Synthesis of the Bacteriostatic Poly(l-Lactide) by Using Zinc (II)[(acac)(L)H2O] (L = Aminoacid-Based Chelate Ligands) as an Effective ROP Initiator

Autor:	Arkadiusz Orchel, Renata Barczyńska-Felusiak, Małgorzata Pastusiak, Andrzej Wanic, Bozena Kaczmarczyk, Piotr Dobrzyński, Marzena Jaworska-Kik, Anna Kaps, Michał Sobota, Piotr Rychter
Rok vydání:	2021
Předmět:	Staphylococcus aureus Polymers QH301-705.5 Polyesters chemistry.chemical_element Zinc 010402 general chemistry 01 natural sciences Ring-opening polymerization Article Catalysis Inorganic Chemistry Schiff base chemistry.chemical_compound Anti-Infective Agents coordination polymerization ring opening polymerization Polymer chemistry Biology (General) Physical and Theoretical Chemistry QD1-999 Molecular Biology Spectroscopy Chelating Agents Lactide acetylacetonate 010405 organic chemistry Ligand zinc Organic Chemistry General Medicine bioactive polymer 0104 chemical sciences Computer Science Applications Chemistry antibacterial Trigonal bipyramidal molecular geometry Aspergillus chemistry Polymerization polylactide Pseudomonas aeruginosa Coordination polymerization
Zdroj:	International Journal of Molecular Sciences Volume 22 Issue 13 International Journal of Molecular Sciences, Vol 22, Iss 6950, p 6950 (2021)
ISSN:	1422-0067
DOI:	10.3390/ijms22136950
Popis:	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)H2O], 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 H2O] 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.
Databáze:	OpenAIRE
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