Synthesis, characterization, antibacterial and antitumoral activities of mononuclear zinc complexes containing tridentate amine based ligands with N3 or N2O donor groups

Fernandes, Christiane; Horn, Adolfo; Vieira‐da‐Motta, Olney; Kanashiro, Milton; Rocha, Michelle R.; Moreira, Rafaela Oliveira; Morcelli, Samila R.; Lopes, Bruna F.; Mathias, Luciana da S.; Borges, Franz Viana; Borges, Layla J.H.; Freitas, William Rodrigues de; Visentin, Lorenzo C.; Almeida, João Carlos de Aquino; Schenk, Gerhard

doi:10.1016/j.ica.2014.02.040

Cited by 21 publications

(5 citation statements)

References 33 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…The cytotoxic effects of the platinum(II) complexes, the ligands, and the metallic salt (K 2 [PtCl 4 ]) on cell viability were evaluated using the colorimetric 3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyl-2H-tetrazolium bromide (MTT) assay, as described by Mosmann [ 26 , 27 ]. CDDP was used as a positive control.…”

Section: Methodsmentioning

confidence: 99%

In Vitro and In Vivo Relevant Antineoplastic Activity of Platinum(II) Complexes toward Triple-Negative MDA-MB-231 Breast Cancer Cell Line

Maciel

Silva

Moreira³

et al. 2022

Pharmaceutics

View full text Add to dashboard Cite

Two platinum complexes [Pt(HL3)Cl]·H2O (3) and [Pt(HL4)Cl]·H2O (4) containing α- and β-naphthyl groups, respectively, were investigated in more detail in vitro and in vivo for antineoplastic activity. The cytotoxicity activity induced by these platinum(II) compounds against breast cancer (MDA-MB-231 and MCF-7), lung (A549), prostate (PC3), pancreas (BXPC-3), and normal peripheral blood mononuclear (PBMC) cells were evaluated by MTT assay. The cell viability MTT assay showed that complex (4) was more cytotoxic to all cancer cell lines tested and less cytotoxic against human PBMC. Therefore, complex (4) was selected to further investigate the mechanism of cytotoxic effects involved against MDA-MB-231 cell line (human triple-negative breast cancer). Sub-G1 analysis of the cell cycle showed that this complex induces cell death by apoptosis due to the cell loss of DNA content detected in flow cytometry. The cytotoxic effect induced by complex (4) was associated with the capability of the complex to induce mitochondrial membrane depolarization, as well as increase ROS levels and caspase activation, as a result of the activation of both extrinsic and intrinsic apoptosis pathways. Ultrastructural alterations were observed using scanning and transmission electron microscopy (SEM and TEM), such as membrane blebbing, filopodia reduction, empty mitochondrial matrix, and DNA fragmentation. Furthermore, complex (4) was tested in an MDA-MB-231 tumor nodule xenograft murine model and demonstrated a remarkable reduction in tumor size in BALB/c nude mice, when compared to the control animals.

show abstract

Section: Methodsmentioning

confidence: 99%

In Vitro and In Vivo Relevant Antineoplastic Activity of Platinum(II) Complexes toward Triple-Negative MDA-MB-231 Breast Cancer Cell Line

Maciel

Silva

Moreira³

et al. 2022

Pharmaceutics

View full text Add to dashboard Cite

show abstract

“…In 1 , both HL and a chlorido ligand occupy the basal plane while the second chlorido ligand is present in the apical position (Figure ). The HL ligand binds in a meridional fashion to the Cu(II) ion via the pyridine (N12), amine (N1), and alcohol (O1) groups as observed for a Zn(II) complex synthesized with the same ligand . This coordination environment differs from that observed in a compound with the similar ligand HBPA [(2-hydroxybenzyl)(2-pyridylmethyl)amine], in which a phenol group replaces the alcohol group of HL.…”

Section: Resultsmentioning

confidence: 86%

“…The HL ligand binds in a meridional fashion to the Cu(II) ion via the pyridine (N12), amine (N1), and alcohol (O1) groups as observed for a Zn(II) complex synthesized with the same ligand. 112 This coordination environment differs from that observed in a compound with the similar ligand HBPA [(2hydroxybenzyl)(2-pyridylmethyl)amine], in which a phenol group replaces the alcohol group of HL. In the [Cu(HBPA)Cl 2 ] compound, 113 the phenol group occupies the apical position.…”

Section: •−mentioning

confidence: 78%

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.

Self Cite

View full text Add to dashboard Cite

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.

show abstract

“…The compound bis(pyridin-2-ylmethyl)amine (bpma) was synthesized and characterized according to the method already described [66]. Zinc complexes [Zn(bpma)Cl 2 ] (3) [67] and [Zn (bpma) 2 ](ClO 4 ) 2 (4) [68] were also prepared as controls for the biocide and cytotoxicity direct comparison. Their synthetic route and characterization are depicted in the available supplementary information file.…”

Section: Synthetic Proceduresmentioning

confidence: 99%

Enhancing the biological properties of zinc complexes with bis(indolyl)methane groups: Synthesis, characterization, DNA interaction, and biocide activity

Tessaro

Tomaz

Farias

et al. 2022

Journal of Inorganic Biochemistry

View full text Add to dashboard Cite

Synthesis, characterization, antibacterial and antitumoral activities of mononuclear zinc complexes containing tridentate amine based ligands with N3 or N2O donor groups

Cited by 21 publications

References 33 publications

In Vitro and In Vivo Relevant Antineoplastic Activity of Platinum(II) Complexes toward Triple-Negative MDA-MB-231 Breast Cancer Cell Line

In Vitro and In Vivo Relevant Antineoplastic Activity of Platinum(II) Complexes toward Triple-Negative MDA-MB-231 Breast Cancer Cell Line

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

Enhancing the biological properties of zinc complexes with bis(indolyl)methane groups: Synthesis, characterization, DNA interaction, and biocide activity

Contact Info

Product

Resources

About