Zinc(II) Complexes with Amino Acids for Potential Use in Dermatology: Synthesis, Crystal Structures, and Antibacterial Activity
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Data
2020Autor
Chęcińska, Lilianna
Abendrot, Michał
Kusz, Joachim
Lisowska, Katarzyna
Zawadzka, Katarzyna
Felczak, Aleksandra
Kalinowska-Lis, Urszula
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Pokaż pełny rekordStreszczenie
The multifunctional profile of Zn2+ has influenced its great popularity in various
pharmaceutical, food, and cosmetic products. Despite the use of different inorganic and organic zinc
derivatives, the search for new zinc-containing compounds with a safer skin profile still remains an
open issue. The present paper describes the synthesis, structural characterization, and antibacterial
activity of zinc(II) complexes with proteinogenic amino acids as potential candidates for dermatological
treatments. The obtained complexes are of the general formula [Zn(AA)2], where AA represents
an amino acid (L-Glu, Gly, L-His, L-Pro, L-Met, and L-Trp). Their synthesis was designed in
such a way that the final bis(aminoacidate) zinc(II) complexes did not contain any counter-ions
such as Cl−, NO3
−, or SO4
2− that can cause some skin irritations. The chemical structure and
composition of the compounds were identified by 1H NMR spectroscopy and elemental analysis,
and four were also characterized by single-crystal X-ray diffraction. The Hirshfeld surface analysis
for the Zn2+ metallic center helped to determine its coordination number and geometry for each
complex. Finally, the antibacterial properties of the complexes were determined with respect to
three Gram-positive strains, viz. Staphylococcus aureus ATCC 6538, Staphylococcus epidermidis ATCC
12228, and Streptococcus pyogenes ATCC 19615, and two Gram-negative bacteria, viz. Escherichia
coli ATCC 25992 and Pseudomonas aeruginosa ATCC 27853, and were compared with the activity of
zinc 2-pirrolidone 5-carboxylate (ZnPCA), commonly applied in dermatology. It was found that
the Zn(II) complexes with methionine and glycine exhibited a higher antibacterial activity than the
tested standard, and the antimicrobial properties of complex with Trp were satisfactory. The results of
the antimicrobial activity examination allow us to postulate that the obtained zinc complexes might
become new active substances for use in dermatological products.
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