Vanadium(IV) and ‐(V) Complexes of Reduced Schiff Bases Derived from Aromatic <i>o</i>‐Hydroxyaldehydes and Tyrosine Derivatives

Correia, Isabel; Marcão, Susana; Kočí, Kamila; Tomaz, Ana Isabel; Adão, Pedro; Kiss, Tamás; Jakusch, Tamás; Avecilla, Fernando; Pessoa, João Costa

doi:10.1002/ejic.201000948

Cited by 15 publications

(6 citation statements)

References 61 publications

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“…Hence, a large number of in vitro and in vivo studies have demonstrated that vanadium salts and their well-known complexes have beneficial properties in diseases such as diabetes [4][5][6][7] and cancer [8,9]. Various complexes of oxidovanadium(IV/V) have been synthesized in the past three decades starting from the vanadyl ion and different ligands, such as amino acids, peptides, and Schiff bases, to improve compound stability, solubility, and bioavailability, properties mandatory for their biological effects [8,[10][11][12][13].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization, and In Vitro Insulin-Mimetic Activity Evaluation of Valine Schiff Base Coordination Compounds of Oxidovanadium(V)

et al. 2021

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Type 2 diabetes became an alarming global health issue since the existing drugs do not prevent its progression. Herein, we aimed to synthesize and characterize a family of oxidovanadium(V) complexes with Schiff base ligands derived from L-/D-valine (val) and salicylaldehyde (sal) or o-vanillin (van) as insulin-mimetic agents and to assess their potential anti-diabetic properties. Two new oxidovanadium(V) complexes, [{VVO(R-salval)(H2O)}(μ2-O){VVO(R-salval)}] and [{VVO(R-vanval)(CH3OH)}2(μ2-O)], and their S-enantiomers were synthesized and characterized. The compounds exhibit optical activity as shown by crystallographic and spectroscopic data. The stability, the capacity to bind bovine serum albumin (BSA), the cytotoxicity against human hepatoma cell line, as well as the potential anti-diabetic activity of the four compounds are investigated. The synthesized compounds are stable for up to three hours in physiological conditions and exhibit a high capacity of binding to BSA. Furthermore, the synthesized compounds display cytocompatibility at biologically relevant concentrations, exert anti-diabetic potential and insulin-mimetic activities by inhibiting the α-amylase and protein tyrosine phosphatase activity, and a long-term increase of insulin receptor phosphorylation compared to the insulin hormone. Thus, the in vitro anti-diabetic potential and insulin-mimetic properties of the newly synthesized oxidovanadium(V) compounds, correlated with their cytocompatibility, make them promising candidates for further investigation as anti-diabetic drugs.

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Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization, and In Vitro Insulin-Mimetic Activity Evaluation of Valine Schiff Base Coordination Compounds of Oxidovanadium(V)

et al. 2021

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“…A copper(II) coordination polymer with tetranuclear copper(II) units [Cu 4 (Sal-SeMet) 4 Á MeOH Á EtOH] as secondary building blocks was confirmed by X-ray crystallographic analysis. This tetranuclear unit is further connected by carbonyl oxygen from the ligand of another tetranuclear unit at the apical position to form a 1-D coordination polymer.…”

Section: Resultsmentioning

confidence: 79%

“…Significant progress for transition metal complexes containing Schiff-base ligands has been achieved due to their applications including biological, clinical, analytical, and industrial in addition to their important roles in catalysis and organic synthesis [1][2][3][4][5][6][7]. However, problems of ligand instability for Schiff bases are often encountered [8][9][10][11][12][13].…”

Section: Introductionmentioning

confidence: 99%

Syntheses and characterizations of zinc(II) and copper(II) complexes with reduced Schiff base derived from salicylaldehyde and D,L-selenomethionine

Wang

Ran

Cao

et al. 2011

Journal of Coordination Chemistry

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New zinc(II) and copper(II) complexes with a reduced Schiff-base ligand derived from D,L-selenomethionine and salicylaldehyde have been synthesized and characterized by elemental analysis, magnetic susceptibility, IR, and NMR measurements. The single-crystal X-ray structure of the Cu(II) complex reveals that this complex is a carboxylate-bridged dimer of dinuclear copper(II) subunits and all metal centers are five-coordinate with O 4 N donor sets in distorted square-pyramidal geometries. The Cu(II) complex consists of a 1-D coordination polymer.

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“…Taking into account their much higher intrinsic stability and much lower susceptibility toward hydrolysis, several publications were released either with characterization of metal complexes [153,[160][161][162][163][164] or using these very versatile ligands to prepare suitable complexes to prepare metal-based catalytic systems [163,[165][166][167][168][169][170][171][172].…”

Section: Metal Ion-salen Complexesmentioning

confidence: 99%

Thirty years through vanadium chemistry

Pessoa

2015

Journal of Inorganic Biochemistry

130

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Vanadium(IV) and ‐(V) Complexes of Reduced Schiff Bases Derived from Aromatic o‐Hydroxyaldehydes and Tyrosine Derivatives

Abstract: The reduced Schiff bases of salicylaldehyde and pyridoxal (and o-vaniline)

Cited by 15 publications

References 61 publications

Synthesis, Characterization, and In Vitro Insulin-Mimetic Activity Evaluation of Valine Schiff Base Coordination Compounds of Oxidovanadium(V)

Synthesis, Characterization, and In Vitro Insulin-Mimetic Activity Evaluation of Valine Schiff Base Coordination Compounds of Oxidovanadium(V)

Syntheses and characterizations of zinc(II) and copper(II) complexes with reduced Schiff base derived from salicylaldehyde and D,L-selenomethionine

Thirty years through vanadium chemistry

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