Evaluating the influence of the diamine unit (ethylenediamine, piperazine and homopiperazine) on the molecular structure, physical chemical properties and superoxide dismutase activity of copper complexes

Terra, Wagner da Silva; Ferreira, Sílvio Romero de Melo; Costa, Rafael O.; Mendes, Luisa L.; Franco, Rosemeire de Lordo; Bortoluzzi, Adaílton J.; Resende, Jackson A. L. C.; Fernandes, Christiane; Horn, Adolfo

doi:10.1016/j.ica.2016.06.024

Cited by 21 publications

(4 citation statements)

References 61 publications

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“…[7] However,s upplementation of SOD is difficult owing to its high sensitivity to environmentalc onditions (e.g.,t emperature, pH, and complex nature in biofluids). Therefore, significante fforts have been made to prepare metal complexes, [8][9][10][11][12] nanoparticles or colloidalp articles, [13] or their combinations [14][15][16][17][18] to obtain artificial SOD materials of similara ctivity,b ut with improved sensitivity relative to that of the native enzyme.…”

Section: Introductionmentioning

confidence: 99%

Immobilization of Superoxide Dismutase on Polyelectrolyte‐Functionalized Titania Nanosheets

2017

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The superoxide dismutase (SOD) enzyme was successfully immobilized on titania nanosheets (TNS) functionalized with the poly(diallyldimethylammonium chloride) (PDADMAC) polyelectrolyte. The TNS-PDADMAC solid support was prepared by hydrothermal synthesis followed by self-assembled polyelectrolyte layer formation. It was found that SOD strongly adsorbed onto oppositely charged TNS-PDADMAC through electrostatic and hydrophobic interactions. The TNS-PDADMAC-SOD material was characterized by light scattering and microscopy techniques. Colloidal stability studies revealed that the obtained nanocomposites possessed good resistance against salt-induced aggregation in aqueous suspensions. The enzyme kept its functional integrity upon immobilization; therefore, TNS-PDADMAC-SOD showed excellent superoxide radical anion scavenging activity. The developed system is a promising candidate for applications in which suspensions of antioxidant activity are required in the manufacturing processes.

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Section: Introductionmentioning

confidence: 99%

Immobilization of Superoxide Dismutase on Polyelectrolyte‐Functionalized Titania Nanosheets

2017

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“…On the other hand, values between 150-250 cm À 1 are associated with a distortion to tetrahedral geometry. [14,17,18] The complexes 1 and 2 fell in the latter, which support the presence of tetrahedral Cu(II) for species 1 A and 2, with t 2 ground state. This was also in agreement with the UV-Vis data (See Supplementary Material).…”

Section: Synthesis and Spectroscopic Characterizationmentioning

confidence: 66%

Anti‐Sporothrix Activity of Novel Copper‐Itraconazole Complexes

de Azevedo‐França,

Borba‐Santos,

de Matos

et al. 2024

ChemMedChem

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A series of new metal complexes, [Cu(ITZ)2Cl2]·5H2O (1), [Cu(NO3)2(ITZ)2] ·3H2O·C4H10O and [Cu(ITZ)2)(PPh3)2]NO3·5H2O (3) were synthesized by a reaction of itraconazole (ITZ) with the respective copper salts under reflux. The metal complexes were characterized by elemental analyses, molar conductivity, 1H and 13C{1H} nuclear magnetic resonance, UV‐Vis, infrared and EPR spectroscopies. The antifungal activity of these metal complexes was evaluated against the main sporotrichosis agents: Sporothrix brasiliensis, Sporothrix schenkii, and Sporothrix globosa. All three new compounds inhibited the growth of S. brasiliensis and S. schenckii at lower concentrations than the free azole, with complex 2 able to kill all species at 4 µM and induce more pronounced alterations in fungal cells. Complexes 2 and 3 exhibited higher selectivity and no mutagenic effect at the concentration that inhibited fungal growth and affected fungal cells. The strategy of coordinating itraconazole (ITZ) to copper was successful, since the corresponding metal complexes were more effective than the parent drug. Particularly, the promising antifungal activity of the Cu‐ITZ complexes makes them potential candidates for the development of an alternative drug to treat mycoses.

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“…When superoxide coordinates to the metal ion, an inner electron transfer can occur, changing the redox potentials of the metal/superoxide ions and facilitating the redox process . Additionally, several SOD mimics have been reported whose redox potentials are not thermodynamically suitable for promoting the superoxide redox reaction under the same conditions. , …”

Section: Resultsmentioning

confidence: 99%

“…145 Additionally, several SOD mimics have been reported whose redox potentials are not thermodynamically suitable for promoting the superoxide redox reaction under the same conditions. 146,147 With regard to the structural features, the bipodal ligand HL is flexible enough to allow the change in the geometry around the metal center. Furthermore, the alcohol group can form a hydrogen bond and stabilize the Cu−superoxide interaction.…”

Section: Antioxidant Activities Of Complexes 1 and 2 Against H 2 O 2 Omentioning

confidence: 99%

A Multipurpose Metallophore and Its Copper Complexes with Diverse Catalytic Antioxidant Properties to Deal with Metal and Oxidative Stress Disorders: A Combined Experimental, Theoretical, and In Vitro Study

Menezes,

Sampaio,

Meurer

et al. 2024

Inorg. Chem.

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We report the discovery that the molecule 1-(pyridin-2-ylmethylamino)propan-2-ol (HL) can reduce oxidative stress in neuronal C6 glioma cells exposed to reactive oxygen species (O 2 −• , H 2 O 2 , and • OH) and metal (Cu + ) stress conditions. Furthermore, its association with Cu 2+ generates [Cu(HL)Cl 2 ] (1) and [Cu(HL) 2 ](ClO 4 ) 2 (2) complexes that also exhibit antioxidant properties. Potentiometric titration data show that HL can coordinate to Cu 2+ in 1:1 and 1:2 Cu 2+ :ligand ratios, which was confirmed by monocrystal X-ray studies. The subsequent ultraviolet−visible, electrospray ionization mass spectrometry, and electron paramagnetic resonance experiments show that they can decompose a variety of reactive oxygen species (ROS). Kinetic studies revealed that 1 and 2 mimic the superoxide dismutase and catalase activities. Complex 1 promotes the fastest decomposition of H 2 O 2 (k obs = 2.32 × 10 7 M −1 s −1 ), efficiently dismutases the superoxide anion (k cat = 3.08 × 10 7 M −1 s −1 ), and scavenges the hydroxyl radical (RSA 50 = 25.7 × 10 −6 M). Density functional theory calculations support the formation of dinuclear Cu-peroxide and mononuclear Cu-superoxide species in the reactions of [Cu(HL)Cl 2 ] with H 2 O 2 and O 2•− , respectively. Furthermore, both 1 and 2 also reduce the oxidative stress of neuronal glioma C6 cells exposed to different ROS, including O 2•− and • OH.

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Evaluating the influence of the diamine unit (ethylenediamine, piperazine and homopiperazine) on the molecular structure, physical chemical properties and superoxide dismutase activity of copper complexes

Cited by 21 publications

References 61 publications

Immobilization of Superoxide Dismutase on Polyelectrolyte‐Functionalized Titania Nanosheets

Immobilization of Superoxide Dismutase on Polyelectrolyte‐Functionalized Titania Nanosheets

Anti‐Sporothrix Activity of Novel Copper‐Itraconazole Complexes

A Multipurpose Metallophore and Its Copper Complexes with Diverse Catalytic Antioxidant Properties to Deal with Metal and Oxidative Stress Disorders: A Combined Experimental, Theoretical, and In Vitro Study

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