Investigation of crystallographic structure, in vitro cytotoxicity and DNA interaction of two La(III) and Ce(IV) complexes containing dipicolinic acid and 4-dimethylaminopyridine

Adibi, Hadi; Abdolmaleki, Sara; Shahabadi, Nahid; Golabi, Aynaz; Mahdavi, Mohammad; Zendehcheshm, Saba; Ghadermazi, Mohammad; Ansari, Mohabbat; Rudbari, Hadi Amiri; Brunò, Giuseppe; Nemati, Andya

doi:10.1016/j.poly.2019.02.009

Cited by 21 publications

(9 citation statements)

References 85 publications

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“…The notable intracellular redox activity of FETPY could be related to the release of iron(I) species, which are subsequently oxidized (based on the common stability of Fe 3+ in oxygenated aqueous media) and interfere with cellular O 2 metabolism. On the other hand, the anticancer activity of DMAP was previously recognized, , and it is possible that its intracellular release, favored by protonation at physiological pH (DMAPH + : p K a = 9.6 in water), contributes to the cytotoxicity of FETPY .…”

Section: Resultsmentioning

confidence: 99%

FETPY: a Diiron(I) Thio–Carbyne Complex with Prominent Anticancer Activity In Vitro and In Vivo

Mihajlović,

Biancalana,

Jelača

et al. 2024

J. Med. Chem.

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FETPY, an organo-diiron(I) complex, showed strong cytotoxicity across a panel of human and mouse cancer cell lines, combined with an outstanding selectivity compared to nonmalignant cells. Enhanced iron uptake in aggressive, low-differentiated cell lines, caused membrane lipid peroxidation, which resulted in ferroptosis in human ovarian cancer cells. FETPY induced significant morphological changes in murine B16−F1 and B16−F10 melanoma cells, leading to senescence and/or trans-differentiation into Schwannlike cells, thus significantly reducing their tumorigenic potential. Additionally, FETPY substantially suppressed tumor growth in lowand high-grade syngeneic melanoma models when administered in a therapeutic regimen. FETPY is featured by satisfactory water solubility (millimolar range), an amphiphilic character (Log P ow = −0.17), and excellent stability in a biological medium (DMEM). These important requisites for drug development are rarely met in iron complexes investigated so far as possible anticancer agents. Overall, FETPY holds promise as a safe and potent targeted antitumor agent.

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Section: Resultsmentioning

confidence: 99%

FETPY: a Diiron(I) Thio–Carbyne Complex with Prominent Anticancer Activity In Vitro and In Vivo

Mihajlović,

Biancalana,

Jelača

et al. 2024

J. Med. Chem.

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“…Many studies have proven that inorganic compounds were usually exhibited a more potent cytotoxic effect compared to their organic ligands on cancer cells. It seems that sometimes coordination can be effective in the improvement of anticancer properties of synthetic chemical compounds 30 , 31 .…”

Section: Resultsmentioning

confidence: 99%

“…In our study, three new Tl(III) complexes with pyridine dicarboxylic acid derivatives were reported. Many studies have proved that the pyridine dicarboxylates family as a ligand can be suitable options to design diversity of metal complexes 28 – 30 . Here, electrochemical studies confirmed that these ligands, despite having no electrochemical activity, can affect the electrochemical activity of the complexes.…”

Section: Discussionmentioning

confidence: 99%

Novel Tl(III) complexes containing pyridine-2,6-dicarboxylate derivatives with selective anticancer activity through inducing mitochondria-mediated apoptosis in A375 cells

Abdolmaleki

Ghadermazi

Aliabadi

2021

Sci Rep

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Three novel Tl(III) complexes (C1), (C2) and (C3) were synthesized using the one-pot reactions of pyridine dicarboxylic acid derivatives, 2-aminobenzimidazole and/or 4-aminopyridine, and also thallium(III) nitrate trihydrate metal salt. The structure of all three complexes was determined by the single-crystal X-ray diffraction. C1 and C2 were realized to be isostructural with disordered square anti-prismatic geometry and for C3 arrangement of the distorted tricapped triangular prism was proposed. Cyclic voltammetry measurements on the complexes exhibited that formal potential values are more positive for C1 (E0ˊ 0.109 V) and C3 (E0ˊ 0.244 V) compared to C2 (E0ˊ –0.051 V), versus Ag/AgCl under argon. Moreover, cytotoxicity of the compounds was evaluated in vitro against two cancer cell lines including a human melanoma (A375), a human colon adenocarcinoma (HT29), and also one normal cell human foreskin fibroblast (HFF). The selective and potent cytotoxicity effect was exhibited by C1 and C3 on cancer cell lines. The apoptosis through a caspase-dependent mitochondrion pathway was confirmed by ROS production, MMP reduction, p53 activation, Bax up-regulation, and Bcl-2 down-regulation, cytochrome c release, procaspase-9, and 3 expression, for A375 cells treated to C1 and C3. According to similar cellular uptake of the complexes in A375 cell line, the generation of ROS was considered as an effective agent to justify the inhibition effect C1 and C3 on mentioned cells. Furthermore, arresting the cell cycle in the G2-M phase and inducing apoptosis were indicated by these two complexes.

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“…7 Neodymium (III) and Gadolinium (III) are rare lanthanide metals and their complexes have rising importance owing to their activity in biological systems. [8][9][10] The antitumor activity is affected by the type of metal ions and their chelating agent. Hydrazone with chromone derivatives exhibits several physical and pharmaceutical applications [11][12][13][14] as antimicrobial and antitumor agents.…”

Section: Introductionmentioning

confidence: 99%

“…Lanthanide complexes showed antitumor activity, 5,6 and their ions can interact and bind with tumor cells' DNA to damage these diseased cells 7 . Neodymium (III) and Gadolinium (III) are rare lanthanide metals and their complexes have rising importance owing to their activity in biological systems 8–10 . The antitumor activity is affected by the type of metal ions and their chelating agent.…”

Section: Introductionmentioning

confidence: 99%

Dual function of new Nd(III) and Gd(III) complexes for cytotoxic and optoelectronic fields: Synthesis, characterization, DFT calculations, and PVA composite films

Ali

Saleh

Ali

et al. 2023

Applied Organom Chemis

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New two lanthanide complexes of Neodymium (III) and Gadolinium (III) ions were prepared based on 2‐Cyano‐N′‐([4‐oxo‐4H‐chromen‐3‐yl]methylene) acetohydrazide as a chelating agent. The prepared Nd(III) and Gd(III) complexes were characterized via elemental analysis, molecular conductance, IR, and TGA. The obtained results showed the chelating agent behaves as tridentate via oxygen of γ pyrone and carbonyl groups and nitrogen of the azomethine group. The antitumor activity of isolated complexes was investigated against the Ehrlich Ascites Carcinoma cell line (E.A.C). The results of antitumor activity cleared that Gd(III) complex has higher activity than Nd(III) complex and moderate activity relative to cisplatin and 5‐Furacil. Besides, DFT calculations were estimated for prepared Nd(III) and Gd(III) complexes by the Gaussian program. Theoretical parameters were calculated. The energy gap values confirmed the higher activity of the Gd(III) complex over the other Nd(III) complex. In addition, the composite films of Nd(III) and Gd(III) complexes were prepared using the cast technique. The electrical and optical absorption properties of these polymer composites were analyzed.

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Investigation of crystallographic structure, in vitro cytotoxicity and DNA interaction of two La(III) and Ce(IV) complexes containing dipicolinic acid and 4-dimethylaminopyridine

Cited by 21 publications

References 85 publications

FETPY: a Diiron(I) Thio–Carbyne Complex with Prominent Anticancer Activity In Vitro and In Vivo

FETPY: a Diiron(I) Thio–Carbyne Complex with Prominent Anticancer Activity In Vitro and In Vivo

Novel Tl(III) complexes containing pyridine-2,6-dicarboxylate derivatives with selective anticancer activity through inducing mitochondria-mediated apoptosis in A375 cells

Dual function of new Nd(III) and Gd(III) complexes for cytotoxic and optoelectronic fields: Synthesis, characterization, DFT calculations, and PVA composite films

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