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Biologically Active Compounds of Plants: Structure-Related Antioxidant, Microbiological and Cytotoxic Activity of Selected Carboxylic Acids

Natural carboxylic acids are plant-derived compounds that are known to possess biological activity. The aim of this review was to compare the effect of structural differences of the selected carboxylic acids (benzoic acid (BA), cinnamic acid (CinA), p-coumaric acid (p-CA), caffeic acid (CFA), rosmar...

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Autores principales: Godlewska-Żyłkiewicz, Beata, Świsłocka, Renata, Kalinowska, Monika, Golonko, Aleksandra, Świderski, Grzegorz, Arciszewska, Żaneta, Nalewajko-Sieliwoniuk, Edyta, Naumowicz, Monika, Lewandowski, Włodzimierz
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7579235/
https://www.ncbi.nlm.nih.gov/pubmed/33049979
http://dx.doi.org/10.3390/ma13194454
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author Godlewska-Żyłkiewicz, Beata
Świsłocka, Renata
Kalinowska, Monika
Golonko, Aleksandra
Świderski, Grzegorz
Arciszewska, Żaneta
Nalewajko-Sieliwoniuk, Edyta
Naumowicz, Monika
Lewandowski, Włodzimierz
author_facet Godlewska-Żyłkiewicz, Beata
Świsłocka, Renata
Kalinowska, Monika
Golonko, Aleksandra
Świderski, Grzegorz
Arciszewska, Żaneta
Nalewajko-Sieliwoniuk, Edyta
Naumowicz, Monika
Lewandowski, Włodzimierz
author_sort Godlewska-Żyłkiewicz, Beata
collection PubMed
description Natural carboxylic acids are plant-derived compounds that are known to possess biological activity. The aim of this review was to compare the effect of structural differences of the selected carboxylic acids (benzoic acid (BA), cinnamic acid (CinA), p-coumaric acid (p-CA), caffeic acid (CFA), rosmarinic acid (RA), and chicoric acid (ChA)) on the antioxidant, antimicrobial, and cytotoxic activity. The studied compounds were arranged in a logic sequence of increasing number of hydroxyl groups and conjugated bonds in order to investigate the correlations between the structure and bioactivity. A review of the literature revealed that RA exhibited the highest antioxidant activity and this property decreased in the following order: RA > CFA ~ ChA > p-CA > CinA > BA. In the case of antimicrobial properties, structure-activity relationships were not easy to observe as they depended on the microbial strain and the experimental conditions. The highest antimicrobial activity was found for CFA and CinA, while the lowest for RA. Taking into account anti-cancer properties of studied NCA, it seems that the presence of hydroxyl groups had an influence on intermolecular interactions and the cytotoxic potential of the molecules, whereas the carboxyl group participated in the chelation of endogenous transition metal ions.
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spelling pubmed-75792352020-10-29 Biologically Active Compounds of Plants: Structure-Related Antioxidant, Microbiological and Cytotoxic Activity of Selected Carboxylic Acids Godlewska-Żyłkiewicz, Beata Świsłocka, Renata Kalinowska, Monika Golonko, Aleksandra Świderski, Grzegorz Arciszewska, Żaneta Nalewajko-Sieliwoniuk, Edyta Naumowicz, Monika Lewandowski, Włodzimierz Materials (Basel) Review Natural carboxylic acids are plant-derived compounds that are known to possess biological activity. The aim of this review was to compare the effect of structural differences of the selected carboxylic acids (benzoic acid (BA), cinnamic acid (CinA), p-coumaric acid (p-CA), caffeic acid (CFA), rosmarinic acid (RA), and chicoric acid (ChA)) on the antioxidant, antimicrobial, and cytotoxic activity. The studied compounds were arranged in a logic sequence of increasing number of hydroxyl groups and conjugated bonds in order to investigate the correlations between the structure and bioactivity. A review of the literature revealed that RA exhibited the highest antioxidant activity and this property decreased in the following order: RA > CFA ~ ChA > p-CA > CinA > BA. In the case of antimicrobial properties, structure-activity relationships were not easy to observe as they depended on the microbial strain and the experimental conditions. The highest antimicrobial activity was found for CFA and CinA, while the lowest for RA. Taking into account anti-cancer properties of studied NCA, it seems that the presence of hydroxyl groups had an influence on intermolecular interactions and the cytotoxic potential of the molecules, whereas the carboxyl group participated in the chelation of endogenous transition metal ions. MDPI 2020-10-08 /pmc/articles/PMC7579235/ /pubmed/33049979 http://dx.doi.org/10.3390/ma13194454 Text en © 2020 by the authors. 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 (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Review
Godlewska-Żyłkiewicz, Beata
Świsłocka, Renata
Kalinowska, Monika
Golonko, Aleksandra
Świderski, Grzegorz
Arciszewska, Żaneta
Nalewajko-Sieliwoniuk, Edyta
Naumowicz, Monika
Lewandowski, Włodzimierz
Biologically Active Compounds of Plants: Structure-Related Antioxidant, Microbiological and Cytotoxic Activity of Selected Carboxylic Acids
title Biologically Active Compounds of Plants: Structure-Related Antioxidant, Microbiological and Cytotoxic Activity of Selected Carboxylic Acids
title_full Biologically Active Compounds of Plants: Structure-Related Antioxidant, Microbiological and Cytotoxic Activity of Selected Carboxylic Acids
title_fullStr Biologically Active Compounds of Plants: Structure-Related Antioxidant, Microbiological and Cytotoxic Activity of Selected Carboxylic Acids
title_full_unstemmed Biologically Active Compounds of Plants: Structure-Related Antioxidant, Microbiological and Cytotoxic Activity of Selected Carboxylic Acids
title_short Biologically Active Compounds of Plants: Structure-Related Antioxidant, Microbiological and Cytotoxic Activity of Selected Carboxylic Acids
title_sort biologically active compounds of plants: structure-related antioxidant, microbiological and cytotoxic activity of selected carboxylic acids
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7579235/
https://www.ncbi.nlm.nih.gov/pubmed/33049979
http://dx.doi.org/10.3390/ma13194454
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