Coffee cherry is a rich source of caffeine and chlorogenic acids. In this study we investigate the structural analysis of caffeine-enriched whole coffee cherry extracts, CEWCCE by using (1)H and (13)C NMR spectroscopy. The changes in (1)H chemical shift data in NMR spectra of CEWCCE compared to pure...

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Autores principales: Nemzer, Boris, Edwards, John, Kalita, Diganta
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9695207/
https://www.ncbi.nlm.nih.gov/pubmed/36431907
http://dx.doi.org/10.3390/molecules27227803
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author Nemzer, Boris
Edwards, John
Kalita, Diganta
author_facet Nemzer, Boris
Edwards, John
Kalita, Diganta
author_sort Nemzer, Boris
collection PubMed
description Coffee cherry is a rich source of caffeine and chlorogenic acids. In this study we investigate the structural analysis of caffeine-enriched whole coffee cherry extracts, CEWCCE by using (1)H and (13)C NMR spectroscopy. The changes in (1)H chemical shift data in NMR spectra of CEWCCE compared to pure caffeine indicated the formation of complexes between caffeine and chlorogenic acids in aqueous solution. The effect of complexation on the peak position of caffeoylquinic acid and caffeine resonance with increasing addition of caffeine was investigated. 2D NOESY experiments show the presence of cross-peaks that are due to the proximity of chlorogenic acid and caffeine molecules in stable complexes in protic solvents. The quantification data of caffeine by (1)H qNMR was found to be in close agreement with the data obtained by HPLC analysis.
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spelling pubmed-96952072022-11-26 Matrix-Specific Effects on Caffeine and Chlorogenic Acid Complexation in a Novel Extract of Whole Coffea arabica Coffee Cherry by NMR Spectroscopy Nemzer, Boris Edwards, John Kalita, Diganta Molecules Article Coffee cherry is a rich source of caffeine and chlorogenic acids. In this study we investigate the structural analysis of caffeine-enriched whole coffee cherry extracts, CEWCCE by using (1)H and (13)C NMR spectroscopy. The changes in (1)H chemical shift data in NMR spectra of CEWCCE compared to pure caffeine indicated the formation of complexes between caffeine and chlorogenic acids in aqueous solution. The effect of complexation on the peak position of caffeoylquinic acid and caffeine resonance with increasing addition of caffeine was investigated. 2D NOESY experiments show the presence of cross-peaks that are due to the proximity of chlorogenic acid and caffeine molecules in stable complexes in protic solvents. The quantification data of caffeine by (1)H qNMR was found to be in close agreement with the data obtained by HPLC analysis. MDPI 2022-11-12 /pmc/articles/PMC9695207/ /pubmed/36431907 http://dx.doi.org/10.3390/molecules27227803 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Nemzer, Boris
Edwards, John
Kalita, Diganta
Matrix-Specific Effects on Caffeine and Chlorogenic Acid Complexation in a Novel Extract of Whole Coffea arabica Coffee Cherry by NMR Spectroscopy
title Matrix-Specific Effects on Caffeine and Chlorogenic Acid Complexation in a Novel Extract of Whole Coffea arabica Coffee Cherry by NMR Spectroscopy
title_full Matrix-Specific Effects on Caffeine and Chlorogenic Acid Complexation in a Novel Extract of Whole Coffea arabica Coffee Cherry by NMR Spectroscopy
title_fullStr Matrix-Specific Effects on Caffeine and Chlorogenic Acid Complexation in a Novel Extract of Whole Coffea arabica Coffee Cherry by NMR Spectroscopy
title_full_unstemmed Matrix-Specific Effects on Caffeine and Chlorogenic Acid Complexation in a Novel Extract of Whole Coffea arabica Coffee Cherry by NMR Spectroscopy
title_short Matrix-Specific Effects on Caffeine and Chlorogenic Acid Complexation in a Novel Extract of Whole Coffea arabica Coffee Cherry by NMR Spectroscopy
title_sort matrix-specific effects on caffeine and chlorogenic acid complexation in a novel extract of whole coffea arabica coffee cherry by nmr spectroscopy
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9695207/
https://www.ncbi.nlm.nih.gov/pubmed/36431907
http://dx.doi.org/10.3390/molecules27227803
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