Coordination abilities of piperyd-1-yl-methane-1,1-diphosphonic acids towards zinc(II), magnesium(II) and calcium(II): Potentiometric and NMR studies

Journal of Inorganic Biochemistry

Volumn 100, Issue 7, 2006, Pages 1155-1166

  Matczak Jon, Ewa ^a   Kurzak, Barbara ^b   Kafarski, Paweł ^a   Woźna, Agnieszka ^b  

^a WROCLAW UNIVERSITY OF TECHNOLOGY   (Poland)

^b SIEDLCE UNIVERSITY OF NATURAL SCIENCES AND HUMANITIES   (Poland)

Author keywords

Bisphosphonates; Calcium(II) complexes; Magnesium(II) complexes; NMR; Potentiometry; Stability constants; Zinc(II) complexes

Indexed keywords

CALCIUM; MAGNESIUM; PHOSPHONIC ACID DERIVATIVE; PIPERIDINE; ZINC;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; CONFORMATIONAL TRANSITION; DIMERIZATION; HYDROGEN BOND; MOLECULAR INTERACTION; MOLECULAR RECOGNITION; MOLECULAR STABILITY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PH MEASUREMENT; POTENTIOMETRIC TITRATION; PROTON TRANSPORT; STRUCTURE ANALYSIS;

CALCIUM; LIGANDS; MAGNESIUM; MAGNETIC RESONANCE SPECTROSCOPY; PHOSPHONIC ACIDS; PIPERIDINES; POTENTIOMETRY; ZINC;

EID: 33746829477     PISSN: 01620134     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jinorgbio.2006.01.005     Document Type: Article

References (46)

1. Fleisch H. Drugs 42 (1991) 919-944
2. Lin J.H. Bone (1996) 75-85
3. Russel R.G.G. Phosph. Sulf. Silicon 144-146 (1999) 793-820
4. Rogers M.J., Frith J.C., Luckman S.P., Cox F.P., Benford H.L., Mönkkönen J., Auriola S., Chilton K.M., and Russell R.G.G. Bone 24 (1999) 73s-79s
5. Rodan G.A., and Martin T.J. Science 289 (2000) 1508-1514
6. Widler L., Jaeggi K.A., Glatt M., Müller K., Bachmann R., Bisping M., Born A.-R., Cortesi R., Guiglia G., Jeker H., Klein R., Ramseier U., Schmid J., Schreiber G., Seltenmeyer Y., and Green J.R. J. Med. Chem. 45 (2002) 3721-3738
7. Kafarski P., Lejczak B., and Forlani G. Heteroatom Chem. 11 (2002) 449-453
8. Martin M.B., Sanders J.M., Kendrick H., de Luca-Fradley K., Lewis J.C., Grimley J.S., Van Brussel E.M., Olsen J.R., Meints G.A., Burzyńska A., Kafarski P., Croft S.L., and Oldfield E. J. Med. Chem. 45 (2002) 2904-2919
9. Martin M.B., Grimley J.S., Lewis J.C., Heath III H.T., Bailey B.N., Kendrick H., Yardley V., Caldera A., Lira R., Urbina J.A., Moreno S.N.J., Docampo R., Croft S.L., and Oldfield E. J. Med. Chem. 44 (2001) 909-916
10. Szabo Ch.M., Martin M.B., and Oldfield E. J. Med. Chem. 45 (2002) 2894-2903
11. Ghosh S., Chan J.W., Lea Ch.R., Meints G.A., Lewis J.C., Tovian Z.S., Flessner R.M., Loftus T.C., Bruchhaus I., Kendrick H., Croft S.L., Kemp R.G., Kobayashi S., Nozaki T., and Oldfield E. J. Med. Chem. 47 (2004) 175-187
12. Keller R.K., and Fliesler S.J. Biochem. Biophys. Res. Comm. 266 (1999) 560-563
13. Martin M.B., Arnold W., Heath III H.T., Urbina J.A., and Oldfield E. Biochem. Biophys. Res. Comm. 263 (1999) 754-758
14. van Beek E., Pieterman E., Cohen L., Löwik C., and Papapoulos S. Biochem. Biophys. Res. Comm. 255 (1999) 491-494
15. van Beek E., Pieterman E., Cohen L., Löwik C., and Papapoulos S. Biochem. Biophys. Res. Comm. 264 (1999) 108-111
16. Bergstrom J.D., Bostedor R.G., Masarachia P.J., Reszka A.A., and Rodan G. Arch. Biochem. Biophys. 373 (2000) 231-241
17. Dunford J.E., Thomson K., Coxon F.P., Luckman S.P., Hahn F.M., Poulter C.D., Ebetino F.H., and Rogers M.J. J. Pharmacol. Exp. Ther. 296 (2001) 235-242
18. Thompson K., Dunford J.E., Ebetino F., and Rogers M.J. Biochem. Biophys. Res. Comm. 290 (2002) 869-873
19. Sanders J.M., Gómez A.O., Mao J., Meints G.A., Van Brussel E.M., Burzyńska A., Kafarski P., González-Pacanowska D., and Oldfield E. J. Med. Chem. 46 (2003) 5171-5183
20. Montalvetti A., Bailey B.N., Martin M.B., Severin G.W., Oldfield E., and Docampo R. J. Biol. Chem. 276 (2001) 33930-33937
21. Yardley V., Khan A.A., Martin M.B., Slifer T.R., Araujo F.G., Moreno S.N.J., Docampo R., Croft S.L., and Oldfield E. Antimicrob. Agents Chemother. 46 (2002) 929-931
22. Montalvetti A., Fernandez A., Sanders J.M., Ghosh S., Van Brussel E., Oldfield E., and Docampo R. J. Biol. Chem. 278 (2003) 17075-17083
23. Garzoni L., Caldera A., De Nazareth M., Meirelles L., De Castro S.L., Docampo R., Meints G.A., Oldfield E., and Urbina J.A. Int. J. Antimicrobial. Ag. 23 (2004) 273-285
24. Cromartie T.H., Fischer K.J., and Grossman J.N. Pestic. Biochem. Physiol. 63 (1999) 114-126
25. Kotsikoru E., and Oldfield E. J. Med. Chem. 46 (2003) 2932-2944
26. Hirabayashi H., Sawamoto T., Fujisaki J., Tokunaga Y., Kimura S., and Hata T. Pharmaceut. Res. 18 (2001) 646-651
27. Urbina J.A., Moreno B., Vierkotter S., Oldfield E., Payares G., Sanoja C., Bailey B.N., Yan W., Scott D.A., Moreno S.N., and Docampo R. J. Biol. Chem. 274 (1999) 33609-33615
28. Scott D.A., and Docampo R. J. Biol. Chem. 275 (2000) 24215-24221
29. Cheng F., and Oldfield E. J. Med. Chem. 47 (2004) 5149-5158
30. Hosfield D.J., Zhang Y., Dougan D.R., Broun A., Tari L.W., Swanson R.V., and Finn J. J. Biol. Chem. 279 (2004) 8526-8529
31. Matczak-Jon E., and Videnova-Adrabińska V. Coord. Chem. Rev. 249 (2005) 2458-2488
32. Matczak-Jon E., Sawka-Dobrowolska W., Kafarski P., and Videnova-Adrabińska V. New J. Chem. 25 (2001) 1447-1457
33. Matczak-Jon E., Kurzak B., Kamecka A., and Kafarski P. Polyhedron 21 (2002) 321-332
34. Matczak-Jon E. Pol. J. Chem. 79 (2005) 445-466
35. Sanders J.M., Ghosh S., Chan J.M.W., Meints G., Wang H., Rake M., Song Y., Colantino A., Burzyńska A., Kafarski P., Morita C.T., and Oldfield E. J. Med. Chem. 47 (2004) 375-384
36. Matczak-Jon E., Videnova-Adrabińska V., Burzyńska A., Kafarski P., and Lis T. Chem. Eur. J. 11 (2005) 2357-2372
37. J. Sołoducho, R. Gancarz, P. Wieczorek, J. Korf, J. Hafner, B. Lejczak, P. Kafarski, Patent PL 172268 B1, 1997.
38. Rossotti F.J.C., and Rossotti H. J. Chem. Educ. 42 (1965) 375-378
39. Gans P., Sabatini A., and Vacca A. J. Chem. Soc. Dalton Trans. (1985) 1195-1200
40. Gans P., Sabatini A., and Vacca A. Talanta 43 (1996) 1739-1753
41. Matczak-Jon E., Kurzak B., Kamecka A., Sawka-Dobrowolska W., and Kafarski P. J. Chem. Soc. Dalton Trans. (1999) 3627-3637
42. Sharma C.V.K., Hessheimer A.J., and Clearfield A. Polyhedron 20 (2001) 2095-2104 and references therein
43. Di Marco V., Kilyen M., Jakusch T., Forgo P., Dombi G., and Kiss T. Eur. J. Inorg. Chem. (2004) 2524-2532
44. Boushina S., Buglyó P., Abi Aad E., Aboukais A., and Kiss T. Inorg. Chim. Acta 357 (2004) 305-310
45. Nardelli M., Pelizzi G., Staibano G., and Zucchi E. Inorg. Chim. Acta 80 (1983) 259-271
46. Dudev T., and Lim C. Chem. Rev. 103 (2003) 773-788