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Rhodium(III) and iridium(III) pentamethylcyclopentadienyl complexes with tris(2-carboxyethyl)phosphine, properties and cytostatic activity

Published on Nov 1, 2016in Journal of Organometallic Chemistry2.066
· DOI :10.1016/j.jorganchem.2016.08.005
Hanna Pruchnik11
Estimated H-index: 11
(Wroclaw University of Environmental and Life Sciences),
Małgorzata Latocha11
Estimated H-index: 11
(Medical University of Silesia)
+ 1 AuthorsFlorian P. Pruchnik19
Estimated H-index: 19
(UWr: University of Wrocław)
Abstract
Abstract New pentamethylcyclopentadienyl complexes [M(C 5 Me 5 )Cl 2 (TCEP)] (M = Rh 1 , M = Ir 2 ) with P(C 2 H 4 COOH) 3 (TCEP) were investigated using IR, 1 H, 13 C, 31 P NMR and ESI-MS spectroscopies. Geometry optimization in the gas phase at the B3LYP/3-21G** level indicated that complex 1 has stable pseudooctahedral structure with large HOMO–LUMO gap. Calculated and experimental IR spectra of 1 agree very well. Cytostatic activity of compounds 1 and 2 was investigated against melanoma and breast tumor cells. Complexes 1 and 2 show very promising activity towards MDA-MB-231 triple negative breast cancer cells.
  • References (39)
  • Citations (1)
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References39
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#1Hanna Pruchnik (Wroclaw University of Environmental and Life Sciences)H-Index: 11
#2Tadeusz Lis (UWr: University of Wrocław)H-Index: 31
Last. Florian P. Pruchnik (UWr: University of Wrocław)H-Index: 19
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Abstract Water soluble and air stable P(RCOOH) 3 (R = C 2 H 4 ) (TCEP) is an efficient reducing agent used in biochemistry to break S–S bond in peptides, proteins and other compounds containing S–S bonds. The similarity between the coordination chemistry of Pd(II) and Pt(II) led to the investigations of antitumor activity of palladium(II) compounds however the Pd(II) complexes with TCEP were not investigated. New palladium(II) complexes with (TCEP): trans -[PdCl 2 (TCEP) 2 ] ( 1 ) and trans -[Pd...
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#1Hanna Pruchnik (Wroclaw University of Environmental and Life Sciences)H-Index: 11
#2Tadeusz Lis (UWr: University of Wrocław)H-Index: 31
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Abstract It has recently been found that P(C 2 H 4 COOH) 3 (TCEP), used in the reduction of S–S bonds, promoted reaction of cisplatin with Sp1 zinc finger protein and Cu(I) transporters. However Pt complexes with TCEP were not investigated. New platinum(II) complexes with (TCEP): trans -[PtCl 2 (TCEP) 2 ] ( 1 ) and cis -[PtCl 2 (TCEP) 2 ] · 1.25H 2 O ( 2 ) were fully characterized by IR, 1 H, 13 C, 31 P, 195 Pt NMR and ESI-MS spectroscopic techniques. Structures of trans -[PtCl 2 {P(C 2 H 4 COOD...
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Abstract Two pentamethylcyclopentadienyl (Cp*) rhodium(III) and iridium(III) metalla-prisms of the general formula [(Cp*M) 6 (tpt) 2 (dhnq) 3 ] 6+ (tpt = 2,4,6-tri-(pyridin-4-yl)-1,3,5-triazine, dhnq = 5,8-dihydroxy-1,4-naphthoquinonato; M = Rh, [ 1 ] 6+ ; M = Ir, [ 2 ] 6+ ) have been synthesized by mixing in methanol the neutral dinuclear complexes (Cp*M) 2 (dhnq)Cl 2 (M = Rh, Ir), AgCF 3 SO 3 and tpt. In a similar fashion, the addition of porphin during the formation of [ 1 ] 6+ and [ 2 ] 6+ l...
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Mononuclear cationic half-sandwich arene Ru(II) and Cp⁄Rh(III)/Cp⁄Ir(III) compounds with the general formula [(g6-arene)Ru(L)Cl]+ and [Cp⁄M(L)Cl]+ have been isolated by the reaction of bithiazole ligands {2,20 -dimethyl-4,40 -bithiazole (dm4bt), 2,20 -diamino-4,40 -bithiazole (da4bt), and 2,20 -diphenyl-4,40 - bithiazole (dp4bt)} with the precursor compounds [(g6-arene)Ru(l-Cl)Cl]2 (arene = C6H6, p-iPrC6H4Me or C6Me6) and [Cp⁄M(l-Cl)Cl]2 (M = Rh, Ir). These compounds were isolated as SbF6 salts ...
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A widely used reducing agent tris-(2-carboxyethyl) phosphine significantly promotes the reaction of cisplatin with Sp1 zinc finger protein. This discovery clarifies the reactivity of cisplatin towards Sp1 zinc finger protein and implies that the reactions of platinum drugs could be largely influenced by small molecules with a strong trans effect.
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