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Institut de chimie

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Academic Institute
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https://libra.unine.ch/handle/123456789/28

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  • Publication
    Métadonnées seulement
    (?-p-Cymene)bis-(trichlorido-stannyl)(triethoxy-phosphine-?P)ruthenium(II)
    (2009)
    Shapovalov, Sergey S.
    ;
    Therrien, Bruno 
    In the title complex, [RuSn(2)(C(10)H(14))Cl(6)(C(6)H(15)O(3)P)], the Ru-Sn bond lengths [2.5619 (3) and 2.5669 (3) Å] are about 0.3 Å shorter than the sum of the covalent Ru and Sn radii (1.46 + 1.39 = 2.85 Å), in line with other structurally characterized arene ruthenium trichlorido-stannyl derivatives. The Ru(II) atom is surrounded by a para-cymene, a triethylphosphite and two trichloridostannyl ligands in a typical piano-stool coordination.[on SciFinder (R)]
  • Publication
    Métadonnées seulement
    Carboxylation of methane with CO or CO2 in aqueous solution catalysed by vanadium complexes
    (1998)
    Nizova, Galina V
    ;
    Süss-Fink, Georg 
    ;
    Stanislas, Sandrine
    ;
    Shul'pin, Georgiy B
    Reaction of methane with CO or CO2 in aqueous solution in the presence of O-2 (catalysed by NaVO3) or H2O2 (catalysed by NaVO3-pyrazine-2-carboxylic acid) at 25-100 degrees C affords acetic acid and in some cases also methanol, methyl hydroperoxide and formaldehyde.
  • Publication
    Accès libre
    Anticancer activity of osmium metalla-rectangles
    (2010)
    Barry, Nicolas P.E.
    ;
    Edafe, Fabio
    ;
    Paul Dyson
    ;
    Therrien, Bruno 
    A series of cationic metalla-rectangles of the general formula [(p-cymene)4Os4(OO∩OO)2(N∩N)2]4+ have been obtained in methanol from the dinuclear arene osmium precursors [(p-cymene)2Os2 (OO∩OO)2Cl2] (OO∩OO = 2,5-dioxydo-1,4-benzoquinonato (dhbq), 2,5-dichloro-1,4-benzoquinonato (dcbq)) by reaction with bipyridine linkers (N∩N = 4,4′-bipyridine, 1,2-bis(4-pyridyl)ethylene) in the presence of AgCF3SO3. All complexes were isolated as triflate salts and characterised by NMR, IR and UV-visible spectroscopy. The cytotoxicities of the dinuclear and tetranuclear osmium complexes were established using ovarian A2780 cancer cell lines. The most active metalla-rectangle, [(p-cymene)4Os4(dhbq)2(4,4′-bipyridine)2]4+, shows an IC50 value of 5.7 μM (comparable to cisplatin) against A2780 cancer cells and 7.5 μM against the cisplatin resistant A2780cisR cells.
  • Publication
    Métadonnées seulement
    Double Targeting of Tumors with Pyrenyl-Modified Dendrimers Encapsulated in an Arene-Ruthenium Metallaprism
    (2011)
    Pitto-Barry, Anais
    ;
    Barry, Nicolas P. E.
    ;
    Zava, Olivier
    ;
    Deschenaux, Robert 
    ;
    Dyson, Paul J.
    ;
    Therrien, Bruno 
    The self-assembly of 2,4,6-tris(pyridin-4-yl)-1,3,5-triazine (tpt) triangular panels with p-cymene-ruthenium building blocks and 5,8-dioxido-1,4-naphthoquinonato (donq) bridges, in the presence of pyrenyl-contg. dendrimers of different generations (P0, P1 and P2), affords the triangular prismatic host-guest compds. [Pn?Ru6(p-cymene)6(tpt)2(donq)3]6+ ([Pn?1]6+). The host-guest nature of these systems, with the pyrenyl moiety being encapsulated in the hydrophobic cavity of the cage and the dendritic functional group pointing outwards, was confirmed by NMR spectroscopy (1H, 2D and DOSY). The host-guest properties of these systems were studied in soln. by NMR and UV/Vis spectroscopic methods, allowing the detn. of their affinity consts. (Ka). Moreover, the ability of these water-sol. host-guest systems to carry the pyrenyl-contg. dendrimers into cancer cells was evaluated on human ovarian cancer cells. The host-guest systems are all more cytotoxic than the empty cage [1][CF3SO3]6 (IC50?4 ?M), with the most active compd., [P0?1][CF3SO3]6, being an order of magnitude more cytotoxic. [on SciFinder(R)]
  • Publication
    Métadonnées seulement
    Sawhorse-type diruthenium tetracarbonyl complexes containing porphyrin-derived ligands as highly selective photosensitizers for female reproductive cancer cells
    (2009)
    Schmitt, Frederic
    ;
    Auzias, Mathieu
    ;
    Stepnicka, Petr
    ;
    Sei, Yoshihisa
    ;
    Yamaguchi, Kentaro
    ;
    Süss-Fink, Georg 
    ;
    Therrien, Bruno 
    ;
    Juillerat-Jeanneret, Lucienne
    Diruthenium tetracarbonyl complexes of the type [Ru2(CO)4(?2-?2-O2CR)2L2] contg. a Ru-Ru backbone with four equatorial carbonyl ligands, two carboxylato bridges, and two axial two-electron ligands in a sawhorse-like geometry have been synthesized with porphyrin-derived substituents in the axial ligands [1: R is CH3, L is 5-(4-pyridyl)-10,15,20-triphenyl-21,23H-porphyrin], in the bridging carboxylato ligands [2: RCO2H is 5-(4-carboxyphenyl)-10,15,20-triphenyl-21,23H-porphyrin, L is PPh3; 3: RCO2H is 5-(4-carboxyphenyl)-10,15,20-triphenyl-21,23H-porphyrin, L is 1,3,5-triaza-7-phosphatricyclo[3.3.1.1]decane], or in both positions [4: RCO2H is 5-(4-carboxyphenyl)-10,15,20-triphenyl-21,23H-porphyrin, L is 5-(4-pyridyl)-10,15,20-triphenyl-21,23H-porphyrin]. Compds. 1-3 were assessed on different types of human cancer cells and normal cells. Their uptake by cells was quantified by fluorescence and checked by fluorescence microscopy. These compds. were taken up by human HeLa cervix and A2780 and Ovcar ovarian carcinoma cells but not by normal cells and other cancer cell lines (A549 pulmonary, Me300 melanoma, PC3 and LnCap prostate, KB head and neck, MDAMB231 and MCF7 breast, or HT29 colon cancer cells). The compds. demonstrated no cytotoxicity in the absence of laser irradn. but exhibited good phototoxicities in HeLa and A2780 cells when exposed to laser light at 652 nm, displaying an LD50 between 1.5 and 6.5 J/cm2 in these two cell lines and more than 15 J/cm2 for the others. Thus, these types of porphyric compd. present specificity for cancer cell lines of the female reproductive system and not for normal cells; thus being promising new organometallic photosensitizers. [on SciFinder(R)]
  • Publication
    Métadonnées seulement
    Catalytic functionalization of methane
    (: John Wiley & Sons Ltd, 1999)
    Süss-Fink, Georg 
    ;
    Stanislas, Sandrine
    ;
    Shul'pin, Georgiy B
    ;
    Nizova, Galina V
    A mixture of sodium vanadate and pyrazine-2-carboxylic acid (pcaH) efficiently catalyses the reaction of methane with molecular oxygen (from air) and hydrogen peroxide to give methyl hydroperoxide and, as consecutive products, methanol and formaldehyde, The reaction takes place under mild conditions (25-75 degrees C) either in aqueous or in acetonitrile solution. The complexes formed from the catalyst precursor and the co-catalyst (under the reaction conditions) have been isolated and characterized as the derivatives [VO2(pca)(2)](-) (1) and [VO(O-2) (pca)(2)](-) (3). The implications of these species in the catalytic process are discussed. Copyright (C) 2000 John Wiley & Sons, Ltd.
  • Publication
    Métadonnées seulement
    Probing the Active Site of Pseudomonas aeruginosa Porphobilinogen Synthase Using Newly Developed Inhibitors
    (2006)
    Frere, Frederic
    ;
    Nentwich, Merle
    ;
    Gacond, Sabine
    ;
    Heinz, Dirk W.
    ;
    Neier, Reinhard 
    ;
    Frankenberg-Dinkel, Nicole
    Porphobilinogen synthase catalyzes the first committed step of the tetrapyrrole biosynthesis pathway. In an aldol-like condensation, two mols. of 5-aminolevulinic acid (ALA) form the first pyrrole, porphobilinogen. Newly synthesized analogs of a reaction intermediate of porphobilinogen synthase have been employed in studying the active site and the catalytic mechanism of this early enzyme of tetrapyrrole biosynthesis. This study combines structural and kinetic evaluation of the inhibition potency of these inhibitors. In addn., one of the detd. protein structures provides for the first time structural evidence of a magnesium ion in the active site. From these results, we can corroborate an earlier postulated enzymic mechanism that starts with formation of a C-C bond, linking C3 of the A-side ALA to C4 of the P-side ALA through an aldole addn. The obtained data are discussed with respect to the current literature. [on SciFinder(R)]
  • Publication
    Métadonnées seulement
    Metallocene-Modified Uracils: Synthesis, Structure, and Biological Activity
    (2013)
    Kowalski, Konrad
    ;
    Skiba, Joanna
    ;
    Oehninger, Luciano
    ;
    Ott, Ingo
    ;
    Solecka, Jolanta
    ;
    Rajnisz, Aleksandra
    ;
    Therrien, Bruno 
    A new family of metallocene-uracil conjugates, including [3-(N1-uracilyl)-1-(ferrocenyl)]propene (2c), [3-(N1-thyminyl)-1-(ferrocenyl)]propene (3c), [3-(N1-(5-fluorouracilyl))-1-(ferrocenyl)]propene (4c), and [3-(N1-uracilyl)-1-(ruthenocenyl)]propene (5c), was obtained in three steps from (3-chloropropionyl)ferrocene and (3-chloropropionyl)ruthenocene, resp. The alkene complexes 2c-5c and their precursors: ketones 2a-5a and alcs. 2b-5b were characterized by NMR and IR spectroscopy, mass spectrometry, and elemental anal. The mol. structures of the intermediates 2b and 4a were detd. by single-crystal x-ray structure anal. In the solid state, two mols. of 2b or 4a form a dimeric structure, which is held together by strong H bonds. Compds. 2c-5c were also studied by cyclic voltammetry (CV). The ferrocenyl-uracil derivs. 2c-4c revealed reversible uncomplicated oxidns., whereas the cyclic voltammogram of the ruthenocenyl deriv. 5c showed an irreversible oxidn. Compds. 2c-5c were tested for their antiproliferative activity against human MCF-7 breast adenocarcinoma and HT-29 colon carcinoma cells. Compds. 3c-5c were moderately active against MCF-7 cancerous cells. Atomic absorption spectroscopy measurements on compd. 5c revealed that the ruthenocenyl deriv. is taken up by HT-29 cells in a time-dependent manner. However, the Ru cellular level remains relatively low. Compds. 2a-5a were also tested against Gram-pos. methicillin-sensitive Staphylococcus aureus (MSSA), methicillin-resistant Staphylococcus aureus (MRSA), vancomycin-resistant Staphylococcus aureus (VRSA) and Staphylococcus epidermidis bacterial strains. Compd. 4a showed significant antibacterial activity against all bacterial strains, while compds. 2a and 3b were only moderately active. No antibacterial activity was found for the ruthenocenyl deriv. 5a. [on SciFinder(R)]