Synthesis, Structure and Biological Activity of Coordination Compounds of Copper, Nickel, Cobalt, and Iron with Ethyl N'-(2-Hydroxybenzylidene)-N-prop-2-en-1-ylcarbamohydrazonothioate

Gulea, Aurélian; Usataia, Irina; Graur, Vasilii; Chumakov, Yu. M.; Petrenko, P. A.; Bălan, Greta; Burduniuc, Olga; Tsapkov, V. I.; Valeriu, Rudic

doi:10.1134/s107036322004012x

Cited by 6 publications

(7 citation statements)

References 18 publications

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“…The coordination polyhedron of the Fe(1) atom is a distorted octahedron with the average Fe-O and Fe-N distances 1.902(5) and 2.126(5) Å, respectively, and the angels from 73.5(2) to 106.9(2)° for atoms in cis-and 153.5(2) to 178.5(2)° in trans-positions (Table 2). These distances are similar to those found in 2-hydroxybenzaldehyde 4-allyl-S-methylisothiosemicarbazone (S-MeTscH) 21 and 4-allyl-S-ethylisothiosemicarbazone (S-EtTscH) 29 . A similar way of coordination of L -, S-MeTsc -, and S-EtTscis observed in the Fe(III) complexes despite the difference in substituents at the sulfur atom of these isothiosemicarbazones.…”

Section: Structure Description Of the Complexsupporting

confidence: 81%

“…For the studied series of coordination compounds the activity of complexes substantially depends on the nature of central atom in the following way: Ni≈Fe>Co>Cu. Previously, coordination compounds of some 3d metals with 2-hydroxybenzaldehyde 4-allylthiosemicarbazone (TscH) 35 , 2-hydroxybenzaldehyde 4-allyl-S-methylisothiosemicarbazone (S-MeTscH) 21 , 2-hydroxybenzaldehyde 4-allyl-S-ethylisothiosemicarbazone (S-EtTscH) 29 have been described. As it can be seen from the diagram (Fig.…”

Section: Antioxidant Activitymentioning

confidence: 99%

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Novel Antioxidants Based on Selected 3d Metal Coordination Compounds with 2-Hydroxybenzaldehyde 4,S-Diallylisothiosemicarbazone

Graur

Mardari

Боурош³

et al. 2023

ACSi

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2-Hydroxybenzaldehyde 4,S-diallylisothiosemicarbazone (HL) was synthesized and characterized by 1H, 13C NMR and FTIR spectroscopies. It exists in solution in two isomeric forms: cis (~25%) and trans (~75%). Six stable complexes were obtained by interaction of HL with copper(II), nickel(II), cobalt(III) and iron(III) salts: [Cu(L)Cl] (1), [Cu(L)NO3] (2), [Cu(3,4-Lut)(L)NO3] (3), [Ni(L)OAc] (4), [Co(L)2]Cl (5), [Fe(L)2]NO3 (6). The synthesized complexes have been studied by elemental analysis, FTIR, molar electrical conductivity and single crystal X-ray diffraction (6). For all compounds the antioxidant activity against cation radicals ABTS•+ was studied. All complexes and free ligand are more active than trolox that is used in medicine practice. Complex 4 (IC50 = 7.20 μM) is the most active one. The introduction of heterocyclic amine did not improve the antioxidant activity. The introduction of S-allyl group into isothiosemicarbazone affected the activity of the synthesized substances, and in some cases the resulting complexes exhibit greater activity than complexes with isothiosemicarbazones with other S-radicals.

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Section: Structure Description Of the Complexsupporting

confidence: 81%

Section: Antioxidant Activitymentioning

confidence: 99%

Novel Antioxidants Based on Selected 3d Metal Coordination Compounds with 2-Hydroxybenzaldehyde 4,S-Diallylisothiosemicarbazone

Graur

Mardari

Боурош³

et al. 2023

ACSi

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“…The observed Fe−N(H) distances correspond to the high spin state of the complex according to the literature data for the octahedral FeN 4 O 2 complexes with different ligands [30] . Up to date, the only two Fe complexes with modified thsa chelating ligands in FeN 4 O 2 coordination mode are known [31,32] . They both are high‐spin and also have similar Fe−N/O bond lengths as in 2 .…”

Section: Resultsmentioning

confidence: 99%

“…[30] Up to date, the only two Fe complexes with modified thsa chelating ligands in FeN 4 O 2 coordination mode are known. [31,32] They both are high-spin and also have similar FeÀ N/O bond lengths as in 2. An additional evidence of the HS state of the complex 2 is given by an essential distortion within the coordination Fe III octahedron (NÀ FeÀ O and NÀ FeÀ N angles are far from 180°, Table S3; the distortion parameter Σ, which is a measure of the net angular deviation from the idealized octahedral geometry, equals 118.1/ 116.9°for two molecular sites, Table S4).…”

Section: Crystal Structure Of Dimer 2•3h 2 Omentioning

confidence: 94%

New Type of Neutral Binuclear Spin‐Crossover Complex of Iron(III) with Twist of Two Disulfide Bridges as a Product of Electrochemical Oxidation of [Fe^III(5Cl‐thsa)₂]⁻ Anions

et al. 2023

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As a result of the electrochemical oxidation process, the [FeIII(5Cl‐thsa)2]− spin‐crossover (SCO) anion with N2S2O2 coordination sphere transforms into N4O2‐coordinated FeIII SCO neutral binuclear complex 2 with twist of two disulfide bridges. Each dimeric complex is a binuclear double‐stranded helicate with similar chirality of both Fe centers. The crystal structure of the complex 2 ⋅ 3H2O at 100 K has a monoclinic C2/c space group and contains large cavities (about 21.5 % of the unit cell volume) half‐filled by 3 water molecules per one dimer. The N4O2 coordination of iron(III) with two oxygen atoms (−O−) of phenoxy groups, two imine‐type (−Nim=) nitrogen atoms of azomethine groups, one amidrazone‐type (=NamidH) nitrogen atom and one ionized terminal group (−NionizH) of nitrogen has not been observed in CCDC so far. The oxidation state of the iron atoms in the dimeric complex was confirmed by 57Fe Mössbauer spectroscopy on 90 % enriched 57Fe sample. Mössbauer spectra and dc magnetic measurements demonstrated the partial HS‐HS→LS‐LS SCO in the 185–225 K temperature range. The details of the structure of complex 2 and the features of its magnetic properties were refined by theoretical analysis based on DFT calculations. The B3LYP* functional correctly predicting the energy of the spin‐crossover process was revealed.

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“…A series of publications have studied the particularities of action of new antimicrobial compounds, showing various biochemical composition changes in the cells of microbial pathogens subjected to toxic antimicrobial activity. It is known that the enzymes catalase (CT) and superoxide dismutase (SOD) are actively involved in protecting cells of pathogenic microorganisms against biochemical factors produced by macrophages in vivo to stop infection (3,4,5,6).…”

Section: Modificările Conținutului Biochimic Al Microorganismelor Gram-negative Supuse Acțiunii Compușilor Chimici Noimentioning

confidence: 99%

Biochemical composition changes of gram-negative microorganisms under the action of new chemical compounds

Lozan-Tirsu

Zariciuc

2021

OH&RM

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Introduction. It is known that the enzymes catalase (CT) and superoxide dismutase (SOD) are actively involved in protecting cells of microbial pathogens against the biochemical factors produced by macrophages in vivo, in order to stop infection. Therefore, this study was aimed to quantify the parameters of the antioxidant-enzyme activities within the reference cultures under the action of selected new chemical compounds.Material and methods. Cu (II) coordination compounds, Co (II) and Zn (II) were included as “in vitro” study material, as well as aromatic propenones synthesized at the Department of Inorganic Chemistry, at State University of Moldova. The antimicrobial effects were tested on three gram-negative reference strains. The enzymatic activity of SOD and the CT activity was determined to assess the pathogen-induced changes in the antioxidant status under the action of newly tested compounds.Results. The new chemical compounds showed a significant decrease in the antioxidant enzymatic activities of SOD and CT, induced in all reference strains used, which indicates an intense oxidative stress generated by the tested compounds.Conclusions. The specific activity of new chemical compounds on primary antioxidant enzymes, which represent pathogenicity factors of infectious agents, allows us to assume the benefits of in vivo effect of new native substances, as well as to recommend the selected compounds for further biomedical tests.

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Synthesis, Structure and Biological Activity of Coordination Compounds of Copper, Nickel, Cobalt, and Iron with Ethyl N'-(2-Hydroxybenzylidene)-N-prop-2-en-1-ylcarbamohydrazonothioate

Cited by 6 publications

References 18 publications

Novel Antioxidants Based on Selected 3d Metal Coordination Compounds with 2-Hydroxybenzaldehyde 4,S-Diallylisothiosemicarbazone

Novel Antioxidants Based on Selected 3d Metal Coordination Compounds with 2-Hydroxybenzaldehyde 4,S-Diallylisothiosemicarbazone

New Type of Neutral Binuclear Spin‐Crossover Complex of Iron(III) with Twist of Two Disulfide Bridges as a Product of Electrochemical Oxidation of [Fe^III(5Cl‐thsa)₂]⁻ Anions

Biochemical composition changes of gram-negative microorganisms under the action of new chemical compounds

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Synthesis, Structure and Biological Activity of Coordination Compounds of Copper, Nickel, Cobalt, and Iron with Ethyl N'-(2-Hydroxybenzylidene)-N-prop-2-en-1-ylcarbamohydrazonothioate

Cited by 6 publications

References 18 publications

Novel Antioxidants Based on Selected 3d Metal Coordination Compounds with 2-Hydroxybenzaldehyde 4,S-Diallylisothiosemicarbazone

Novel Antioxidants Based on Selected 3d Metal Coordination Compounds with 2-Hydroxybenzaldehyde 4,S-Diallylisothiosemicarbazone

New Type of Neutral Binuclear Spin‐Crossover Complex of Iron(III) with Twist of Two Disulfide Bridges as a Product of Electrochemical Oxidation of [FeIII(5Cl‐thsa)2]− Anions

Biochemical composition changes of gram-negative microorganisms under the action of new chemical compounds

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New Type of Neutral Binuclear Spin‐Crossover Complex of Iron(III) with Twist of Two Disulfide Bridges as a Product of Electrochemical Oxidation of [Fe^III(5Cl‐thsa)₂]⁻ Anions