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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Synthesis, Characterization, and Low-Toxicity Study of a Magnesium(II) Complex Containing an Isovanillate Group

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Marchi, Rafael C. [1] ; Silva, Eldevan S. [1] ; Santos, Josenilton J. [1] ; Guiloski, Izonete C. [2] ; de Jesus, Hugo Cesar R. [1] ; de Aguiar, Inara [1] ; Kock, Flavio V. C. [1] ; Venancio, Tiago [1] ; da Silva, Maria Fatima G. F. [1] ; Fernandes, Joao Batista [1] ; Vital, Maria A. B. F. [2] ; Souza, Leonardo Castro [2] ; Silva de Assis, Helena C. [2] ; Skibsted, Leif H. [3] ; Carlos, Rose M. [1]
Total Authors: 15
Affiliation:
[1] Univ Fed Sao Carlos, Dept Quim, BR-13565905 Sao Carlos, SP - Brazil
[2] Univ Fed Parana, Dept Farmacol, Setor Crencias Biol, BR-81531980 Curitiba, Parana - Brazil
[3] Univ Copenhagen, Dept Food Sci UCPH FOOD, DK-1958 Frederiksberg - Denmark
Total Affiliations: 3
Document type: Journal article
Source: ACS OMEGA; v. 5, n. 7, p. 3504-3512, FEB 25 2020.
Web of Science Citations: 0
Abstract

The beneficial effect of polyphenols and magnesium(II) against oxidative stress motivated our research group to explore the antioxidant activity of phenMgIso, an aqueous soluble magnesium(II) complex containing 1,10-phenanthroline (phen) and isovanillic acid (Iso) as ligands. Combined electrospray ionization-mass spectrometry and DOSY-NMR techniques identified two complexes in methanolic solution: hexacoordinated {[}Mg(phen)(2)(Iso)](+) and tetracoordinated {[}Mg(phen)-(Iso)](+). The cyclic voltammogram of phenMgIso in the anodic region showed a cyclic process that interrupts the isovanillic acid degradation, probably by stabilization of the corresponding phenoxyl radical via complexation with Mg(II), which is interesting for antioxidant applications. phenMgIso competes with 2,2,6,6-tetramethylpiperidine by O-1(2) with IC50(O-1(2)) = 15 mu g m(-1) and with nitrotetrazolium blue chloride by superoxide ions (IC50(O-2 center dot(-)) = 3.6 mu g mL(-1)). Exposure of both zebrafish (2 mg L-1) and wistar male rats (3 mg kg(-1) day(-1) dose for 21 days) to phenMgIso does not cause mortality or visual changes compared with the respective control groups, thus phenMgIso could be considered safe under the conditions of this study. Moreover, no significant changes in comparison to both control groups were observed in the biochemical parameters on the brain-acetylcholinesterase activity, digestive tract enzyme catalase, and glutathione-S-transferase. Conversely, the performance of superoxide dismutase activity in wistar male rats increased in the presence of a complex, resulting in enhanced capacity of rats for superoxide radical enzymatic scavenging. The synergistic action of phenMgIso may be explained by the strong electrostatic interaction between Mg(II) and the O,O(phenolate) group, which makes the Iso ligand easier to oxidize and deprotonate, generating a cyclic stable species under oxidative conditions. (AU)

FAPESP's process: 18/09145-5 - Characterization of supramolecular complexes by solution and solid state high resolution nuclear magnetic resonance
Grantee:Tiago Venancio
Support type: Regular Research Grants
FAPESP's process: 13/05536-6 - Luminescent metallic complexes with phenolic acids coordinated selective targets to mitochondria and antioxidant activity mapping in real time by fluorescent techniques
Grantee:Eldevan dos Santos Silva
Support type: Scholarships in Brazil - Doctorate
FAPESP's process: 17/00839-1 - Analysis of the structure-toxicity relationship of b-amyloid peptides and neuroprotective effect of luminescent Ru (II) complexes
Grantee:Rose Maria Carlos
Support type: Regular Research Grants
FAPESP's process: 15/23146-6 - Luminescent quenching of riboflavin excited state and protective effects on carotenoids radical by magnesium complexes containing hesperidin and poliphenols
Grantee:Eldevan dos Santos Silva
Support type: Scholarships abroad - Research Internship - Doctorate
FAPESP's process: 18/16040-5 - Biorational control of Pest-Insect
Grantee:Flavio Vinicius Crizostomo Kock
Support type: Scholarships in Brazil - Post-Doctorate
FAPESP's process: 17/15455-4 - Contribution to integrated studies for leaf-cutting ants control: search for new insecticides and fungicides - nanoencapsulation
Grantee:Hugo César Ramos de Jesus
Support type: Scholarships in Brazil - Post-Doctorate