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Badania potencjometryczne, ESI-MS i NMR nad kompleksowaniem magnezu(II) i wapnia(II) wybranymi kwasami bisfosfonowymi w roztworze wodnym

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Warianty tytułu
EN
Potentiometric, ESI-MS and NMR combined studies on the magnesium(II) and calcium(II) complexation by selected bisphosphonic acids in aqueous solution
Języki publikacji
PL EN
Abstrakty
PL
Przeprowadzono badania nad równowagami w roztworze układów Mg(II)/Ca(II)-L (L= kwas (cykloheksylo)aminometano-1,1-difosfonowy (1), kwas azepan-1-ylo-metano-1,1-difosfonowy (2), kwas azekan-1-ylo-metano-1,1-difosfonowy (3)) metodami pH-potencjometrii, NMR i ESI-MS. Uzyskane wyniki wskazują, że we wszystkich badanych układach preferowane jest tworzenie kompleksów jednordzeniowych o stechiometrii 1:1. Rozpatrywane związki wiążą koordynacyjnie Mg(II) i Ca(II) poprzez atomy tlenu grup fosfonianowych w szerokim zakresie wartości pH.
EN
Solution equilibrium studies on the Mg(II)/Ca(II)-L systems (L= (cyclohexyl)aminomethane-1,1-diphosphonic acid (1), azepan-1-yl-methane-1,1-diphosphonic acid (2), azecan-1-yl-methane-1,1-diphosphonic acid (3) have been performed by pH-potentiometry, NMR and ESI-MS methods. The obtained results suggest preference for the formation of mononuclear complexes of 1:1 stoichiometry in all studied systems. Compounds under consideration coordinate Mg(II) and Ca(II) through oxygen atoms of the phosphonate groups over a broad pH range.
Czasopismo
Rocznik
Strony
321--328
Opis fizyczny
Bibliogr. 25 poz., rys., tab.
Twórcy
autor
  • Wydział Chemiczny, Politechnika Wrocławska, Wrocław
  • Wydział Chemiczny, Politechnika Wrocławska, Wrocław
autor
  • Wydział Chemii, Uniwersytet Opolski, Opole
Bibliografia
  • 1. Blomen L.J.M.J., in: O.L.M. Bijvoet, H.A. Fleish, R.E. Canfield, R.G.G. Russel (Eds.), Bisphosphonates on Bones, Elsevier, Amsterdam, 1995, s. 111.
  • 2. Russell R.G.G., Bisphosphonates: The first 40 years. Bone 2011, 49, 2–19.
  • 3. Ebetino F. H, Hogan A.-M. L., Sun S., Tsoumpra M. K., Duan X., Triffitt J. T, Kwaasi A. A., Dunford J. E., Barnett B. L., Oppermann U., Lundy M. W., Boyde A., Kashemirov B. A., McKenna Ch. E., R. Russell G. G., The relationship between the chemistry and biological activity of the bisphosphonates, Bone 2011, 49, 20–33
  • 4. Russell R.G.G., Croucher P.I., Rogers M.J., Bisphosphonates: Pharmacology, mechanism of action, and clinical uses. Osteoporosis Int 2 (Supp l2) (1999) S66-S80.
  • 5. Rogers M.J., Frith J.C., Luckman S.P., Cox F.P., Benford H.L., Mönkkönen J., Auriola S., Chilton K.M, Russell R.G.G., Molecular mechanisms of action of bisphosphonates. Bone 1999, 24, 73S-79S.
  • 6. Russell R.G.G., Rogers M.J., Bisphosphonates: From the laboratory to the clinic and back again. Bone 1999, 25, 97–106.
  • 7. Van Beek E., Pieterman E., Cohen L., Löwik C., Papapoulos S., Nitrogencontaining bisphosphonates inhibit isopentenyl pyrophosphate isomerase farnesyl pyrophosphate synthase activity with relative potencies corresponding to their antiresorptive potencies in vitro and in vivo. Biochem. Biophys. Res. Commun. 1999, 255, 491–494.
  • 8. Van Beek E., Pieterman E., Cohen L., Löwik C., Papapoulos S., Farnesyl pyrophosphate synthase is the molecular target of nitrogen-containing bisphosphonates. Biochem. Biophys. Res. Commun. 1999, 264, 108–111.
  • 9. Keller K.R., Fliesler S.J., Mechanism of aminobisphosphonate action: Characterization of alendronate inhibition of the isoprenoid pathway. Biochem. Biophys. Res. Commun. 1999, 266, 560–563.
  • 10. Dunford J.E., Thomson K., Coxon F.P., Luckman S.P., Hahn F.M., Poulter C.D., Ebetino F.H., Rogers M.J., Structure-activity relationships for inhibition of farnesyl diphosphate synthase in vitro nd inhibition of bone resorption in vivo by nitrogencontaining bisphosphonates. J. Pharmacol. Exp. Ther. 2001, 296, 235–242.
  • 11. Bergstrom J.D., Bostedor R.G., Masarachia P.J., Reszka A.A., Rodan G., Alendronate is a specific, nanomolar inhibitor of farnesyl diphosphate synthase. Arch. Biochem. Biophys. 2000, 373, 231–241.
  • 12. Thompson K., Dunford J.E., Ebetino F., Rogers M.J., Identification of a bisphosphonate that inhibits isopentenyl diphosphate isomerase and farnesyl diphosphate synthase. Biochem. Biophys. Res. Commun. 2002, 290, 869–873.
  • 13. Van Beek E.R., Löwik C.W.G.M., Papapoulous S.E.:, Bisphosphonates suppress bone resorption by a direct effect on early osteoclast precursors without affecting the osteoclastogenic capacity of osteogenic cells: The role of protein geranylgeranylation in the action of nitrogen-containing bisphosphonates on osteoclast precursors. Bone 2002, 30, 64–70.
  • 14. Martin M.B., Arnold W., Heath III H.T., Urbina J.A., Oldfield E., Nitrogencontaining bisphosphonates as carbocation transition state analogs for isoprenoid biosynthesis. Biochem. Biophys. Res. Commun. 1999, 263, 754–758.
  • 15. Sołoducho, J., Gancarz, R., Wieczorek, P., Korf, J., Hafner, J., Lejczak, B., Kafarski, P. Patent PL 172268 B1, 1997.
  • 16. Gran, G., Determination of the equivalent point in potentiometric titrations. Acta Chem. Scand. 1950, 4, 559–577.
  • 17. Gans, P., Sabatini, A., Vacca, A., SUPERQUAD: An improved general program for computation of formation constants from potentiometric data. J. Chem. Soc., Dalton Trans. 1985, 1195–1200.
  • 18. Baes, C. F.; Mesmer, R. E., The Hydrolysis of Cations. Wiley-Interscience, New York 1976.
  • 19. Matczak-Jon E., Videnova-Adrabińska V., Burzyńska A., Kafarski P., Lis T., Solid- state molecular organization and solution behavior of methane-1,1-diphosphonic acid derivatives of heterocyclic amines: The role of the topochemical ring modification and the intramolecular hydrogen bonds in monosubstituted piperid1-ylmethane-1,1-diphosphonic acids. Chem. Eur. J. 2005, 11, 2357–2372.
  • 20. Matczak-Jon E., Kowalik-Jankowska T., Ślepokura K., Kafarski P., Rajewska A., Specificity of the zinc(II), magnesium(II) and calcium(II) complexation by (pyridin-2-yl)aminomethane-1,1-diphosphonic acids and related 1,3-(thiazol-2-yl) and 1,3- (benzothiazol-2-yl) derivatives. Dalton Trans. 2010, 39, 1207–1221.
  • 21. Di Marco V., Bombi G.G., Electrospray mass spectrometry (ESI-MS) in the study of metal-ligand solution equilibria. Mass Spectrom. Rev. 2006, 25, 347–349.
  • 22. Colton R., D’Agostino A., Traeger J. C., Electrospray mass spectrometry applied inorganic and organometallic chemistry. Mass Spectrom. Rev. 1995, 14, 79–106.
  • 23. Matczak-Jon E., Kurzak B., Sawka-Dobrowolska W., NMR, potentiometric and ESI-MS combined studies on the zinc(II) magnesium(II) and calcium(II) complexation by (morpholin-1-yl)methane-1,1-diphosphonic acid and its thioanalog. Polyhedron, 2012, 31, 176–187.
  • 24. Di Marco V., Kilyen M., Jakusch T., Forgó P., Dombi G., Kiss T., Complexation properties of ethylenediaminetetramethylenephosphonic acid (EDTMP) with Al-III and (VO)-O-IV. Eur. J. Inorg. Chem. 2004, 2524–2532.
  • 25. Matczak-Jon E., Kurzak B., Kafarski P., Woźna A., Coordination abilities of piperyd-1-yl-methane-1,1-diphosphonic acids towards zinc(II), magnesium(II) and calcium(II): Potentiometric and NMR studies. J. Inorg. Biochem. 2006, 100, 1155–1166.
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-4d87e9fa-5bd3-492c-b9b8-ae19cbc06c3e
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