Unsymmetrical 3- and 5-substituted bis(pyrazolyl)borate system

Dias, H. V. Rasika; Lobbia, Giancarlo Gioia; Papini, Grazia; Pellei, Maura; Santini, Carlo

doi:10.1016/j.inoche.2008.09.020

Cited by 3 publications

(2 citation statements)

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“…In previous studies, we found that stable tetrahedral, heteroleptic copper(I) complexes were obtained by combining the property of scorpionates (either mono-, bi-, or tridentate poly(azolyl)borate and bi- or tridentate poly(pyrazolyl)methane) with the reducing ability of tertiary phosphines. − Mixed-ligand complexes (BpCuP 2 -type including N,N -bidentate chelate (Bp) and two monodentate phosphines (P), and TpCuP-type including N,N ,O- or N,N ,N -tridentate scorpionate (Tp) and one monodentate phosphine (P)) have shown promising in vitro antitumor activity. Among them, the neutral TpCuP-type species was revealed to be the most effective compounds .…”

Section: Introductionmentioning

confidence: 99%

In Vitroandin VivoAnticancer Activity of Copper(I) Complexes with Homoscorpionate Tridentate Tris(pyrazolyl)borate and Auxiliary Monodentate Phosphine Ligands

Tisato²,

et al. 2014

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Tetrahedral copper(I) TpCuP complexes 1-15, where Tp is a N,N,N-tris(azolyl)borate and P is a tertiary phosphine, have been synthesized and characterized by means of NMR, ESI-MS, and XAS-EXAFS, and X-ray diffraction analyses on the representative complexes 1 and 10, respectively. All copper(I) complexes were evaluated for their antiproliferative activity against a panel of human cancer cell lines (including cisplatin and multidrug-resistant sublines). The two most effective complexes [HB(pz)3]Cu(PCN), 1, and [HB(pz)3]Cu(PTA), 2, showed selectivity toward tumor vs normal cells, inhibition of 26S proteasome activity associated with endoplasmic reticulum (ER) stress, and unfolded protein response (UPR) activation. No biochemical hallmarks of apoptosis were detected, and morphology studies revealed an extensive cytoplasmic vacuolization coherently with a paraptosis-like cell death mechanism. Finally, the antitumor efficacy of complex 1 was validated in the murine Lewis Lung Carcinoma (LLC) model.

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Section: Introductionmentioning

confidence: 99%

In Vitroandin VivoAnticancer Activity of Copper(I) Complexes with Homoscorpionate Tridentate Tris(pyrazolyl)borate and Auxiliary Monodentate Phosphine Ligands

Tisato²,

et al. 2014

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“…Our research activities in the field of Scorpionates are recently focused on the development and applications of electron withdrawing (EWG) ligands such as polyfluorinated or nitro-substituted poly(pyrazolyl)borates [29][30][31][32][33][34][35] and other azolyl analogs like poly(triazolyl)borates [36][37][38][39]. Their pronounced electron-withdrawing nature reduces the electron density of metal centers, favoring low oxidation states and thus enhancing the metal electron-accepting ability [40].…”

Section: Introductionmentioning

confidence: 99%

The hydridotris(3-nitro-1,2,4-triazol-1-yl)borate, a new nitro-substituted electron withdrawing polydentate “scorpionate”-type ligand and related copper and silver phosphane complexes

et al. 2017

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The new tripodal “scorpionate”-type ligand, the sodium hydridotris(3-nitro-1,2,4-triazol-1-yl)borate Na[HB(tzNO2)3] (1), containing electron withdrawing nitro functional groups on the azolyl moiety, has been synthesized in high yield starting from 3-nitro-1,2,4-triazole and sodium borohydride. New copper(I) and silver(I) complexes, [HB(tzNO2)3]M(PR3)2 (M = Cu or Ag; PR3= P(C6H5)3, or P(p-C6H4CH3)3) have been synthesized from the reaction of CuCl or AgNO3 with Na[HB(tzNO2)3] and triphenylphosphane or tri(p-tolyl)phosphane, respectively. These compounds have been characterized by elemental analyses, FT-IR, ESI-MS and multinuclear NMR spectroscopy. X-ray crystal structure of Na[HB(tzNO2)3] (1) shows that it has polymeric network structure resulting from sodium atoms of tripodal Na[HB(tzNO2)3] forming inter-molecular Na-N bonds to three nitrogen atoms of three neighboring triazolyl moieties of Na[HB(tzNO2)3]. Each sodium center has distorted octahedral geometry with three short Na-N (inter-molecular) and three long Na-N bonds (to chelating N-atoms of [HB(tzNO2)3]- ligand). This nitro-substituted scorpionate ligand could be of interest due to its high coordinative flexibility from endo- to exo-polydentate coordination mode

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Thallium(I) complexes of fluorinated bis- and tris(pyrazolyl)borate ligands: [H₂B{3,5-(CF₃)₂pz}₂]Tl and [HB{3,5-(CF₃)₂pz}₃]Tl

Dias

Thankamani

2013

Acta Crystallogr C

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X-ray crystal structural data at 100 (2) K for the thallium(I) complex of a fluorinated bis(pyrazolyl)borate, {bis[3,5-bis(trifluoromethyl)-1H-pyrazol-1-yl-κN(2)]borato}thallium(I), [Tl(C10H4BF12N4)], abbreviated as [H2B{3,5-(CF3)2pz}2]Tl, and the related tris(pyrazolyl)borate, {tris[3,5-bis(trifluoromethyl)-1H-pyrazol-1-yl-κN(2)]borato}thallium(I), [Tl(C15H4BF18N6)], abbreviated as [HB{3,5-(CF3)2pz}3]Tl, are reported. [H2B{3,5-(CF3)2pz}2]Tl features a two-coordinate Tl(I) atom with a bent geometry and a boat-shaped bis(pyrazolyl)borate ligand. It also has several additional inter- and intramolecular Tl···H and Tl···F contacts in the solid state. The tris(pyrazolyl)borate analogue [HB{3,5-(CF3)2pz}3]Tl has a trigonal-pyramidal thallium centre and features inter- and intramolecular Tl···F contacts.

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Unsymmetrical 3- and 5-substituted bis(pyrazolyl)borate system

Cited by 3 publications

References 19 publications

In Vitroandin VivoAnticancer Activity of Copper(I) Complexes with Homoscorpionate Tridentate Tris(pyrazolyl)borate and Auxiliary Monodentate Phosphine Ligands

In Vitroandin VivoAnticancer Activity of Copper(I) Complexes with Homoscorpionate Tridentate Tris(pyrazolyl)borate and Auxiliary Monodentate Phosphine Ligands

The hydridotris(3-nitro-1,2,4-triazol-1-yl)borate, a new nitro-substituted electron withdrawing polydentate “scorpionate”-type ligand and related copper and silver phosphane complexes

Thallium(I) complexes of fluorinated bis- and tris(pyrazolyl)borate ligands: [H₂B{3,5-(CF₃)₂pz}₂]Tl and [HB{3,5-(CF₃)₂pz}₃]Tl

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Unsymmetrical 3- and 5-substituted bis(pyrazolyl)borate system

Cited by 3 publications

References 19 publications

In Vitroandin VivoAnticancer Activity of Copper(I) Complexes with Homoscorpionate Tridentate Tris(pyrazolyl)borate and Auxiliary Monodentate Phosphine Ligands

In Vitroandin VivoAnticancer Activity of Copper(I) Complexes with Homoscorpionate Tridentate Tris(pyrazolyl)borate and Auxiliary Monodentate Phosphine Ligands

The hydridotris(3-nitro-1,2,4-triazol-1-yl)borate, a new nitro-substituted electron withdrawing polydentate “scorpionate”-type ligand and related copper and silver phosphane complexes

Thallium(I) complexes of fluorinated bis- and tris(pyrazolyl)borate ligands: [H2B{3,5-(CF3)2pz}2]Tl and [HB{3,5-(CF3)2pz}3]Tl

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Thallium(I) complexes of fluorinated bis- and tris(pyrazolyl)borate ligands: [H₂B{3,5-(CF₃)₂pz}₂]Tl and [HB{3,5-(CF₃)₂pz}₃]Tl