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The eleven new copper(II) and nickel(II) coordination compounds [Cu(L)Br]2 (1), [Cu(L)Cl] (2), [Cu(L)NO3] (3), [Ni(L)Cl] (4), [Ni(HL)2](NO3)2 (5), and [Cu(A)(L)]NO3, where A is 1,10-phenanthroline (6), 2,2′-bipyridine (7), 3,4-dimethylpyridine (8), 3-methylpyridine (9), pyridine (10) and imidazole (11) were synthesized with 3-(morpholin-4-yl)propane-2,3-dione 4-allylthiosemicarbazone (HL). The new thiosemicarbazone was characterized by NMR and FTIR spectroscopy. All the coordination compounds were characterized by elemental analysis and FTIR spectroscopy. Also, the crystal structures of HL and complexes 1, 6, 7, and 11 were determined using single-crystal X-ray diffraction analysis. Complex 1 has a dimeric molecular structure with two bromide bridging ligands, while 6, 7, and 11 are ionic compounds and comprise monomeric complex cations. The studied complexes manifest antibacterial and antifungal activities and also have an antiradical activity that, in many cases, surpasses the activity of trolox, which is used as a standard antioxidant in medicine. Copper complexes 1–3 have very weak antiradical properties (IC50 > 100 µM), but nickel complexes 4–5 are strong antiradicals with IC50 values lower than that of trolox. The mixed ligand copper complexes with additional ligand of N-heteroaromatic base are superior to complexes without these additional ligands. They are 1.4–5 times more active than trolox. [ABSTRACT FROM AUTHOR]

Fifteen new coordination binuclear compounds of copper(II) were synthesized based on substituted 4-tert-butyl-2,6-bis(N4-thiosemicarbazonyl)phenol (H3L1–3) ditopic ligands. The complexes were characterized using FT-IR spectroscopy, elemental analysis, MALDI-TOF analysis and X-ray diffraction studies highlighting the formation of dinuclear species with various bridging ligands between the two copper(II) atoms and in some cases the dimerization of these species into tetranuclear complexes. The antioxidant, antimicrobial and antifungal activities of ligands and their copper(II) coordination complexes have been investigated. In particular, the complexes show similar or better antimicrobial and antifungal properties than the drugs commonly used in this field. The structure–biological activity relationship is discussed based on the nature of the ligand and the copper salt used in the synthesis of the complexes. [ABSTRACT FROM AUTHOR]

A series of zinc(II) ([Zn(H2O)(L)Cl] (1)), copper (II) ([Cu(L)Cl] (2), [Cu(L)Br] (3), [Cu2(L)2(CH3COO)2]·4H2O (4)), nickel(II) ([Ni(HL)2]Cl2·H2O (5)), and cobalt(III) ([Co(L)2]Cl (6)) complexes were obtained with 2-formylpyridine N4-allylthiosemicarbazone (HL). In addition another two thiosemicarbazones (3-formylpyridine N4-allylthiosemicarbazone (HLa) and 4-formylpyridine N4-allylthiosemicarbazone (HLb)) have been obtained. The synthesized thiosemicarbazones have been studied using 1H and 13C NMR spectroscopy, IR spectroscopy, and X-ray diffraction analysis. The composition and structure of complexes were studied using elemental analysis, IR and UV-Vis spectroscopies, molar conductivity, and magnetic susceptibility measurements. Single crystal X-ray diffraction analysis elucidated the structure of thiosemicarbazones HL, HLa, and HLb, as well as complexes 4 and 5. The antiproliferative properties of these compounds toward a series of cancer cell lines (HL-60, HeLa, BxPC-3, RD) and a normal cell line (MDCK) have been investigated. The nickel complex shows high selectivity (SI > 1000) toward HL-60 cell line and is the least toxic. The zinc complex shows the highest selectivity toward RD cell line (SI = 640). The copper complexes (2–4) are the most active molecular inhibitors of proliferation of cancer cells, but exhibit not such a high selectivity and are significantly more toxic. Zinc and copper complexes manifest high antibacterial activity. It was found that calculated at B3LYP level of theory different reactivity descriptors of studied compounds strongly correlate with their biological activity. [ABSTRACT FROM AUTHOR]

Mol­ecules of the title compounds, C15H14N2O4S·H2O and C15H13BrN2O4S·H2O, adopt an E configuration about the azomethine C=N double bond. In both mol­ecules, the two benzene rings and the azomethine group are practically coplanar, as a result of intra­molecular hydrogen bonds involving the hydroxy O atom and azomethine N atom. The angular disposition of the bonds about the S atom deviates significantly from that of a regular tetra­hedron. In the crystal structures, both compounds form two-dimensional layers parallel to the (100) plane. [ABSTRACT FROM AUTHOR]

A series of zinc(II) ([Zn(H 2 O)(L)Cl] ( 1 )), copper (II) ([Cu(L)Cl] ( 2 ), [Cu(L)Br] ( 3 ), [Cu 2 (L) 2 (CH 3 COO) 2 ]·4H 2 O ( 4 )), nickel(II) ([Ni( HL ) 2 ]Cl 2 ·H 2 O ( 5 )), and cobalt(III) ([Co(L) 2 ]Cl ( 6 )) complexes were obtained with 2-formylpyridine N 4 -allylthiosemicarbazone ( HL ). In addition another two thiosemicarbazones (3-formylpyridine N 4 -allylthiosemicarbazone ( HL a ) and 4-formylpyridine N 4 -allylthiosemicarbazone ( HL b )) have been obtained. The synthesized thiosemicarbazones have been studied using 1 H and 13 C NMR spectroscopy, IR spectroscopy, and X-ray diffraction analysis. The composition and structure of complexes were studied using elemental analysis, IR and UV-Vis spectroscopies, molar conductivity, and magnetic susceptibility measurements. Single crystal X-ray diffraction analysis elucidated the structure of thiosemicarbazones HL , HL a , and HL b , as well as complexes 4 and 5 . The antiproliferative properties of these compounds toward a series of cancer cell lines (HL-60, HeLa, BxPC-3, RD) and a normal cell line (MDCK) have been investigated. The nickel complex shows high selectivity (SI > 1000) toward HL-60 cell line and is the least toxic. The zinc complex shows the highest selectivity toward RD cell line (SI = 640). The copper complexes ( 2 - 4 ) are the most active molecular inhibitors of proliferation of cancer cells, but exhibit not such a high selectivity and are significantly more toxic. Zinc and copper complexes manifest high antibacterial activity. It was found that calculated at B3LYP level of theory different reactivity descriptors of studied compounds strongly correlate with their biological activity., Competing Interests: The authors declare that there are no conflicts of interest regarding the publication of this paper., (Copyright © 2022 Vasilii Graur et al.)