Synthesis, structure, and antimicrobial activity of copper(II) chelates containing imidazole and condensation products of α-amino acids with salicylaldehyde and its derivatives
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GULYA, Aurelian, LOZAN-TYRSHU, K., TSAPKOV, Victor I., CHUMAKOV, Yurii, ZHANNO, E., RUDIK, V.. Synthesis, structure, and antimicrobial activity of copper(II) chelates containing imidazole and condensation products of α-amino acids with salicylaldehyde and its derivatives. In: Russian Journal of General Chemistry, 2013, vol. 83, pp. 530-537. ISSN 1070-3632. DOI: https://doi.org/10.1134/S1070363213030201
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Russian Journal of General Chemistry
Volumul 83 / 2013 / ISSN 1070-3632 /ISSNe 1608-3350

Synthesis, structure, and antimicrobial activity of copper(II) chelates containing imidazole and condensation products of α-amino acids with salicylaldehyde and its derivatives

DOI:https://doi.org/10.1134/S1070363213030201

Pag. 530-537

Gulya Aurelian1, Lozan-Tyrshu K.2, Tsapkov Victor I.1, Chumakov Yurii3, Zhanno E.4, Rudik V.2
 
1 Moldova State University,
2 ”Nicolae Testemițanu” State University of Medicine and Pharmacy,
3 Institute of Applied Physics, Academy of Sciences of Moldova,
4 Universitatea Claude Bernard Lyon 1
 
 
Disponibil în IBN: 22 septembrie 2023


Rezumat

Salicylaldehyde, 5-bromo- and 5-nitrosalicylaldehydes, 2- hydroxynaphthalene-1-carbaldehyde, and 2,3-, 2,4-, and 2,5- dihydroxybenzaldehydes reacted with glycine, alanine, and phenylalanine in ethanol in the presence of imidazole (Im) and copper(II) acetate hydrate to give copper(II) chelates with the composition Cu(Im)(L) · nH2O (H2L is the condensation product of the above aldehydes with α-amino acids; n = 0-2). The structure of the complex Cu(Im)(L 1) [H2L1 = 2-(2-hydroxybenzylideneamino)acetic acid] was determined by X-ray analysis. The crystalline structure of [2-(2-hydroxybenzylideneamino)acetato](imidazole)copper is formed by polymeric chains of the Cu(Im)(L1) molecules linked through bridging oxygen atoms in the carboxy groups of the Schiff base ligand. The coordination unit has a distorted tetragonal pyramid configuration, where the pyramid base is composed of the phenol and carboxy oxygen atoms, CH=N nitrogen atom in the ligand H2L1 and imidazole nitrogen atom. The oxygen atom in the carboxy group in the neighboring molecule occupies the apical position of the coordination pyramid. The other coordination compounds also have polynuclear structure with the Schiff base H2L acting as doubly deprotonated tridentate O,N,O-ligand and bridging carboxy groups. Thermal decomposition of the complexes includes their dehydration (70-95 C), while complete thermal decomposition occurs at 360-530 C. The synthesized complexes showed selective antimicrobial activity in the concentration range from 75 to 300 μg/ml against a number of standard strains of Staphylococcus aureus and Escherichia coli.