Bismuth(III) saccharinate and thiosaccharinate complexes and the effect of ligand substitution on their activity against helicobacter pylori

Organometallics

Volumn 30, Issue 22, 2011, Pages 6283-6291

  Andrews, Philip C ^a   Ferrero, Richard L ^b   Forsyth, Craig M ^a   Junk, Peter C ^a   MacLellan, Jonathan G ^c   Peiris, Roshani M ^a  

^a MONASH UNIVERSITY   (Australia)

^b HUDSON INSTITUTE OF MEDICAL RESEARCH   (Australia)

^c Emerald Secondary College   (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

BISMUTH ATOM; HELICOBACTER PYLORI; LIGAND REDISTRIBUTION; LIGAND SUBSTITUTION; NITROGEN ATOM; POLYMERIC CHAIN STRUCTURES; SACCHARINATE; SULFUR ATOMS; THIOLATES; THIOPHILIC;

ATOMS; BISMUTH; LIGANDS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SUGAR SUBSTITUTES; SUGARS; SULFUR; X RAY CRYSTALLOGRAPHY;

BISMUTH COMPOUNDS;

EID: 81755169805     PISSN: 02767333     EISSN: 15206041     Source Type: Journal    
DOI: 10.1021/om2008869     Document Type: Article

References (56)

1. The Biological Chemistry of Arsenic Antimony and Bismuth; Sun, H., Ed.; John Wiley and Sons: London, U.K., 2011.
2. Ge, R.; Sun, H. Acc. Chem. Res. 2007, 40, 267
3. Briand, G. G.; Burford, N. Chem. Rev. 1999, 99, 2601
4. Treiber, G.; Malfertheiner, P.; Klotz, U. Expert Opin. Pharmacother. 2007, 8, 329
5. Marchi, S.; Costa, F.; Bellini, M.; Belcari, C.; Mumolo, M. G.; Tornar, R.; Spisni, R.; Torel, E.; Maltinti, G. Eur. J. Gastroenterol. Hepatol. 2001, 13, 547
6. Houghton, J.; Fox, J. G.; Wong, T. C. J. Gastroenterol. Hepatol. 2002, 17, 495
7. Lambert, J. R.; Midolo, P. Aliment. Pharmacol. Ther. 1997, 11, 27
8. Sadler, P. J.; Li, H.; Sun, H. Coord. Chem. Rev. 1999, 185-186, 689
9. Mégraud, F. Gut 2004, 53, 1374
10. Katelaris, P. H.; Adamthwaite, D.; Midolo, P.; Yeomans, N. D.; Davidson, G.; Lambert, J. Aliment. Pharmacol. Ther. 2000, 14, 751
11. Li, H.; Siang Lai, C.; Wu, J.; Ho, P. C.; de Vos, D.; Tiekink, E. R. T. J. Inorg. Biochem. 2007, 101, 809
12. Kopf-Maier, P.; Klapotke, T. Inorg. Chim. Acta 1988, 152, 49
13. Agocs, L.; Briand, G. G.; Burford, N.; Eelman, M. D.; Aumeerally, N.; MacKay, D.; Robertson, K. N.; Cameron, T. S. Can. J. Chem. 2003, 81, 632
14. Agocs, L.; Briand, G. G.; Burford, N.; Cameron, T. S.; Kwiatkowski, W.; Robertson, K. N. Inorg. Chem. 1997, 36, 2855
15. Briand, G. G.; Burford, N.; Cameron, T. S.; Kwiatkowski, W. J. Am. Chem. Soc. 1998, 120, 11374
16. Klapotke, T. Polyhedron 1987, 6, 1593
17. Andrews, P. C.; Deacon, G. B.; Junk, P. C.; Spiccia, N. F. Green Chem. 2007, 9, 1319
18. Andrews, P. C.; Deacon, G. B.; Junk, P. C.; Kumar, I.; Silberstein, M. Dalton Trans. 2006, 4852
19. Andrews, P. C.; Deacon, G. B.; Ferrero, R.; Junk, P. C.; Karrar, A.; Kumar, I.; MacLellan, J. G. Dalton Trans. 2009, 6377
20. Andrews, P. C.; Deacon, G. B.; Junk, P. C.; Kumar, I.; MacLellan, J. G. Organometallics 2009, 28, 3999
21. Andrews, P. C.; Ferrero, R. L.; Junk, P. C.; Kumar, I.; Luu, Q.; Nguyen, K.; Taylor, J. W. Dalton Trans. 2010, 39, 2861
22. Andrews, P. C.; Busse, M.; Deacon, G. B.; Ferrero, R. L.; Junk, P. C.; Huynh, K. K.; Kumar, I.; MacLellan, J. G. Dalton Trans. 2010, 39, 9633
23. Andrews, P. C.; Junk, P. C.; Nuzhnaya, I.; Spiccia, L. Dalton Trans. 2008, 2557
24. Ager, D. J.; Pantaleone, D. P.; Henderson, S. A.; Katritzky, A. R.; Prakash, I.; Walters, D. E. Angew. Chem., Int. Ed. 1998, 37, 1802
25. Cohen, S. M. Toxicology 1995, 102, 149
26. Turner, S. D.; Tinwell, H.; Piegorsch, W.; Schmerzer, P.; Ashby, J. Mutagenesis 2001, 16, 329
27. Weihrauch, M. R.; Diehl, V. Ann. Oncol. 2004, 15, 1460
28. Ainscough, E. W.; Baker, E. N.; Brodie, A. M. Inorg. Chim. Acta 1990, 172, 185
29. Andersen, O. Mini-Rev. Med. Chem. 2004, 4, 11
30. Bhatt, P. M.; Ravindra, N. V.; Banerjee, B.; Desiraju, G. R. Chem. Commun. 2005, 1073
31. Baran, E. J.; Yilmaz, V. T. Coord. Chem. Rev. 2006, 250, 1980
32. Supuran, C. T.; Loloiu, G.; Manole, G. Rev. Roum. Chim. 1993, 38, 115
33. Supuran, C. T. Rev. Roum. Chim. 1993, 38, 229
34. Yamada, Y.; Saito, J.; Sakawa, S.; Sakawa, N. (Nibon Tokushu Noyaku Seizo) JP 81 150 004 (A01N43/80)20 Nov, (1981.
35. Grupce, O; Jovanovski, G; Soptrajanov, B. J. Mol. Struct. 1993) 293, 113
36. Weng Ng, S.; Kumar Das, V. G.; Zhou, Z.-Y.; Mak, T. C. W. J. Organomet. Chem. 1992, 424, 133
37. Clegg, W.; Compton, N. A.; Errington, J. R.; Norman, N. C.; Wishart, N. Polyhedron 1989, 8, 1579
38. Sharutin, V. V.; Egorova, I. V.; Ivanenko, T. K. Russ. J. Coord. Chem. 2004, 30, 309
39. Jovanovski, G.; Hergold-Brundic, A.; Kamenar, B. Acta Crystallogr. 1988, C44, 63
40. Suzuki, H.; Murafuji, T.; Azuma, N. J. Chem. Soc., Perkin Trans. 1 1993, 1169
41. Belicchi Ferrari, M.; Calzolari Capacchi, L.; Cavalca, L.; Fava Gasparri, G. Acta Crystallogr. 1972, B28, 1169
42. Pérez, D. R.; Tarulli, S. H.; Quinzani, O. V.; Dristas, J.; Faccio, R.; Suescun, L.; Mombrú, A. Z. Anorg. Allg. Chem. 2007, 633, 1066
43. Agocs, L.; Briand, G. G.; Burford, N.; Cameron, T. S.; Kwiatkowski, W.; Robertson, K. N. Inorg. Chem. 1997, 36, 2855
44. Asato, E.; Kamamuta, K.; Akamine, Y.; Fukami, T.; Nukada, R.; Mikuriya, M.; Deguchi, S.; Yokota, Y. Bull. Chem. Soc. Jpn. 1997, 70, 639
45. Briand, G. G.; Burford, N.; Cameron, T. S.; Kwiatkowski, W. J. Am. Chem. Soc. 1998, 120, 11374
46. Andrews, P. C.; Deacon, G. B.; Jackson, W. R.; Maguire, M.; Scott, N.; Skelton, B. W.; White, A. H. Dalton Trans. 2002, 4634-4638
47. Grupce, O.; Penavic, M.; Jovanovski, G. J. Chem. Crystallogr. 1994, 24, 581
48. Vehkamäki, M.; Hatanpää, T.; Ritala, M.; Leskelä, M. J. Mat. Chem. 2004, 14, 3191
49. Mahony, D. E.; Lim-Morrison, S.; Bryden, L.; Faulkner, G.; Hoffman, P. S.; Agocs, L.; Briand, G. G.; Burford, N.; Maguire, H. Antimicrob. Agents Chemother. 1999, 43, 582
50. Massiani, M. C.; Papiernik, R.; Hubert-Pfalzgraf, L. G.; Daran, J.-C. Polyhedron 1991, 10, 437
51. Meadow, J. R.; Cavagnol, J. C. J. Org. Chem. 1951, 16, 1582
52. Walsh, T. D.; Koontz, C. S. J. Chem. Educ. 1997, 74, 585
53. Viala, J.; Boneca, I. G.; Cardona, A.; Girardin, S. E.; Labigne, A.; Bertin, J.; Philpott, D. J.; Ferrero, R. L. Nat. Immunol. 2004, 5, 1166
54. McPhillips, T. M.; McPhillips, S. E.; Chiu, H. J.; Cohen, A. E.; Decon, A. M.; Ellis, P. J.; Garman, E.; Gonzalez, A.; Sauter, N. K.; Phizackerley, R. P.; Soltis, S. M.; Kuhn, P. J. Synchrotron Radiat. 2002, 9, 401
55. Kabsch, W. Acta Crystallogr. 2010, D66, 125
56. CrysAlisPro, Version 1.171.34.36; Oxford Diffraction Ltd., 2010