A vanillin-based copper(<scp>ii</scp>) metal complex with a DNA-mediated apoptotic activity

Medeiros, Wendy Marina Toscano Queiroz de; Medeiros, Mayara Jane Campos de; Carvalho, Edinilton Muniz; Lima, Jailma Almeida de; Oliveira, Verônica da Silva; Pontes, Ana Cristina Facundo de Brito; Silva, Francisco O. N. da; Ellena, Javier; Rocha, Hugo Alexandre de Oliveira; Sousa, Eduardo Henrique Silva; Pontes, Daniel de Lima

doi:10.1039/c8ra03626h

Cited by 27 publications

(17 citation statements)

References 72 publications

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“…These results are in agreement with the data obtained for the similar copper system, [Cu (phen)(van) 2 ], present in the literature (de Medeiros et al, 2018).…”

Section: Resultssupporting

confidence: 93%

“…The new octahedral zinc(II) complex, [Zn(phen)(van) 2 ], with the bidentate ligands 1,10-phenanthroline (phen) and vanillate ions (van), was synthesized and characterized by spectroscopic and electrochemical techniques. The results corroborate the proposed structure and are consistent with the ones previously reported for a copper(II) complex having the same set of ligands (de Medeiros et al, 2018).…”

Section: Discussionsupporting

confidence: 92%

“…The[Zn(phen)(van) 2 ] (ZPV) complex was obtained by substitution of the chloride ligands in the precursor by two bidentate vanillate ligands originating from an octahedral complex where the methoxy groups of the vanillate ions are disposed opposite to each other in a structural arrangement identified previously as cis-III (de Medeiros et al, 2018).…”

Section: Resultsmentioning

confidence: 99%

“…The compound [Zn(phen)(van) 2 ] was synthesized following procedure previously reported by our group for similar complex with copper(II) (de Medeiros et al, 2018). [Zn(phen)Cl 2 ] (200.0 mg, 0.63 mmol) and vanillin (192.2 mg, 1.26 mmol) were dissolved in distilled water.…”

Section: Methodsmentioning

confidence: 99%

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Chitosan Membrane Modified With a New Zinc(II)-Vanillin Complex Improves Skin Wound Healing in Diabetic Rats

et al. 2019

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The treatment of chronic wounds is considered a public health problem. When the condition affects at-risk groups such as those with diabetics, it becomes a great clinical challenge. In this work, we evaluated the healing effects of a new zinc complex, [Zn(phen)(van)2], identified as ZPV, which was synthesized, characterized and associated with chitosan (CS) membranes and tested on cutaneous wounds of diabetic rats. Chitosan membranes were modified by Schiff base reaction with the complex under two experimental conditions (14 and 21 days), resulting in membranes with concentrations of complex equal to 0.736 μmol cm-2 (CS-ZPV1) and 1.22 μmol cm-2 (CS-ZPV2). Release assays in aqueous medium indicated that the membranes release the complex gradually when exposed to an aqueous medium. Diabetes was inducted in Wistar rats using 40 mg/kg (i.v.) streptozotocin. On the 7th day after diabetic induction, a circular excision on the skin (1.0 cm) was performed with a punch. The lesions were treated with the pure chitosan membrane and the membrane associated with the zinc-vanillin complex in two different doses. Skin samples were subjected to macroscopic and histopathological analyses, cytokine (TNF-α, IL-1β, and IL-10) quantification and reverse transcriptase polymerase chain reaction (TGF-β and VEGF) assays. The analyses showed a decrease in wound size, reepithelialization, angiogenic stimulus, collagen deposition, and reduced levels of TNF-α and IL-1β as well as increased IL-10 and gene expression of TGF-β and VEGF. The evaluated parameters suggest that CS-ZPV in the two concentrations tested may be effective in the treatment of chronic wounds.

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“…These results are in agreement with the data obtained for the similar copper system, [Cu (phen)(van) 2 ], present in the literature (de Medeiros et al, 2018).…”

Section: Resultssupporting

confidence: 93%

Section: Discussionsupporting

confidence: 92%

Section: Resultsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

See 2 more Smart Citations

Chitosan Membrane Modified With a New Zinc(II)-Vanillin Complex Improves Skin Wound Healing in Diabetic Rats

et al. 2019

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“…This indicates that ligands play an important character in tempering its permeability by means of their lipophilicity, changing the redox properties of the metal ion and displaying intrinsic cytotoxicity [33,34]. Meanwhile, DNA damage induced by copper(II) complexes also depends on the ligand planarity, which promotes the diversification of the complex structures to enhance the binding propensity with DNA and influences the Cu 2+ -Cu + redox couples [35,36]. Thus, the combined effect of the metal ion and the ligand has a noticeable effect on the biological membranes as well as the DNA binding propensity.…”

Section: Introductionmentioning

confidence: 99%

Depicting the DNA Binding and Cytotoxicity Studies against Human Colorectal Cancer of Aquabis (1-Formyl-2-Naphtholato-k2O,O′) Copper(II): A Biophysical and Molecular Docking Perspective

Alolayqi¹,

Afzal²,

Alarifi³

et al. 2021

Crystals

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In this study, we attempted to examine the biological activity of the copper(II)–based small molecule aquabis (1-formyl-2-naphtholato-k2O,O′)copper(II) (1) against colon cancer. The characterization of complex 1 was established by analytical and spectral methods in accordance with the single-crystal X-ray results. A monomeric unit of complex 1 exists in an O4 (H2O) coordination environment with slightly distorted square pyramidal geometry (τ = ~0.1). The interaction of complex 1 with calf thymus DNA (ctDNA) was determined by employing various biophysical techniques, which revealed that complex 1 binds to ctDNA at the minor groove with a binding constant of 2.38 × 105 M–1. The cytotoxicity of complex 1 towards human colorectal cell line (HCT116) was evaluated by the MTT assay, which showed an IC50 value of 11.6 μM after treatment with complex 1 for 24 h. Furthermore, the apoptotic effect induced by complex 1 was validated by DNA fragmentation pattern, which clarified that apoptosis might be regulated through the mitochondrial-mediated production of reactive oxygen species (ROS) causing DNA damage pathway. Additionally, molecular docking was also carried out to confirm the recognition of complex 1 at the minor groove.

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Nanoarchitectonics of Vanillin-Metal Complexes as Eco-friendly Multifunctional Agents on Cellulosic Fabric

Sharma

Ali

2023

J Inorg Organomet Polym

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A vanillin-based copper(ii) metal complex with a DNA-mediated apoptotic activity

Abstract: Proposed catalytic cycle for ROS production in the vicinity of DNA after reduction of [Cu(phen)(van)2] by glutathion.

Cited by 27 publications

References 72 publications

Chitosan Membrane Modified With a New Zinc(II)-Vanillin Complex Improves Skin Wound Healing in Diabetic Rats

Chitosan Membrane Modified With a New Zinc(II)-Vanillin Complex Improves Skin Wound Healing in Diabetic Rats

Depicting the DNA Binding and Cytotoxicity Studies against Human Colorectal Cancer of Aquabis (1-Formyl-2-Naphtholato-k2O,O′) Copper(II): A Biophysical and Molecular Docking Perspective

Nanoarchitectonics of Vanillin-Metal Complexes as Eco-friendly Multifunctional Agents on Cellulosic Fabric

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