Spectroscopic Characterization and Antioxidant Properties of Mandelic Acid and Its Derivatives in a Theoretical and Experimental Approach

Parcheta, Monika; Świsłocka, Renata; Świderski, Grzegorz; Matejczyk, Marzena; Lewandowski, W.

doi:10.3390/ma15155413

Cited by 7 publications

(6 citation statements)

References 44 publications

(48 reference statements)

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“…MIC is defined as the lowest concentration of an antibacterial agent that effectively inhibits the visible growth of microorganisms within a specified period under strictly controlled in vitro conditions. MBC is the lowest antibacterial agent concentration that destroys viable microorganism cells [ 27 ]. In this study, MICs were determined based on no observed OD increase during strain incubation in reference to the initial OD value.…”

Section: Methodsmentioning

confidence: 99%

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Research on the Electron Structure and Antimicrobial Properties of Mandelic Acid and Its Alkali Metal Salts

Świsłocka

Świderski

Nasiłowska

et al. 2023

IJMS

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This article investigated the structure, and the spectroscopic and antimicrobial properties of mandelic acid and its alkali metal salts. The electron charge distribution and aromaticity in the analyzed molecules were investigated using molecular spectroscopy methods (FT-IR, FT-Raman, 1H NMR, and 13C NMR) and theoretical calculations (structure, NBO, HOMO, LUMO, energy descriptors, and theoretical IR and NMR spectra). The B3LYP/6-311++G(d,p) method was used in the calculations. The antimicrobial activities of mandelic acid and its salt were tested against six bacteria: Gram-positive Listeria monocytogenes ATCC 13932, Staphylococcus aureus ATCC 25923, Bacillus subtilis ATCC 6633, and Loigolactobacillus backii KKP 3566; Gram-negative Escherichia coli ATCC 25922 and Salmonella Typhimurium ATCC 14028, as well as two yeast species, Rhodotorulla mucilaginosa KKP 3560 and Candida albicans ATCC 10231.

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Section: Methodsmentioning

confidence: 99%

“…The antimicrobial properties of MA and its salts with alkali metals (Li, K, Na) were evaluated. The MIC and MBC parameters were determined [ 27 ]. Due to the natural ability of MA to chelate metal ions, and taking into account the benefits of alkali metals for human health, there is a need to test the properties of newly developed salts.…”

Section: Introductionmentioning

confidence: 99%

Research on the Electron Structure and Antimicrobial Properties of Mandelic Acid and Its Alkali Metal Salts

Świsłocka

Świderski

Nasiłowska

et al. 2023

IJMS

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“…A decrease in (8Z,11Z,14Z)-icosa-8,11,14-trienoate (also known as 8,11,14-eicosatrienoic acid) has already been reported under oxidant-antioxidant altered conditions [62,63], probably due to its antioxidant activity [64,65]. Similarly, 4-hydroxybenzeneacetic acid, a carboxylic acid (also known as mandelic acid) has been demonstrated to have antioxidant properties [66], and 9-octadecen-1-ol (also known as linolenyl alcohol), a long chain fatty primary alcohol, acts as an antibacterial [67] and anti-inflammation agent [68]: all these molecules decreased in ozonised blood. Arachidic acid (also known as eicosanoid acid) is a lipid mediator involved in haemodynamics and inflammation with both anti-inflammatory and protective properties [69,70] and lanopalmitic acid (also known as hydroxyhexadecanoic acid) is involved in the Nrf2/HO-1 signalling pathway [45]: both of them have been found to decrease in O 3 -treated blood.…”

Section: The Modifications Of Amino Acid Carbohydrate Lipid and Nucle...mentioning

confidence: 96%

Modifications of Blood Molecular Components after Treatment with Low Ozone Concentrations

Inguscio,

Cisterna,

Carton

et al. 2023

IJMS

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The ex vivo treatment of a limited volume of blood with gaseous oxygen–ozone (O2–O3) mixtures and its rapid reinfusion into the patient is a widespread medical procedure. O3 instantly reacts with the blood’s antioxidant systems, disappearing before reinfusion, although the molecules formed act as messengers in the organism, inducing multiple antioxidant and anti-inflammatory responses. An appropriate dose of O3 is obviously essential to ensure both safety and therapeutic efficacy, and in recent years, the low-dose O3 concept has led to a significant reduction in the administered O3 concentrations. However, the molecular events triggered by such low concentrations in the blood still need to be fully elucidated. In this basic study, we analysed the molecular modifications induced ex vivo in sheep blood by 5 and 10 µg O3/mL O2 by means of a powerful metabolomics analysis in association with haemogas, light microscopy and bioanalytical assays. This combined approach revealed increased oxygenation and an increased antioxidant capacity in the O3-treated blood, which accorded with the literature. Moreover, original information was obtained on the impact of these low O3 concentrations on the metabolic pathways of amino acids, carbohydrates, lipids and nucleotides, with the modified metabolites being mostly involved in the preservation of the oxidant–antioxidant balance and in energy production.

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“…To enhance the biocidal properties of synthesized TOCs, we decided to incorporate α-hydroxy carboxylate ligands, known for their antimicrobial and anti-inflammatory properties [32][33][34], into their structure. Our goal was to develop a new, durable material with antimicrobial traits which were responsive to light exposure in the UVA and visible range.…”

Section: Introductionmentioning

confidence: 99%

Structural Characterization and Bioactivity of a Titanium(IV)-Oxo Complex Stabilized by Mandelate Ligands

Kubiak,

Muzioł,

Wrzeszcz

et al. 2024

Molecules

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Research on titanium-oxo complexes (TOCs) is usually focused on their structure and photocatalytic properties. Findings from these investigations further sparked our interest in exploring their potential biological activities. In this study, we focused on the synthesis and structure of a compound with the general formula [Ti8O2(OiPr)20(man)4] (1), which was isolated from the reaction mixture of titanium(IV) isopropoxide with mandelic acid (Hman) in a molar ratio of 4:1. The structure (1) was determined using single-crystal X-ray diffraction, while spectroscopic studies provided insights into its physicochemical properties. To assess the potential practical applications of (1), its microcrystals were incorporated into a polymethyl methacrylate (PMMA) matrix, yielding composite materials of the type PMMA + (1) (2 wt.%, 5 wt.%, 10 wt.%, and 20 wt.%). The next stage of our research involved the evaluation of the antimicrobial activity of the obtained materials. The investigations performed demonstrated the antimicrobial activity of pure (1) and its composites (PMMA + (1)) against both Gram-positive and Gram-negative strains. Furthermore, MTT tests conducted on the L929 murine fibroblast cell line confirmed the lack of cytotoxicity of these composites. Our study identified (1) as a promising antimicrobial agent, which is also may be use for producing composite coatings.

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Spectroscopic Characterization and Antioxidant Properties of Mandelic Acid and Its Derivatives in a Theoretical and Experimental Approach

Cited by 7 publications

References 44 publications

Research on the Electron Structure and Antimicrobial Properties of Mandelic Acid and Its Alkali Metal Salts

Research on the Electron Structure and Antimicrobial Properties of Mandelic Acid and Its Alkali Metal Salts

Modifications of Blood Molecular Components after Treatment with Low Ozone Concentrations

Structural Characterization and Bioactivity of a Titanium(IV)-Oxo Complex Stabilized by Mandelate Ligands

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