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Zinc(II) Complexes with Amino Acids for Potential Use in Dermatology: Synthesis, Crystal Structures, and Antibacterial Activity

Overview
Journal Molecules
Publisher MDPI
Specialty Biology
Date 2020 Feb 26
PMID 32093383
Citations 14
Authors
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Abstract

The multifunctional profile of Zn 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)], 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, NO, or SO that can cause some skin irritations. The chemical structure and composition of the compounds were identified by H NMR spectroscopy and elemental analysis, and four were also characterized by single-crystal X-ray diffraction. The Hirshfeld surface analysis for the Zn 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. ATCC 6538, ATCC 12228, and ATCC 19615, and two Gram-negative bacteria, viz. ATCC 25992 and 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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References
1.
Trzaskowski B, Adamowicz L, Deymier P . A theoretical study of zinc(II) interactions with amino acid models and peptide fragments. J Biol Inorg Chem. 2007; 13(1):133-7. DOI: 10.1007/s00775-007-0306-y. View

2.
Akiyama H, Morizane S, Yamasaki O, Oono T, Iwatsuki K . Assessment of Streptococcus pyogenes microcolony formation in infected skin by confocal laser scanning microscopy. J Dermatol Sci. 2003; 32(3):193-9. DOI: 10.1016/s0923-1811(03)00096-3. View

3.
Reeder N, Xu J, Youngquist R, Schwartz J, Rust R, Saunders C . The antifungal mechanism of action of zinc pyrithione. Br J Dermatol. 2011; 165 Suppl 2:9-12. DOI: 10.1111/j.1365-2133.2011.10571.x. View

4.
Krezel A, Maret W . The biological inorganic chemistry of zinc ions. Arch Biochem Biophys. 2016; 611:3-19. PMC: 5120989. DOI: 10.1016/j.abb.2016.04.010. View

5.
Kuraitis D, Williams L . Decolonization of in Healthcare: A Dermatology Perspective. J Healthc Eng. 2019; 2018:2382050. PMC: 6323510. DOI: 10.1155/2018/2382050. View