Synthesis, structures and anticancer potentials of platinum(II) saccharinate complexes of tertiary phosphines with phenyl and cyclohexyl groups targeting mitochondria and DNA

Yılmaz, Veysel T.; İçsel, Ceyda; Turgut, Omer R.; Aygün, Muhıttın; Erkısa, Merve; Turkdemir, M. Haluk; Ulukaya, Engin

doi:10.1016/j.ejmech.2018.06.035

Cited by 66 publications

(31 citation statements)

References 59 publications

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“…The present results suggest that the Pd(II) complex is a high affinity DNA major groove binder with a preference for Adenine (A)/Thymine (T)-sites of DNA. Similar results were observed Pt sac complexes of other tertiary phosphines [12,17,18].…”

Section: Dna Cleavagesupporting

confidence: 88%

“…As shown in Figure 2a, the addition of the Pd(II) complex results in a increase in absorption intensity of the UV band of the FS-DNA solutions with a 5 nm redshift, which implies that there exists an interaction between the Pd(II) complex and DNA. The binding constant (K b ) obtained from the spectral data (Table 1) compares well with the corresponding Pt(II) sac complexes with monophosphines [12,17], and indicates that the Pd(II) complex successfully binds to DNA.…”

Section: Resultsmentioning

confidence: 52%

“…Our research group has recently synthesized a number of Pd(II) and Pt(II) sac complexes containing mono and diphosphines. The new complexes were tested for their anticancer activity and the results showed that the Pt(II) complexes displayed great cytotoxicity on various cancer cell lines [12][13][14][15][16][17][18]. During these studies, one Pd(II) complex cis-[Pd(sac) 2 (PPh 2 Et) 2 ] (Figure 1) was found to exhibit cytotoxic activity on cancer cells and this paper presents the biological activity data of the complex.…”

Section: Introductionmentioning

confidence: 99%

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DNA/HSA Interactions and Anticancer Activity of a Palladium(II) Saccharinate Complex Bearing Ethyldiphenylphosphine

İçsel

2021

Hacettepe Journal of Biology and Chemistry

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C is-[Pd(sac) 2 (PPh 2 Et) 2 ] kompleksinin DNA ve HSA bağlanma etkileşimleri bir seri deneysel yöntem ve moleküler doking ile kapsamlı bir şekilde çalışıldı. Pd(II) kompleksi DNA'nın majör oluğundaki AT'ce zengin konumlara bağlandı ve HSA'nın IIA alt bölgesindeki hidrofobik boşluk ile etkileşti. Bu deneysel bulgular moleküler doking çalışmaları ile desteklendi. Pd(II) kompleksi farklı kanser türlerine karşı güçlü sitotoksik aktivite gösterdi. Özellikle MCF-7 meme kanser hücreleri için sisplatinden daha yüksek seçiciliğe sahip oldu.

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Section: Dna Cleavagesupporting

confidence: 88%

Section: Resultsmentioning

confidence: 52%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

DNA/HSA Interactions and Anticancer Activity of a Palladium(II) Saccharinate Complex Bearing Ethyldiphenylphosphine

İçsel

2021

Hacettepe Journal of Biology and Chemistry

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“…Platinum(II) complexes with trans geometry have proved to be interesting candidates to replace the commonly used cisplatin in view of its known adverse effects (mainly its toxicity) and to overcome acquired resistance (due to DME, drug-metabolizing enzymes or genetic variation) [74,75,76,77]. Trans-bisphosphino Pt(II) complexes have shown antiproliferative activity, being able to generate reactive oxygen species, targeting both mitochondria and genomic DNA [78], but also showed affinity toward protein models comparable or higher than cisplatin [79].…”

Section: Introductionmentioning

confidence: 99%

Pentafluorophenyl Platinum(II) Complexes of PTA and Its N-Allyl and N-Benzyl Derivatives: Synthesis, Characterization and Biological Activity

Sgarbossa

Śliwińska-Hill

ilva³

et al. 2019

Materials

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From the well-known 1,3,5-triaza-phosphaadamantane (PTA, 1a), the novel N-allyl and N-benzyl tetrafuoroborate salts 1-allyl-1-azonia-3,5-diaza-7-phosphaadamantane (APTA(BF4), 1b) and 1-benzyl-1-azonia-3,5-diaza-7-phosphaadamantane (BzPTA(BF4), 1c) were obtained. These phosphines were then allowed to react with (Pt(μ-Cl)(C6F5)(tht))2 (tht = tetrahydrothiophene) affording the water soluble Pt(II) complexes trans-(PtCl(C6F5)(PTA)2) (2a) and its bis-cationic congeners trans-(PtCl(C6F5)(APTA)2)(BF4)2 (2b) and trans-(PtCl(C6F5)(BzPTA)2)(BF4)2 (2c). The compounds were fully characterized by multinuclear NMR, ESI-MS, elemental analysis and (for 2a) also by single crystal X-ray diffraction, which proved the trans configuration of the phosphine ligands. Furthermore, in order to evaluate the cytotoxic activities of all complexes the normal human dermal fibroblast (NHDF) cell culture were used. The antineoplastic activity of the investigated compounds was checked against the human lung carcinoma (A549), epithelioid cervix carcinoma (HeLa) and breast adenocarcinoma (MCF-7) cell cultures. Interactions between the complexes and human serum albumin (HSA) using fluorescence spectroscopy and circular dichroism spectroscopy (CD) were also investigated.

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“…Although some studies suggest that increased lipophilicity facilitates overcoming drug resistance, a clear relationship between cytotoxicity and lipophilicity is not known to date. Some studies revealed that the high cytotoxicity of platinum complexes could be correlated with high lipophilicity . In contrast, the cytotoxicity of some ruthenium complexes of flavone or chromone derivatives against the melanoma cell lines is dependent on structure more than lipophilicity …”

Section: Resultsmentioning

confidence: 99%

Iron(III) and nickel(II) complexes of tetradentate thiosemicarbazones: Synthesis, structure, cytotoxicity, and lipophilicity

Süleymanoğlu

Kaya

Erdem‐Kuruca

et al. 2019

J Biochem & Molecular Tox

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Eighteen of the iron(III) and nickel(II) complexes with tetradentate thiosemicarbazidato ligands were synthesized and described, by analytical and spectroscopic methods. Two complexes as an example to the iron and nickel centered ones were crystallographically analyzed to confirm the molecular structures. Cytotoxic effects of the complexes on K562 chronic myeloid leukemia cells were determined by 3‐(4,5‐dimethylthiazol‐2‐yl)‐2,5‐diphenyltetrazolium bromide assay. For comparison, human umbilical vein endothelial cells (HUVECs) was used as a noncancerous cell line. While four of the iron(III) complexes exhibited the antileukemic effect with 50% inhibition of cell growth (IC50) values in the 3.4 to 6.9 μg/mL range on K562 cell line, the nickel(II) complexes showed no significant effect on both cell lines. The complexes Fe4, Fe5, and Fe6, bearing 4‐methoxy substituent exhibited relatively high antiproliferative activity on both cell lines. Complex Fe3 with 3‐methoxy and S‐allyl groups exhibited a selectivity between K562 and HUVEC cells by IC50 values of 6.9 and >10 μg/mL, respectively. Lipophilicity, a key parameter for bioavailability and oral administration, was found in the range of −0.3 and +1.3 that desired for drug active ingredients. The results were discussed in the context of a structure‐activity relationship.

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Synthesis, structures and anticancer potentials of platinum(II) saccharinate complexes of tertiary phosphines with phenyl and cyclohexyl groups targeting mitochondria and DNA

Cited by 66 publications

References 59 publications

DNA/HSA Interactions and Anticancer Activity of a Palladium(II) Saccharinate Complex Bearing Ethyldiphenylphosphine

DNA/HSA Interactions and Anticancer Activity of a Palladium(II) Saccharinate Complex Bearing Ethyldiphenylphosphine

Pentafluorophenyl Platinum(II) Complexes of PTA and Its N-Allyl and N-Benzyl Derivatives: Synthesis, Characterization and Biological Activity

Iron(III) and nickel(II) complexes of tetradentate thiosemicarbazones: Synthesis, structure, cytotoxicity, and lipophilicity

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