Corrigendum to “Cyclopalladated and cycloplatinated benzophenone imines: Antitumor, antibacterial and antioxidant activities, DNA interaction and cathepsin B inhibition” [J. Inorg. Biochem. 140 (2014) 80–88]

Albert, Joan; D’Andrea, Lucía; Granell, Jaume; Pla-Vilanova, Pepita; Quirante, Josefina; Khosa, Muhammad Kaleem; Calvis, Carme; Messeguer, Ramón; Badı́a, Josefa; Baldomà, Laura; Font-Bardı́a, Mercè; Calvet, Teresa

doi:10.1016/j.jinorgbio.2015.03.007

Cited by 5 publications

(25 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…60 In addition, an excellent correlation between cathepsin B inhibition and cytotoxicity for some dinuclear biphosphine palladacycles 61 and mononuclear platinacycles containing a fluorinated phosphine 34 has been reported. In spite of these later results, we have recently reported 53,62 that a series of cyclopalladated and cycloplatinated benzophenone imines were not efficient inhibitors of cathepsin B, although showing in vitro high cytotoxicity.…”

Section: Cathepsin B Inhibitionmentioning

confidence: 88%

Neutral and ionic platinum compounds containing a cyclometallated chiral primary amine: synthesis, antitumor activity, DNA interaction and topoisomerase I–cathepsin B inhibition

et al. 2015

Self Cite

View full text Add to dashboard Cite

The synthesis and preliminary biological evaluation of neutral and cationic platinum derivatives of chiral 1-(1-naphthyl)ethylamine are reported, namely cycloplatinated neutral complexes [PtCl{(R or S)-NH(2)CH(CH(3))C(10)H(6)}(L)] [L = SOMe(2) ( 1-R or 1-S ), L = PPh(3) (2-R or 2-S), L = P(4-FC(6)H(4))(3) (3-R), L = P(CH(2))(3)N(3)(CH(2))(3) (4-R)], cycloplatinated cationic complexes [Pt{(R)-NH(2)CH(CH(3))C(10)H(6)}{L}]Cl [L = Ph(2)PCH(2)CH(2)PPh(2) (5-R), L = (C(6)F(5))(2)PCH(2)CH(2)P(C(6)F(5))(2) (6-R)] and the Pt(ii) coordination compound trans-[PtCl(2){(R)-NH(2)CH(CH(3))C(10)H(6)}(2)] (7-R). The X-ray molecular structure of 7-R is reported. The cytotoxic activity against a panel of human adenocarcinoma cell lines (A-549 lung, MDA-MB-231 and MCF-7 breast, and HCT-116 colon), cell cycle arrest and apoptosis, DNA interaction, topoisomerase I and cathepsin B inhibition, and Pt cell uptake of the studied compounds are presented. Remarkable cytotoxicity was observed for most of the synthesized Pt(ii) compounds regardless of (i) the absolute configuration R or S, and (ii) the coordinated/cyclometallated (neutral or cationic) nature of the complexes. The most potent compound 2-R (IC(50) = 270 nM) showed a 148-fold increase in potency with regard to cisplatin in HCT-116 colon cancer cells. Preliminary biological results point out to different biomolecular targets for the investigated compounds. Neutral cyclometallated complexes 1-R and 2-R, modify the DNA migration as cisplatin, cationic platinacycle 5-R was able to inhibit topoisomerase I-promoted DNA supercoiling, and Pt(ii) coordination compound 7-R turned out to be the most potent inhibitor of cathepsin B. Induction of G-1 phase ( 2-R and 5-R ), and S and G-2 phases (6-R) arrests are related to the antiproliferative activity of some representative compounds upon A-549 cells. Induction of apoptosis is also observed for 2-R and 6-R.

show abstract

Section: Cathepsin B Inhibitionmentioning

confidence: 88%

Neutral and ionic platinum compounds containing a cyclometallated chiral primary amine: synthesis, antitumor activity, DNA interaction and topoisomerase I–cathepsin B inhibition

et al. 2015

Self Cite

View full text Add to dashboard Cite

show abstract

“…These analyses are compared with those previously reported by our group for palladium compounds e and for the platinum compound 4f. 19,20 The aim of these studies is to establish structure−activity relationships upon the structure of the proposed compounds and their anticancer activity and the identification of plausible primary target biomolecules for them.…”

Section: Introductionmentioning

confidence: 99%

Cyclopalladated Benzophenone Imines: Synthesis, Antitumor Activity, Cell Accumulation, DNA Interaction, and Cathepsin B Inhibition

et al. 2014

Self Cite

View full text Add to dashboard Cite

The synthesis of the endo five-membered cyclo-ortho-palladated benzophenone imines [Pd{C6H4(Ph)CNR}]2(μ-X)2 [1 (X = OAc), 2 (X = Cl), a (R = phenyl), b (R = 1-naphthyl), c (R = benzyl), d (R = α-methylbenzyl)], and trans-N,P-[Pd{C6H4(Ph)CNR}X(PPh3)] [3 (X = OAc), 4 (X = Cl), a (R = phenyl), b (R = 1-naphthyl), c (R = benzyl), d (R = α-methylbenzyl)] and the X-ray molecular structure of 1a, 1c, 1d, 4a, 4b, and 4c are reported. The antitumor activity, DNA interaction, and cathepsin B inhibition of palladium compounds a–d were studied and compared with those previously reported for palladium compounds e with R = H and compound 4f analogous to 4e but with a platinum(II) center. The IC50 values against a panel of human cancer cell lines allowed the establishment of a qualitative relationship between their structure and antitumor activity. Compounds 3e, 4e, and 4f were the most active ones in relation to their in vitro anticancer activity. Compounds 3e and 4e were about 4 times more active than cisplatin against the MDA-MB-231 and MCF-7 breast human cancer lines, and compound 4f was about 4 times more active than cisplatin against the cisplatin-resistant HCT-116 colon human cancer cell line. In addition, compound 3e was 3 times less cytotoxic than cisplatin toward the quiescent HUVEC cells. Accumulation of palladium compounds e and b in the MDA-MB-231 cell line was considerably greater than that of cisplatin in the same cell line, but palladium compounds b were noncytotoxic. Some of these complexes altered the DNA tertiary structure in a similar way to cisplatin but at higher concentration, and most cytotoxic ones did not present a high efficiency as cathepsin B inhibitors.

show abstract

“…Sharp peaks at about 1430 cm −1 were assigned to P─Ph stretches according to the literature. There are no significant differences between the ligands and Pt(II) and Ag(I) complexes in FT‐IR spectra …”

Section: Resultsmentioning

confidence: 96%

“…Chloro ligands located at the trans position of ─NCPPh 2 groups can easily leave the metal centres and trans ‐labilization is increased for DNA coordination to the metal centres. If comparing the trans effect of the phosphorus donor atom of ─NCPPh 2 groups with either nitrogen or oxygen, several phosphine‐based complexes inhibit tumour growth …”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization, photoluminescence and electrochemical properties of Pt(II) and Ag(I) complexes of tetradentate aminomethylphosphine ligands and antiproliferative activities on HT‐29 human colon cancer

Uruş

İncesu

Köşker

et al. 2016

Applied Organom Chemis

View full text Add to dashboard Cite

tetrakis((diphenylphosphino)methyl)benzene-1,4-diamine (L1), N 1 ,N 1 ,N 5 ,N 5 -tetrakis((diphenylphosphino) methyl)naphthalene-1,5-diamine (L2) and 4,4′-methylenebis(N,N-bis((diphenylphosphino)methyl)aniline) (L3) ligands and their Pt(II) and Ag(I) complexes have been synthesized under nitrogen atmosphere using the Schlenk technique. The ligands and the complexes were characterized using 1 H NMR, 31 P NMR and Fourier transform infrared spectroscopies, thermogravimetric/differential thermal analysis, elemental analysis (C, H, N), inductively coupled plasma optical emission spectrometry (metal content), cyclic voltammetry and photoluminescence. All the complexes were investigated as anticancer agents on HT-29 human colon cancer cell line. HT-29 cells were treated with various concentrations (10, 25, 50, 100, 250 μM) of Pt(II) and Ag(I) tetrakisditertiaryaminomethylphosphine complexes. Cisplatin was tested at the same concentrations in order to compare the antiproliferative activities of the synthesized Pt(II) and Ag(I) complexes. Pt(II) complexes of L1 and L3 and Ag(I) complexes of L1, L2 and L3 showed a similar inhibition effect of cancer cell proliferation when compared to cisplatin up to 50 μM; at 100 μM and higher concentrations, L1-Pt(II) and L3-Ag(I) complexes showed a much greater effect than cisplatin.

show abstract

Corrigendum to “Cyclopalladated and cycloplatinated benzophenone imines: Antitumor, antibacterial and antioxidant activities, DNA interaction and cathepsin B inhibition” [J. Inorg. Biochem. 140 (2014) 80–88]

Cited by 5 publications

References 0 publications

Neutral and ionic platinum compounds containing a cyclometallated chiral primary amine: synthesis, antitumor activity, DNA interaction and topoisomerase I–cathepsin B inhibition

Neutral and ionic platinum compounds containing a cyclometallated chiral primary amine: synthesis, antitumor activity, DNA interaction and topoisomerase I–cathepsin B inhibition

Cyclopalladated Benzophenone Imines: Synthesis, Antitumor Activity, Cell Accumulation, DNA Interaction, and Cathepsin B Inhibition

Synthesis, characterization, photoluminescence and electrochemical properties of Pt(II) and Ag(I) complexes of tetradentate aminomethylphosphine ligands and antiproliferative activities on HT‐29 human colon cancer

Contact Info

Product

Resources

About