Synthesis, characterization and anticancer properties of (salicylaldiminato)platinum(II) complexes

Patterson, Alyssa E.; Miller, Jessica J.; Miles, Brittany A.; Stewart, Erin; Melanson, Josée-Marie E. J.; Vogels, Christopher M.; Cockshutt, Amanda M.; Decken, Andreas; Morin, Pier Jr; Westcott, Stephen A.

doi:10.1016/j.ica.2014.02.028

Cited by 21 publications

(8 citation statements)

References 24 publications

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“…Schiff base complexes with imines have deserved much attention, probably because of their ability to intercalate between the bases of DNA and to participate in catalytic cycles with usual reducing and oxidizing agents in biological medium and Cu(II) is also involved in the causation and cure of cancer [11, 12, 13, 14, 15, 16]. This prompted us to synthesize a new series of heterocyclic compounds containing the antipyrinyl moiety from the Schiff bases derived from the condensation of Salicylidene-4-iminoantipyrine and Histidine [17, 18, 19, 20, 21, 22, 23, 24, 25, 26]. In this paper, we report the synthesize, structural characterization, CT-DNA interaction and biological screening investigation of copper, nickel, cobalt, oxovanadium and zinc complexes with Schiff base prepared by Salicylidene-4-iminoantipyrine and Histidine.…”

Section: Introductionmentioning

confidence: 99%

Electrochemical behavior, structural, morphological, Calf Thymus-DNA interaction and in-vitro antimicrobial studies of synthesized Schiff base transition metal complexes

Palanimurugan¹,

Dhanalakshmi²,

Selvapandian³

et al. 2019

Heliyon

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New tetradentate Schiff base transition metal complexes have been derived from salicylidene-4-imino-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one and histidine were characterized by CHN analysis, magnetic susceptibility measurements, molar conductance, FAB-MS, IR, 1 H-NMR, UV, CV, EPR, Fluorescence emission, AFM and Powder XRD techniques. AFM images and Powder XRD data endure that the complexes are nano-size grains with polycrystalline structure. The spectral evidences showed that all the metal chelates are square planar geometry except [VOL] complex which exist square-pyramidal geometry. Electrochemical data (CV) for [CuL] and [VOL] complexes in acetonitrile solution indicates that the redox potential of metal ions is affected by the coordinated ligand. Electron Spin Resonance (ESR) spectra of [CuL] and [VOL] complexes were well coinciding with proposed geometries and other reported complexes. CT-DNA interaction studies of [CuL] complex reveals that an intercalation binding mode occurs between complex and DNA base pairs. The in vitro antimicrobial activity of complexes has been tested against the growth of some fungal and bacterial species persist that chelates have better control than ligand.

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Section: Introductionmentioning

confidence: 99%

Electrochemical behavior, structural, morphological, Calf Thymus-DNA interaction and in-vitro antimicrobial studies of synthesized Schiff base transition metal complexes

Palanimurugan¹,

Dhanalakshmi²,

Selvapandian³

et al. 2019

Heliyon

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“…These complexes did not show any good activity in human tumors, but have proved to be effective in brain cancer. 40 Here, we have reported the syntheses of novel Pt(II) complexes [cis-and trans-Pt(II)(salicylaldimine)(DMSO)Cl (C-1), trans-Pt(II)(salicylaldimine)(4-picoline)Cl (C-2), Pt(II)(salicylaldimine)Cl (C-3), trans-and cis/trans-Pt 2 (II)(salicylaldimine)-(DMSO) 2 Cl 2 (C-4), trans-Pt 2 (II)(salicylaldimine)(4-picoline) 2 Cl 2 (C-5)] with gradual structural changes. The cytotoxicities of these complexes were screened.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and anticancer activities of a novel class of mono- and di-metallic Pt(ii)(salicylaldiminato)(DMSO or Picolino)Cl complexes

et al. 2015

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A series of novel Pt(ii) complexes [cis- and trans-Pt(ii)(salicylaldimine)(DMSO)Cl (), trans-Pt(ii)(salicylaldimine)(4-picoline)Cl (), Pt(ii)(salicylaldimine)Cl (), trans- and cis/trans-Pt2(ii)(salicylaldimine)(DMSO)2Cl2 (), trans-Pt2(ii)(salicylaldimine)(4-picoline)2Cl2 () was synthesized and characterized. The structures of -cis, -trans and were determined using a single crystal X-ray analysis. This class of Pt(ii) complexes has been studied for their in vitro cytotoxicity in multiple human cancer cell lines, including breast (MCF-7), liver (HepG2), lung (A549), colon (HCT116) and cervical (Hela) cancers. -trans, and -trans showed significant cytotoxicity to these cancer cells comparable to cisplatin. A time- and dose-dependent MTT assay revealed that these complexes can suppress cell viability and cell proliferation. Mechanistically these complexes induced pro-apoptotic gene expression such as BAX, PUMA and NOXA and thereby enhanced apoptosis. Moreover, PARP cleavage in a dose-dependent manner indicated their cytotoxic effect against cancer cells. Apoptosis of cancer cells occurred through apoptotic pathways as explained by the cytometry analysis. The DNA unwinding properties of these active Pt(ii) complexes were studied by gel electrophoresis using pBR322 plasmid DNA as a target. Changes in the morphology of cancer cells were also observed upon the addition of -trans, and -trans.

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“…[9] Recently, some platinum(II) complexes bearing bidentate Schiff base ligands NO showed quite impressive bioactive results. In a report of Alyssa E. Patterson et al, [10] twelve new (salicylaldiminato)platinum(II) complexes have been prepared, characterized and estimated for their anticancer properties against three human glioma cell lines LN18, LN405 and Hs683. Some complexes were found to be particularly potential for LN18 cells as demonstrated by stronger cell growth inhibition when compared to cisplatin.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization and anticancer properties of platinum(II) complexes bearing chiral azomethine ligands

Trung,

Nam,

Van Tuyen

2021

Vietnam Journal of Chemistry

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Pt(II) complexes bearing one N‐salicylidene‐(S)‐1‐phenylethylamine [HL(S)] or N‐salicylidene‐(R)‐1‐phenylethylamine [HL(R)] were synthesized and characterized by electrospray ionization mass spectroscopy (ESI‐MS), Fourier‐transform infrared (FT‐IR), nuclear magnetic resonance (NMR) and circular dichroism (CD) spectroscopies. The results of the micro‐analytic and spectroscopic methods disclosed that the reaction of K2PtCl4 with the chiral azomethine ligand in DMSO produced both trans‐ and cis‐[Pt(II)L(DMSO)Cl]. Then only trans‐[Pt(II)L(DMSO)Cl] isomers in Na2CO3 solution can transform to Pt(II) complexes 3 in coordination of the ligands to platinum as tridentate C,N,O‐donors. The photophysical properties of obtained platinum(II) complexes were studied by UV‐visible and luminescent spectra. The results showed that they all exhibited emission in the visible region. Anticancer properties in vitro of obtained Pt(II) complexes were scaned for KB and HepG‐2 cancer cell lines. They had good activity for the tested cancer cells. The cis‐Pt(II) complexes possessed higher anticancer activity than trans‐Pt(II) complexes and R‐enantiomers were found to be more cytotoxic than S‐enantiomers.

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Synthesis, characterization and anticancer properties of (salicylaldiminato)platinum(II) complexes

Cited by 21 publications

References 24 publications

Electrochemical behavior, structural, morphological, Calf Thymus-DNA interaction and in-vitro antimicrobial studies of synthesized Schiff base transition metal complexes

Electrochemical behavior, structural, morphological, Calf Thymus-DNA interaction and in-vitro antimicrobial studies of synthesized Schiff base transition metal complexes

Synthesis and anticancer activities of a novel class of mono- and di-metallic Pt(ii)(salicylaldiminato)(DMSO or Picolino)Cl complexes

Synthesis, characterization and anticancer properties of platinum(II) complexes bearing chiral azomethine ligands

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