Zn(II) complexes of (1,3-thiazol-2-yl)hydrazones as potential pharmacological agents
Апстракт
Antimicrobial resistance due to the overuse of antibiotics and transmission of resistance within and between individuals is nowadays a serious public health threat. Therefore, there is an urgent need for development of new classes of antimicrobials that may not be as susceptible to bacterial resistance mechanisms as the current drugs [1]. Significant number of studies indicates promising antimicrobial activity of (1,3-thiazol-2-yl)hydrazones [2]. Zinc is an element of interest for biologically active complex preparation since it is essential trace element found in all animals, and to a much lesser extent toxic to humans than non-essential metals like e.g. platinum. We hereby present the structural studies of a series of their zinc complexes, prepared by simple reactions of ZnCl2 and Zn(NO3)2 with each of the ligands HL1–3: [ZnCl2(HL1)] (1), [Zn(HL1)2](NO3)2 ×H2O (2), [Zn(HL2)2][ZnCl4] (3), [Zn(HL2)2](NO3)2 × MeOH × H2O (4), [Zn(HL3)2][ZnCl4] (5) and [Zn(HL3)2](NO3)2 × 3H2O (6). All com...plexes were characterized by elemental analysis, molar conductivity measurements, UV-Vis, IR and NMR spectroscopic analyses. Single crystals suitable for the X-ray analysis of 1–5 were successfully prepared and diffraction studies were conducted. In all complexes, the tridentate NNN coordination is observed. In the molecular complex of 1 zinc is located in a centre of a slightly distorted trigonal bipyramid. In cationic complexes of 2, 3, 4 and 5, more or less severely distorted octahedral coordination cores are formed around the Zn atom and the overall charge is balanced by the presence of two nitrate anions (2 and 4) or two ZnCl42- anions (3 and 5) per complex molecule. Crystal structure of 1 is characterized by the distinct H-bonded centrosymmetric dimers of a graph-set notation R(2,2)10. In the nitrato-complexes 2 and 4, the two hydrazone nitrogen atoms act as donors in bifurcated H-bonds, connecting both ligand molecules of the cationic complex to two oxygen atoms from the corresponding nitrate anionic moieties. These neutral assemblies appear as distinct building blocks of the crystal structures. Finally, H-bonding patterns in the isostructural structures 3 and 5 are analogous. A single observed H-bond connects the hydrazine nitrogen as a donor to a chlorine from the ZnCl4- anion as an acceptor, hence an “endless” chain is formed parallel.
Кључне речи:
Zn complexes / (1,3-thiazol-2-yl)hydrazones / antimicrobial resistanceИзвор:
24th Congress & General Assembly of the International Union of Crystallography, Hyderabad, India, August 21-28, 2017, Acta Crystallographica A – Foundation and Advances, 2017, 73Издавач:
- Acta crystallographica. Section A, Foundations and advances
Колекције
Институција/група
Hemijski fakultet / Faculty of ChemistryTY - CONF AU - Višnjevac, Aleksandar AU - Araškov, Jovana AU - Filipović, Nenad AU - Todorović, Tamara PY - 2017 UR - http://cherry.chem.bg.ac.rs/handle/123456789/6012 AB - Antimicrobial resistance due to the overuse of antibiotics and transmission of resistance within and between individuals is nowadays a serious public health threat. Therefore, there is an urgent need for development of new classes of antimicrobials that may not be as susceptible to bacterial resistance mechanisms as the current drugs [1]. Significant number of studies indicates promising antimicrobial activity of (1,3-thiazol-2-yl)hydrazones [2]. Zinc is an element of interest for biologically active complex preparation since it is essential trace element found in all animals, and to a much lesser extent toxic to humans than non-essential metals like e.g. platinum. We hereby present the structural studies of a series of their zinc complexes, prepared by simple reactions of ZnCl2 and Zn(NO3)2 with each of the ligands HL1–3: [ZnCl2(HL1)] (1), [Zn(HL1)2](NO3)2 ×H2O (2), [Zn(HL2)2][ZnCl4] (3), [Zn(HL2)2](NO3)2 × MeOH × H2O (4), [Zn(HL3)2][ZnCl4] (5) and [Zn(HL3)2](NO3)2 × 3H2O (6). All complexes were characterized by elemental analysis, molar conductivity measurements, UV-Vis, IR and NMR spectroscopic analyses. Single crystals suitable for the X-ray analysis of 1–5 were successfully prepared and diffraction studies were conducted. In all complexes, the tridentate NNN coordination is observed. In the molecular complex of 1 zinc is located in a centre of a slightly distorted trigonal bipyramid. In cationic complexes of 2, 3, 4 and 5, more or less severely distorted octahedral coordination cores are formed around the Zn atom and the overall charge is balanced by the presence of two nitrate anions (2 and 4) or two ZnCl42- anions (3 and 5) per complex molecule. Crystal structure of 1 is characterized by the distinct H-bonded centrosymmetric dimers of a graph-set notation R(2,2)10. In the nitrato-complexes 2 and 4, the two hydrazone nitrogen atoms act as donors in bifurcated H-bonds, connecting both ligand molecules of the cationic complex to two oxygen atoms from the corresponding nitrate anionic moieties. These neutral assemblies appear as distinct building blocks of the crystal structures. Finally, H-bonding patterns in the isostructural structures 3 and 5 are analogous. A single observed H-bond connects the hydrazine nitrogen as a donor to a chlorine from the ZnCl4- anion as an acceptor, hence an “endless” chain is formed parallel. PB - Acta crystallographica. Section A, Foundations and advances C3 - 24th Congress & General Assembly of the International Union of Crystallography, Hyderabad, India, August 21-28, 2017, Acta Crystallographica A – Foundation and Advances T1 - Zn(II) complexes of (1,3-thiazol-2-yl)hydrazones as potential pharmacological agents VL - 73 DO - 10.1107/S2053273317091586 ER -
@conference{ author = "Višnjevac, Aleksandar and Araškov, Jovana and Filipović, Nenad and Todorović, Tamara", year = "2017", abstract = "Antimicrobial resistance due to the overuse of antibiotics and transmission of resistance within and between individuals is nowadays a serious public health threat. Therefore, there is an urgent need for development of new classes of antimicrobials that may not be as susceptible to bacterial resistance mechanisms as the current drugs [1]. Significant number of studies indicates promising antimicrobial activity of (1,3-thiazol-2-yl)hydrazones [2]. Zinc is an element of interest for biologically active complex preparation since it is essential trace element found in all animals, and to a much lesser extent toxic to humans than non-essential metals like e.g. platinum. We hereby present the structural studies of a series of their zinc complexes, prepared by simple reactions of ZnCl2 and Zn(NO3)2 with each of the ligands HL1–3: [ZnCl2(HL1)] (1), [Zn(HL1)2](NO3)2 ×H2O (2), [Zn(HL2)2][ZnCl4] (3), [Zn(HL2)2](NO3)2 × MeOH × H2O (4), [Zn(HL3)2][ZnCl4] (5) and [Zn(HL3)2](NO3)2 × 3H2O (6). All complexes were characterized by elemental analysis, molar conductivity measurements, UV-Vis, IR and NMR spectroscopic analyses. Single crystals suitable for the X-ray analysis of 1–5 were successfully prepared and diffraction studies were conducted. In all complexes, the tridentate NNN coordination is observed. In the molecular complex of 1 zinc is located in a centre of a slightly distorted trigonal bipyramid. In cationic complexes of 2, 3, 4 and 5, more or less severely distorted octahedral coordination cores are formed around the Zn atom and the overall charge is balanced by the presence of two nitrate anions (2 and 4) or two ZnCl42- anions (3 and 5) per complex molecule. Crystal structure of 1 is characterized by the distinct H-bonded centrosymmetric dimers of a graph-set notation R(2,2)10. In the nitrato-complexes 2 and 4, the two hydrazone nitrogen atoms act as donors in bifurcated H-bonds, connecting both ligand molecules of the cationic complex to two oxygen atoms from the corresponding nitrate anionic moieties. These neutral assemblies appear as distinct building blocks of the crystal structures. Finally, H-bonding patterns in the isostructural structures 3 and 5 are analogous. A single observed H-bond connects the hydrazine nitrogen as a donor to a chlorine from the ZnCl4- anion as an acceptor, hence an “endless” chain is formed parallel.", publisher = "Acta crystallographica. Section A, Foundations and advances", journal = "24th Congress & General Assembly of the International Union of Crystallography, Hyderabad, India, August 21-28, 2017, Acta Crystallographica A – Foundation and Advances", title = "Zn(II) complexes of (1,3-thiazol-2-yl)hydrazones as potential pharmacological agents", volume = "73", doi = "10.1107/S2053273317091586" }
Višnjevac, A., Araškov, J., Filipović, N.,& Todorović, T.. (2017). Zn(II) complexes of (1,3-thiazol-2-yl)hydrazones as potential pharmacological agents. in 24th Congress & General Assembly of the International Union of Crystallography, Hyderabad, India, August 21-28, 2017, Acta Crystallographica A – Foundation and Advances Acta crystallographica. Section A, Foundations and advances., 73. https://doi.org/10.1107/S2053273317091586
Višnjevac A, Araškov J, Filipović N, Todorović T. Zn(II) complexes of (1,3-thiazol-2-yl)hydrazones as potential pharmacological agents. in 24th Congress & General Assembly of the International Union of Crystallography, Hyderabad, India, August 21-28, 2017, Acta Crystallographica A – Foundation and Advances. 2017;73. doi:10.1107/S2053273317091586 .
Višnjevac, Aleksandar, Araškov, Jovana, Filipović, Nenad, Todorović, Tamara, "Zn(II) complexes of (1,3-thiazol-2-yl)hydrazones as potential pharmacological agents" in 24th Congress & General Assembly of the International Union of Crystallography, Hyderabad, India, August 21-28, 2017, Acta Crystallographica A – Foundation and Advances, 73 (2017), https://doi.org/10.1107/S2053273317091586 . .