Biologically Active Compounds of Plants: Structure-Related Antioxidant, Microbiological and Cytotoxic Activity of Selected Carboxylic Acids
<b> </b>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), caffei...
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doaj-9e17ed55ed754c619b2d7ffff39421142020-11-25T03:55:09ZengMDPI AGMaterials1996-19442020-10-01134454445410.3390/ma13194454Biologically Active Compounds of Plants: Structure-Related Antioxidant, Microbiological and Cytotoxic Activity of Selected Carboxylic AcidsBeata Godlewska-Żyłkiewicz0Renata Świsłocka1Monika Kalinowska2Aleksandra Golonko3Grzegorz Świderski4Żaneta Arciszewska5Edyta Nalewajko-Sieliwoniuk6Monika Naumowicz7Włodzimierz Lewandowski8Department of Analytical Chemistry, Faculty of Chemistry, University of Bialystok, K. Ciołkowskiego 1K, 15–245 Białystok, PolandDepartment of Chemistry, Biology and Biotechnology, Bialystok University of Technology, Wiejska 45E, 15–351 Białystok, PolandDepartment of Chemistry, Biology and Biotechnology, Bialystok University of Technology, Wiejska 45E, 15–351 Białystok, PolandInstitute of Agricultural and Food Biotechnology, Rakowiecka 36, 02–532 Warsaw, PolandDepartment of Chemistry, Biology and Biotechnology, Bialystok University of Technology, Wiejska 45E, 15–351 Białystok, PolandDepartment of Analytical Chemistry, Faculty of Chemistry, University of Bialystok, K. Ciołkowskiego 1K, 15–245 Białystok, PolandDepartment of Analytical Chemistry, Faculty of Chemistry, University of Bialystok, K. Ciołkowskiego 1K, 15–245 Białystok, PolandDepartment of Physical Chemistry, Faculty of Chemistry, University of Bialystok, K. Ciołkowskiego 1K, 15–245 Białystok, PolandDepartment of Chemistry, Biology and Biotechnology, Bialystok University of Technology, Wiejska 45E, 15–351 Białystok, Poland<b> </b>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.https://www.mdpi.com/1996-1944/13/19/4454phenolic acidsnatural carboxylic acidsstructure-activity relationshiphydroxyl groupsantibacterialantioxidant |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Beata Godlewska-Żyłkiewicz Renata Świsłocka Monika Kalinowska Aleksandra Golonko Grzegorz Świderski Żaneta Arciszewska Edyta Nalewajko-Sieliwoniuk Monika Naumowicz Włodzimierz Lewandowski |
spellingShingle |
Beata Godlewska-Żyłkiewicz Renata Świsłocka Monika Kalinowska Aleksandra Golonko Grzegorz Świderski Żaneta Arciszewska Edyta Nalewajko-Sieliwoniuk Monika Naumowicz Włodzimierz Lewandowski Biologically Active Compounds of Plants: Structure-Related Antioxidant, Microbiological and Cytotoxic Activity of Selected Carboxylic Acids Materials phenolic acids natural carboxylic acids structure-activity relationship hydroxyl groups antibacterial antioxidant |
author_facet |
Beata Godlewska-Żyłkiewicz Renata Świsłocka Monika Kalinowska Aleksandra Golonko Grzegorz Świderski Żaneta Arciszewska Edyta Nalewajko-Sieliwoniuk Monika Naumowicz Włodzimierz Lewandowski |
author_sort |
Beata Godlewska-Żyłkiewicz |
title |
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_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_sort |
biologically active compounds of plants: structure-related antioxidant, microbiological and cytotoxic activity of selected carboxylic acids |
publisher |
MDPI AG |
series |
Materials |
issn |
1996-1944 |
publishDate |
2020-10-01 |
description |
<b> </b>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. |
topic |
phenolic acids natural carboxylic acids structure-activity relationship hydroxyl groups antibacterial antioxidant |
url |
https://www.mdpi.com/1996-1944/13/19/4454 |
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