Novel Fe(III), Co(III), Ni(II), Cu(II) coordination compounds involving 2-[(2-hydroxyphenyl)methylene]hydrazine-N-(2-propenyl)-carbothioamide as ligand: Synthesis, crystal structures and spectral characteristics

Orysyk, S. I.; Repich, G.G.; Bon, Volodymyr; Dyakonenko, Viktoriya V.; Orysyk, V. V.; Zborovskii, Yu. L.; Шишкин, Олег В.; Pekhnyo, V. I.; Вовк, М. В.

doi:10.1016/j.ica.2014.08.056

Cited by 18 publications

(3 citation statements)

References 32 publications

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“…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%

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: 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 thiosemicarbazone coordinates in its thioamide tautomeric form, and thus, the thiocarbonyl bond (C8−S1 1.712(3) Å) has essentially double bond character and is not significantly different from that found in the structure of [HSBPT][OAc] above (1.693(1)) Å). Other chlorido Cu(II) complexes of salicylaldehyde thiosemicarbazones also are found exclusively in the thioamide form (N(H)−C=S−Cu) [51,52]. However, there is a large variation in the Cu-S coordinate bond length within these analogues (2.226(2)−2.2785(8) Å) with the bond in [Cu(SBPT)Cl 2 ] being the longest of the series.…”

Section: A N U S C R I P Tmentioning

confidence: 99%

A novel class of thiosemicarbazones show multi-functional activity for the treatment of Alzheimer's disease

Palanimuthu

Poon

Sahni

et al. 2017

European Journal of Medicinal Chemistry

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Over 44 million people live with Alzheimer's disease (AD) worldwide. Currently, only symptomatic treatments are available for AD and no cure exists. Considering the lack of effective treatments for AD due to its multi-factorial pathology, development of novel multi-target-directed drugs are desirable. Herein, we report the development of a novel series of thiosemicarbazones derived from 1-benzylpiperidine, a pharmacophore within the acetylcholinesterase inhibitor, Donepezil. These thiosemicarbazones were designed to target five major AD hallmarks, including: low acetylcholine levels, dysfunctional autophagy, metal dys-homeostasis, protein aggregation and oxidative stress. Of these thiosemicarbazones, pyridoxal 4-N-(1-benzylpiperidin-4-yl)thiosemicarbazone (PBPT) emerged as the lead compound. This agent demonstrated the most promising multi-functional activity by exhibiting very low anti-proliferative activity, substantial iron chelation efficacy, inhibition of copper-mediated amyloid-β aggregation, inhibition of oxidative stress, moderate acetylcholinesterase inhibitory activity and autophagic induction. These diverse properties highlight the potential of the lead ligand, PBPT, as a promising multi-functional agent for AD treatment.

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“…Complexation of several thiosemicarbazones employing Cu(II) acetate hydrate, analytical and spectroscopic data for the isolated complexes, revealed that in most cases a reduction to copper(I) occurrence [22] . Although, other literatures showed the stability of thiosemicarbzaones of either Cu(I)- and/or Cu(II) complexes [ 23 , 24 ]. Cu(I) is a soft metal ion and hence prefers soft donor sites like sulfur [25] .…”

Section: Introductionmentioning

confidence: 99%

Metal complexes of thiosemicarbazones derived by 2-quinolones with Cu(I), Cu(II) and Ni(II); Identification by NMR, IR, ESI mass spectra and in silico approach as potential tools against SARS-CoV-2

Aly¹,

Abdallah²,

Ahmed³

et al. 2022

Journal of Molecular Structure

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Novel Fe(III), Co(III), Ni(II), Cu(II) coordination compounds involving 2-[(2-hydroxyphenyl)methylene]hydrazine-N-(2-propenyl)-carbothioamide as ligand: Synthesis, crystal structures and spectral characteristics

Cited by 18 publications

References 32 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

A novel class of thiosemicarbazones show multi-functional activity for the treatment of Alzheimer's disease

Metal complexes of thiosemicarbazones derived by 2-quinolones with Cu(I), Cu(II) and Ni(II); Identification by NMR, IR, ESI mass spectra and in silico approach as potential tools against SARS-CoV-2

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