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

Abstract

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.

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

“…Studies on the antimicrobial activity of mandelic acid (Hman) revealed that the minimum inhibitory concentration (MIC) required to inhibit the growth of S. aureus and E. coli strains fell within the range of 0.18-0.23% [43,74]. In the case of crystalline powder tests of (1), the mandelic ligand content in the suspension of the studied sample was 0.013%, 0.034%, 0.069%, and 0.14% for concentrations of 2%, 5%, 10%, and 20% (w/v), respectively.…”

“…Previous research regarding mandelic acid properties showed that prolonged skin exposure to Hman absorption may lead to redness, dryness, and excessive skin exfoliation [41,42]. Hence, investigations carried out in recent years has focused on the synthesis and evaluation of the biocidal action of Hman salts and their complex compounds [43,44]. The compounds synthesized in the reaction of titanium isopropoxide with mixtures of mandelic and benzohydroxamic acid [45] or mandelic and phenylphosphonic acid [46] typically form dimeric structures, wherein two titanium atoms ({Ti 2 }) are connected solely by mandelic ligands (man).…”

Design and Synthesis of Mandelic Acid Derivatives for Suppression of Virulence via T3SS against Citrus Canker

“…Bismerthiazol and thiadiazole copper are widely utilized bactericides that have demonstrated efficacy in efficiently managing citrus canker . Mandelic acid, an α-amino acid, possesses significant antibacterial properties and is regarded as a promising substrate and intermediary for the development and synthesis of innovative drugs. , The utilization of mandelic acid and its derivatives is prevalent in the fields of medicines, aesthetic medicine, and environmental therapy. , Furthermore, there have been reports in the field of agriculture indicating that they possess the ability to effectively minimize the occurrence of black shank . Although all of the aforementioned compounds possess antiseptic properties, it is possible to develop and synthesize their active structural frameworks using novel methodologies in order to acquire the desired molecules.…”

“…36,37 The utilization of mandelic acid and its derivatives is prevalent in the fields of medicines, aesthetic medicine, and environmental therapy. 38,39 Furthermore, there have been reports in the field of agriculture indicating that they possess the ability to effectively minimize the occurrence of black shank. 40 Although all of the aforementioned compounds possess antiseptic properties, it is possible to develop and synthesize their active structural frameworks using novel methodologies in order to acquire the desired molecules.…”

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

“…Previous research on mandelic acid properties showed that prolonged skin exposure to Hman absorption may lead to redness, dryness, and excessive skin exfoliation [41,42]. Hence, investigations carried out in last years, focused on the synthesis and the evaluation of the biocidal action of Hman salts and their complex compounds [43,44]. The compounds synthesized in the reaction of titanium isopropoxide with mixtures of mandelic and benzohydroxamic acid [45] or mandelic and phenylphosphonic acid [46] typically form dimeric structures, wherein two titanium atoms ({Ti2}) are connected solely by mandelic ligands (man).…”