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Synthesis of the Bacteriostatic Poly(l-Lactide) by Using Zinc (II)[(acac)(L)H(2)O] (L = Aminoacid-Based Chelate Ligands) as an Effective ROP Initiator

The paper presents a synthesis of poly(l-lactide) with bacteriostatic properties. This polymer was obtained by ring-opening polymerization of the lactide initiated by selected low-toxic zinc complexes, Zn[(acac)(L)H(2)O], where L represents N-(pyridin-4-ylmethylene) tryptophan or N-(2-pyridin-4-ylet...

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Autores principales: Barczyńska-Felusiak, Renata, Pastusiak, Małgorzata, Rychter, Piotr, Kaczmarczyk, Bożena, Sobota, Michał, Wanic, Andrzej, Kaps, Anna, Jaworska-Kik, Marzena, Orchel, Arkadiusz, Dobrzyński, Piotr
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8268828/
https://www.ncbi.nlm.nih.gov/pubmed/34203313
http://dx.doi.org/10.3390/ijms22136950
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author Barczyńska-Felusiak, Renata
Pastusiak, Małgorzata
Rychter, Piotr
Kaczmarczyk, Bożena
Sobota, Michał
Wanic, Andrzej
Kaps, Anna
Jaworska-Kik, Marzena
Orchel, Arkadiusz
Dobrzyński, Piotr
author_facet Barczyńska-Felusiak, Renata
Pastusiak, Małgorzata
Rychter, Piotr
Kaczmarczyk, Bożena
Sobota, Michał
Wanic, Andrzej
Kaps, Anna
Jaworska-Kik, Marzena
Orchel, Arkadiusz
Dobrzyński, Piotr
author_sort Barczyńska-Felusiak, Renata
collection PubMed
description The paper presents a synthesis of poly(l-lactide) with bacteriostatic properties. This polymer was obtained by ring-opening polymerization of the lactide initiated by selected low-toxic zinc complexes, Zn[(acac)(L)H(2)O], where L represents N-(pyridin-4-ylmethylene) tryptophan or N-(2-pyridin-4-ylethylidene) phenylalanine. These complexes were obtained by reaction of Zn[(acac)(2) H(2)O] and Schiff bases, the products of the condensation of amino acids and 4-pyridinecarboxaldehyde. The composition, structure, and geometry of the synthesized complexes were determined by NMR and FTIR spectroscopy, elemental analysis, and molecular modeling. Both complexes showed the geometry of a distorted trigonal bipyramid. The antibacterial and antifungal activities of both complexes were found to be much stronger than those of the primary Schiff bases. The present study showed a higher efficiency of polymerization when initiated by the obtained zinc complexes than when initiated by the zinc(II) acetylacetonate complex. The synthesized polylactide showed antibacterial properties, especially the product obtained by polymerization initiated by a zinc(II) complex with a ligand based on l-phenylalanine. The polylactide showed a particularly strong antimicrobial effect against Pseudomonas aeruginosa, Staphylococcus aureus, and Aspergillus brasiliensis. At the same time, this polymer does not exhibit fibroblast cytotoxicity.
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spelling pubmed-82688282021-07-10 Synthesis of the Bacteriostatic Poly(l-Lactide) by Using Zinc (II)[(acac)(L)H(2)O] (L = Aminoacid-Based Chelate Ligands) as an Effective ROP Initiator Barczyńska-Felusiak, Renata Pastusiak, Małgorzata Rychter, Piotr Kaczmarczyk, Bożena Sobota, Michał Wanic, Andrzej Kaps, Anna Jaworska-Kik, Marzena Orchel, Arkadiusz Dobrzyński, Piotr Int J Mol Sci Article The paper presents a synthesis of poly(l-lactide) with bacteriostatic properties. This polymer was obtained by ring-opening polymerization of the lactide initiated by selected low-toxic zinc complexes, Zn[(acac)(L)H(2)O], where L represents N-(pyridin-4-ylmethylene) tryptophan or N-(2-pyridin-4-ylethylidene) phenylalanine. These complexes were obtained by reaction of Zn[(acac)(2) H(2)O] and Schiff bases, the products of the condensation of amino acids and 4-pyridinecarboxaldehyde. The composition, structure, and geometry of the synthesized complexes were determined by NMR and FTIR spectroscopy, elemental analysis, and molecular modeling. Both complexes showed the geometry of a distorted trigonal bipyramid. The antibacterial and antifungal activities of both complexes were found to be much stronger than those of the primary Schiff bases. The present study showed a higher efficiency of polymerization when initiated by the obtained zinc complexes than when initiated by the zinc(II) acetylacetonate complex. The synthesized polylactide showed antibacterial properties, especially the product obtained by polymerization initiated by a zinc(II) complex with a ligand based on l-phenylalanine. The polylactide showed a particularly strong antimicrobial effect against Pseudomonas aeruginosa, Staphylococcus aureus, and Aspergillus brasiliensis. At the same time, this polymer does not exhibit fibroblast cytotoxicity. MDPI 2021-06-28 /pmc/articles/PMC8268828/ /pubmed/34203313 http://dx.doi.org/10.3390/ijms22136950 Text en © 2021 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
Barczyńska-Felusiak, Renata
Pastusiak, Małgorzata
Rychter, Piotr
Kaczmarczyk, Bożena
Sobota, Michał
Wanic, Andrzej
Kaps, Anna
Jaworska-Kik, Marzena
Orchel, Arkadiusz
Dobrzyński, Piotr
Synthesis of the Bacteriostatic Poly(l-Lactide) by Using Zinc (II)[(acac)(L)H(2)O] (L = Aminoacid-Based Chelate Ligands) as an Effective ROP Initiator
title Synthesis of the Bacteriostatic Poly(l-Lactide) by Using Zinc (II)[(acac)(L)H(2)O] (L = Aminoacid-Based Chelate Ligands) as an Effective ROP Initiator
title_full Synthesis of the Bacteriostatic Poly(l-Lactide) by Using Zinc (II)[(acac)(L)H(2)O] (L = Aminoacid-Based Chelate Ligands) as an Effective ROP Initiator
title_fullStr Synthesis of the Bacteriostatic Poly(l-Lactide) by Using Zinc (II)[(acac)(L)H(2)O] (L = Aminoacid-Based Chelate Ligands) as an Effective ROP Initiator
title_full_unstemmed Synthesis of the Bacteriostatic Poly(l-Lactide) by Using Zinc (II)[(acac)(L)H(2)O] (L = Aminoacid-Based Chelate Ligands) as an Effective ROP Initiator
title_short Synthesis of the Bacteriostatic Poly(l-Lactide) by Using Zinc (II)[(acac)(L)H(2)O] (L = Aminoacid-Based Chelate Ligands) as an Effective ROP Initiator
title_sort synthesis of the bacteriostatic poly(l-lactide) by using zinc (ii)[(acac)(l)h(2)o] (l = aminoacid-based chelate ligands) as an effective rop initiator
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8268828/
https://www.ncbi.nlm.nih.gov/pubmed/34203313
http://dx.doi.org/10.3390/ijms22136950
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