Synthesis, characterization, and anticancer activities of lipophilic pyridinecarboxaldimine platinum(II) complexes

Miles, Brittany A.; Patterson, Alyssa E.; Vogels, Christopher M.; Decken, Andreas; Waller, Jeffrey C.; Morin, Pier Jr; Westcott, Stephen A.

doi:10.1016/j.poly.2015.07.039

Cited by 15 publications

(5 citation statements)

References 54 publications

(49 reference statements)

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“…For both complexes, the signals of the characteristic imine proton (N =CH ) and imine carbon (N =CH ) shift to higher ppm than those of the free ligands, indicating that the complexes are bound to imine, as depicted in the 1 H‐NMR and 13 C‐NMR spectra (S7, S8, S11, and S12). The signals of the protons bound to the CH 2 53,54 amine group in complexes I and II shift to a weaker field than those of the free ligands L1 and L2 52 . In the 1 H‐NMR spectra of the complexes, the signals of the protons of the methyls attached to the amine group are shifted toward the low‐field region, indicating the promotion of binding from the amine group.…”

Section: Resultsmentioning

confidence: 93%

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Platinum (II) Schiff Base Complexes and their Effects on the Inhibition of Amyloid β_1–42 Aggregation

İrişli,

Günnaz,

Özcan

et al. 2024

Applied Organom Chemis

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For synthesizing metal–organic molecules with pro‐drug properties to prevent the accumulation of amyloid beta (Aβ1–42), which is a feature of neurodegenerative Alzheimer's disease, two new Schiff bases with imine/amine donors 2‐([3,3‐diphenylalidene]amino)‐N,N‐dimethylethane‐1‐amine and N,N‐dimethyl‐2‐([quinolin‐4‐ylmethylene]amino)ethane‐1‐amine, as well as their novel Pt (II) complexes (I and II), were synthesized and characterized via Fourier transform infrared spectroscopy, 1H‐ and 13C‐nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry, and elemental analyses. The spectroscopic data has shown that the ligands are coordinated to the central atom in a chelating manner.Furthermore, the interaction between these complexes and Aβ1–42 was investigated using the electrochemical methods, square wave voltammetry and pencil graphite electrode, while monitoring the changes in the oxidation signal of the Try residue in Aβ1–42.The ability of the compounds to inhibit Aβ1–42 aggregation was investigated using the human neuroblastoma cell line (SH‐SY5Y). Complex II could actively inhibit the aggregation of Aβ1–42 at a molar ratio of 1.0/1.0, and its Aβ1–42 aggregation kinetics were fluorometrically determined using thioflavin T.These results were supported by scanning electron microscopy and transmission electron microscopy analyses. Moreover, the interaction of complex II with Aβ1–16 was investigated via 1H‐NMR spectroscopy.As a result, it was observed that complex II was effective in inhibiting the aggregation of Aβ1–42 at a molar ratio of 1.0/1.0. This result shows that studies can be conducted on the effects of Schiff base‐Pt complexes as potential pro‐drugs on Alzheimer's disease.

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Section: Resultsmentioning

confidence: 93%

“…The signals of the protons bound to the CH 2 53,54 amine group in complexes I and II shift to a weaker field than those of the free ligands L1 and L2. 52 In the 1 H-NMR spectra of the complexes, the signals of the protons of the methyls attached to the amine group are shifted toward…”

Section: Synthesis and Spectroscopic Studiesmentioning

confidence: 93%

Platinum (II) Schiff Base Complexes and their Effects on the Inhibition of Amyloid β_1–42 Aggregation

İrişli,

Günnaz,

Özcan

et al. 2024

Applied Organom Chemis

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“…The coordination geometry around platinum is square planar, with bond lengths and angles in good agreement with those reported for similar compounds. [11,15,27,28,29,30] The main contributions to the crystal packing are given by - stacking interactions acting in the a direction and to OHCl interactions (O(2)Cl(2') 3.354 Å) acting between molecules organized in head-to-tail rows.…”

Section: Methodsmentioning

confidence: 99%

DNA interaction of a fluorescent, cytotoxic pyridinimino platinum(II) complex

Bondi

Biver

Via

et al. 2020

Journal of Inorganic Biochemistry

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“…The cytotoxicity of seven novel Pt complexes was tested against LN18 and LN405 using Cisplatin as a control. Complex 22i displayed the lowest IC 50 value against LN405, and 22e displayed the lowest IC 50 value against LN18 29 . The Schiff base ligand was prepared from the condensation reaction of 4-amino phenyl methanol/2pyridine carboxaldehyde of salicylaldehyde.…”

Section: In Vitro Anti Proliferative Activity Of Cumentioning

confidence: 98%

Evaluation of Anticancer Activity of Schiff bases Derived from Pyridine and their Metal Complexes- A Review

et al. 2022

Orient. J. Chem

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Cancer is a deadly disease; many treatment strategies are available to cure/ treat cancer. After the metal-based anticancer drug (Cisplatin), metal complexes play a vital role in pharmaceutical science. We aimed to analyze the anticancer activity of pyridine Schiff base complexes. This review article searched the anticancer studies of pyridine Schiff base metal complexes from 2015 to 2021. Information was gathered from the selected studies to analyze and highlight the importance of anticancer agents. A total of sixty six full-length articles were collected and evaluated. On the critical assessment, we found that compared to Schiff base ligand, the metal complexes exhibited excellent activity towards various cancer cell lines (including MCF-7, HeLa, HCT-116, Hepa-2).We identified more complexes that exhibited promising activity against various cell lines and revealed IC50 values equal to or even lower than the reference drug used.

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Synthesis, characterization, and anticancer activities of lipophilic pyridinecarboxaldimine platinum(II) complexes

Cited by 15 publications

References 54 publications

Platinum (II) Schiff Base Complexes and their Effects on the Inhibition of Amyloid β_1–42 Aggregation

Platinum (II) Schiff Base Complexes and their Effects on the Inhibition of Amyloid β_1–42 Aggregation

DNA interaction of a fluorescent, cytotoxic pyridinimino platinum(II) complex

Evaluation of Anticancer Activity of Schiff bases Derived from Pyridine and their Metal Complexes- A Review

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Synthesis, characterization, and anticancer activities of lipophilic pyridinecarboxaldimine platinum(II) complexes

Cited by 15 publications

References 54 publications

Platinum (II) Schiff Base Complexes and their Effects on the Inhibition of Amyloid β1–42 Aggregation

Platinum (II) Schiff Base Complexes and their Effects on the Inhibition of Amyloid β1–42 Aggregation

DNA interaction of a fluorescent, cytotoxic pyridinimino platinum(II) complex

Evaluation of Anticancer Activity of Schiff bases Derived from Pyridine and their Metal Complexes- A Review

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Product

Resources

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Platinum (II) Schiff Base Complexes and their Effects on the Inhibition of Amyloid β_1–42 Aggregation

Platinum (II) Schiff Base Complexes and their Effects on the Inhibition of Amyloid β_1–42 Aggregation