Spectrochim Acta A Mol Biomol Spectrosc
January 2024
A group of cytotoxic half-sandwich iridium(III) (Ir(η-Cp*)ClPPhCHOH (IrPOH)), (Ir(η-Cp*)ClP(p-OCHPh)CHOH (IrMPOH)), and ruthenium(II) (Ru(η-p-cymene)ClPPhCHOH (RuPOH), Ru(η-p-cymene)ClP(p-OCHPh)CHOH (RuMPOH)) complexes with phosphine ligands exhibit the ability to (i) slow hydrolysis which is reversed by adding a high NaCl concentration; (ii) oxidation of NADH to NAD; (iii) induction of cytotoxicity towards various cancer cell lines. Furthermore, we found that RuPOH and RuMPOH selectively inhibit the proliferation of skin cancer cells (WM266-4) while Ir(III) complexes were found to be moderate against prostate cancer cells (DU-145). Herein, to elucidate the cytotoxic effects, we investigated the interaction of these complexes with DNA and serum proteins by gel electrophoresis, fluorescence spectroscopy, and molecular docking studies.
View Article and Find Full Text PDFThe phosphine ligand (Ph PCH N(CH )(CH ) Ph, PNMPEA) obtained by the reaction of the (hydroxymethyl)diphenylphosphine with naturally occurring alkaloid N-methylphenethylamine, was used to synthesize the half-sandwich iridium(III) (Ir(η -Cp*)Cl Ph PCH N(CH )(CH ) Ph, IrPNMPEA) and ruthenium(II) (Ru(η -p-cymene)Cl Ph PCH N(CH )(CH ) Ph, RuPNMPEA) complexes. They were characterized using a vast array of methods, including 1D and 2D NMR, ESI(+)MS spectrometry, elemental analysis, cyclic voltammetry (CV), electron spectroscopy in the UV-Vis range (absorption, fluorescence) and density functional theory (DFT). The initial antimicrobial activity in vitro toward Gram-positive and Gram-negative bacterial strains was examined, indicating that both complexes are selective towards Gram-positive bacteria, e.
View Article and Find Full Text PDFNovel heteronuclear Ir-Cu coordination compounds ([Ir(η-Cp*)ClPcfx-Cu(phen)](NO)·1.75(CHOH)·0.75(HO) (), [Ir(η-Cp*)ClPnfx-Cu(phen)](NO)·1.
View Article and Find Full Text PDFCopper(ii) complexes with 2-ethylpyridine (1 and 2), 2-(hydroxyethyl)pyridine (3) and 2-(hydroxymethyl)pyridine (4) have been synthesized and characterized. All inorganic compounds have been studied by X-ray diffraction, thermogravimetry, vibrational and EPR spectroscopy as well as theoretical methods. The geometry of the complexes 1, 3 and 4 adopts nearly perfect geometry close to square planar (1, 4) or square pyramid (3) stereochemistry, respectively.
View Article and Find Full Text PDFHerein, we present the synthesis of new complexes based on ruthenium(II) (Ru(η--cymene)ClPPhCHOH (RuPOH) and Ru(η--cymene)ClP(-OCHPh)CHOH (RuMPOH)) and iridium(III) (Ir(η-Cp*)ClP(-OCHPh)CHOH (IrMPOH) and Ir(η-Cp*)ClPPhCHOH (IrPOH)) containing phosphine ligands with/without methoxy motifs on phenyl rings (P(-OCHPh)CHOH (MPOH) and PPhCHOH (POH)). The complexes were characterized by mass spectrometry, NMR spectroscopy (1D: H, C{H}, and P{H} and 2D: HMQC, HMBC, and COSY NMR) and elemental analysis. All the complexes were structurally identified by single-crystal X-ray diffraction analysis.
View Article and Find Full Text PDFTwo novel phosphine ligands, PhPCHN(CHCH) () and PhPCHN(CHCHCHCH) (), and six new metal (Cu(I), Ir(III) and Ru(II)) complexes with those ligands: iridium(III) complexes: Ir(η5-Cp*)Cl() (), Ir(η5-Cp*)Cl() () (Cp*: Pentamethylcyclopentadienyl); ruthenium(II) complexes: Ru(η6-p-cymene)Cl() (), Ru(η6-p-cymene)Cl() () and copper(I) complexes: [Cu(CHCN)()BF] (), [Cu(CHCN)()BF] () were synthesized and characterized using elemental analysis, NMR spectroscopy, and ESI-MS spectrometry. Copper(I) complexes turned out to be highly unstable in the presence of atmospheric oxygen in contrast to ruthenium(II) and iridium(III) complexes. The studied Ru(II) and Ir(III) complexes exhibited promising cytotoxicity towards cancer cells in vitro with IC values significantly lower than that of the reference drug-cisplatin.
View Article and Find Full Text PDFl-argininato copper(II) complexes have been intensively investigated in a variety of diseases due to their therapeutic potential. Here we report the results of comprehensive structural studies (ESI-MS, NIR-VIS-UV, EPR) on the complexes arising in aqueous solutions of two ternary copper(II) complexes with molecular formulas from crystal structures, [Cu(l-Arg)(NCS)](NCS)·HO (1) and [Cu(l-Arg)(NCS)] (2) (l-Arg = l-arginine). Reference systems, the ternary Cu(II)/l-Arg/NCS as well as binary Cu(II)/NCS and Cu(II)/l-Arg, were studied in parallel in aqueous solutions by pH-potentiometric titration, EPR and VIS spectroscopy to characterize stability, structures and speciation of the formed species over the broad pH range.
View Article and Find Full Text PDFA group of cytotoxic half-sandwich iridium(III) complexes with aminomethyl(diphenyl)phosphine derived from fluoroquinolone antibiotics exhibit the ability to (i) accumulate in the nucleus, (ii) induce apoptosis, (iii) activate caspase-3/7 activity, (iv) induce the changes in cell cycle leading to G2/M phase arrest, and (v) radicals generation. Herein, to elucidate the cytotoxic effects, we investigated the interaction of these complexes with DNA and serum proteins by gel electrophoresis, fluorescence spectroscopy, circular dichroism, and molecular docking studies. DNA binding experiments established that the complexes interact with DNA by moderate intercalation and predominance of minor groove binding without the capability to cause a double-strand cleavage.
View Article and Find Full Text PDFJ Inorg Biochem
September 2020
Biological activity against reference and multi-drug resistant (MDR) clinical strains of fluoroquinolones (FQs): ciprofloxacin (HCp), norfloxacin (HNr), lomefloxacin (HLm) and sparfloxacin (HSf), phosphine ligands derived from those antibiotics and 14 phosphino copper(I) and copper(II) complexes with 2,9-dimethyl-1,10-phenanthroline, 1,10-phenanthroline or 2,2'-biquinoline have been determined. Almost all phosphines showed excellent antibacterial activity relative to reference strains (S. aureus ATCC 6538, E.
View Article and Find Full Text PDFPhosphonium salt (p-OCH-Ph)P(CHOH)Cl (MPOHC), derived phosphine ligands without and with SarGly (Sarcosine-Glycine) peptide carrier P(p-OCH-Ph)CHOH (MPOH) and P(p-OCH-Ph)CHSarGly (MPSG), respectively, and two copper(I) complexes [Cu(I)(dmp)(MPOH)] (1-MPOH; dmp = (2,9-dimethyl-1,10-phenanthroline)) and [Cu(I)(dmp)(MPSG)] (1-MPSG) were synthesized. The resulting compounds were characterized by elemental analysis, 1D and 2D NMR and UV-Vis absorption spectroscopies, mass spectrometry, cyclic voltammetry and by X-ray diffraction analysis. Cytotoxicity of all compounds was evaluated in vitro against colon, lung, breast, pancreatic, prostate tumor cell lines, as well as towards non-tumor cell lines: lung, kidney and keratinocyte.
View Article and Find Full Text PDFThe main disadvantage of conventional anticancer chemotherapy is the inability to deliver the correct amount of drug directly to cancer. Those molecular delivering systems are very important to destroy cancer cells selectively. Herein we report synthesis of phosphine-peptide conjugate (PhPCH-Sar-Gly-OH, PSG) derived from SarGly (sarcosine-glycine), which can be easily exchanged to other peptide carriers, its oxide (OPhPCH-Sar-Gly-OH, OPSG) and the first copper(I) complex ([CuI(dmp)(P(Ph)CH-Sar-Gly-OH)], 1-PSG, where dmp stands for 2,9-dimethyl-1,10-phenanthroline).
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