Cargando…
Comparative Analysis of Physical and Chemical Properties of Differently Obtained Zn—Methionine Chelate with Proved Antibiofilm Properties (Part II)
The previously demonstrated activity of aqueous solutions of methionine and zinc salts against biofilms of uropathogenic bacteria prompted us to investigate the structure and properties of zinc methionine complex obtained from such solutions. The paper presents the analysis results of zinc coordinat...
Autores principales: | , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2023
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9959065/ https://www.ncbi.nlm.nih.gov/pubmed/36839912 http://dx.doi.org/10.3390/pharmaceutics15020590 |
_version_ | 1784895180796592128 |
---|---|
author | Marukhlenko, Alla V. Tumasov, Vladimir N. Butusov, Leonid A. Shandryuk, Georgy A. Morozova, Mariya A. |
author_facet | Marukhlenko, Alla V. Tumasov, Vladimir N. Butusov, Leonid A. Shandryuk, Georgy A. Morozova, Mariya A. |
author_sort | Marukhlenko, Alla V. |
collection | PubMed |
description | The previously demonstrated activity of aqueous solutions of methionine and zinc salts against biofilms of uropathogenic bacteria prompted us to investigate the structure and properties of zinc methionine complex obtained from such solutions. The paper presents the analysis results of zinc coordination complexes with methionine obtained by synthesis (0.034 mol of L-methionine, 0.034 mol of NaOH, 40 mL of H(2)O, 0.017 mol ZnSO(4), 60 °C) and simple crystallization from water solution (25 mL of a solution containing 134 mmol/L L-methionine, 67 mmol/L ZnSO(4), pH = 5.74, I = 0.37 mmol/L, crystallization at room temperature during more than two weeks). IR spectral analysis and X-ray diffraction showed the structural similarity of the substances to each other, in agreement with the data described in the literature. DSC confirmed the formation of a thermally stable (in the range from −30 °C to 180 °C) chelate compound in both cases and indicated the possible retention of the polymorphic two-dimensional structure inherent in L-methionine with the temperature of phase transition 320 K. The crystallized complex had better solubility in water (100 to 1000 mL per 1.0 g) contra the synthesized analog, which was practically insoluble (more than 10 000 mL per 1.0 g). The results of the solubility assessment, supplemented by the results of the dispersion analysis of solutions by the dynamic light scattering method indicated the formation of zinc-containing nanoparticles (80 nm) in a saturated water solution of a crystallized substance, suggesting the crystallized substance may have higher bioavailability. We predicted a possibility of the equivalent existence of optically active cis and trans isomers in methionine-zinc solutions by the close values of formation enthalpy (−655 kJ/mol and −657 kJ/mol for cis and trans forms, respectively) and also illustrated by the polarimetry measurement results (∆α = 0.4°, pH = 5.74, C(Met) = 134 mmol/L; the concentration of metal ion gradually increased from 0 to 134 mmol/L). The obtained results allowed us to conclude that the compound isolated from the solution is a zinc-methionine chelate with the presence of sulfate groups and underline the role of the synthesis route for the biopharmaceutical characteristics of the resulting substance. We provided some quality indicators that it may be possible to include in the pharmacopeia monographs. |
format | Online Article Text |
id | pubmed-9959065 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-99590652023-02-26 Comparative Analysis of Physical and Chemical Properties of Differently Obtained Zn—Methionine Chelate with Proved Antibiofilm Properties (Part II) Marukhlenko, Alla V. Tumasov, Vladimir N. Butusov, Leonid A. Shandryuk, Georgy A. Morozova, Mariya A. Pharmaceutics Article The previously demonstrated activity of aqueous solutions of methionine and zinc salts against biofilms of uropathogenic bacteria prompted us to investigate the structure and properties of zinc methionine complex obtained from such solutions. The paper presents the analysis results of zinc coordination complexes with methionine obtained by synthesis (0.034 mol of L-methionine, 0.034 mol of NaOH, 40 mL of H(2)O, 0.017 mol ZnSO(4), 60 °C) and simple crystallization from water solution (25 mL of a solution containing 134 mmol/L L-methionine, 67 mmol/L ZnSO(4), pH = 5.74, I = 0.37 mmol/L, crystallization at room temperature during more than two weeks). IR spectral analysis and X-ray diffraction showed the structural similarity of the substances to each other, in agreement with the data described in the literature. DSC confirmed the formation of a thermally stable (in the range from −30 °C to 180 °C) chelate compound in both cases and indicated the possible retention of the polymorphic two-dimensional structure inherent in L-methionine with the temperature of phase transition 320 K. The crystallized complex had better solubility in water (100 to 1000 mL per 1.0 g) contra the synthesized analog, which was practically insoluble (more than 10 000 mL per 1.0 g). The results of the solubility assessment, supplemented by the results of the dispersion analysis of solutions by the dynamic light scattering method indicated the formation of zinc-containing nanoparticles (80 nm) in a saturated water solution of a crystallized substance, suggesting the crystallized substance may have higher bioavailability. We predicted a possibility of the equivalent existence of optically active cis and trans isomers in methionine-zinc solutions by the close values of formation enthalpy (−655 kJ/mol and −657 kJ/mol for cis and trans forms, respectively) and also illustrated by the polarimetry measurement results (∆α = 0.4°, pH = 5.74, C(Met) = 134 mmol/L; the concentration of metal ion gradually increased from 0 to 134 mmol/L). The obtained results allowed us to conclude that the compound isolated from the solution is a zinc-methionine chelate with the presence of sulfate groups and underline the role of the synthesis route for the biopharmaceutical characteristics of the resulting substance. We provided some quality indicators that it may be possible to include in the pharmacopeia monographs. MDPI 2023-02-09 /pmc/articles/PMC9959065/ /pubmed/36839912 http://dx.doi.org/10.3390/pharmaceutics15020590 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/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 (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Marukhlenko, Alla V. Tumasov, Vladimir N. Butusov, Leonid A. Shandryuk, Georgy A. Morozova, Mariya A. Comparative Analysis of Physical and Chemical Properties of Differently Obtained Zn—Methionine Chelate with Proved Antibiofilm Properties (Part II) |
title | Comparative Analysis of Physical and Chemical Properties of Differently Obtained Zn—Methionine Chelate with Proved Antibiofilm Properties (Part II) |
title_full | Comparative Analysis of Physical and Chemical Properties of Differently Obtained Zn—Methionine Chelate with Proved Antibiofilm Properties (Part II) |
title_fullStr | Comparative Analysis of Physical and Chemical Properties of Differently Obtained Zn—Methionine Chelate with Proved Antibiofilm Properties (Part II) |
title_full_unstemmed | Comparative Analysis of Physical and Chemical Properties of Differently Obtained Zn—Methionine Chelate with Proved Antibiofilm Properties (Part II) |
title_short | Comparative Analysis of Physical and Chemical Properties of Differently Obtained Zn—Methionine Chelate with Proved Antibiofilm Properties (Part II) |
title_sort | comparative analysis of physical and chemical properties of differently obtained zn—methionine chelate with proved antibiofilm properties (part ii) |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9959065/ https://www.ncbi.nlm.nih.gov/pubmed/36839912 http://dx.doi.org/10.3390/pharmaceutics15020590 |
work_keys_str_mv | AT marukhlenkoallav comparativeanalysisofphysicalandchemicalpropertiesofdifferentlyobtainedznmethioninechelatewithprovedantibiofilmpropertiespartii AT tumasovvladimirn comparativeanalysisofphysicalandchemicalpropertiesofdifferentlyobtainedznmethioninechelatewithprovedantibiofilmpropertiespartii AT butusovleonida comparativeanalysisofphysicalandchemicalpropertiesofdifferentlyobtainedznmethioninechelatewithprovedantibiofilmpropertiespartii AT shandryukgeorgya comparativeanalysisofphysicalandchemicalpropertiesofdifferentlyobtainedznmethioninechelatewithprovedantibiofilmpropertiespartii AT morozovamariyaa comparativeanalysisofphysicalandchemicalpropertiesofdifferentlyobtainedznmethioninechelatewithprovedantibiofilmpropertiespartii |