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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Main Authors: Beata Godlewska-Żyłkiewicz, Renata Świsłocka, Monika Kalinowska, Aleksandra Golonko, Grzegorz Świderski, Żaneta Arciszewska, Edyta Nalewajko-Sieliwoniuk, Monika Naumowicz, Włodzimierz Lewandowski
Format: Article
Language:English
Published: MDPI AG 2020-10-01
Series:Materials
Subjects:
Online Access:https://www.mdpi.com/1996-1944/13/19/4454
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spelling 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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