Synthesis, crystal structure and antimicrobial activities of two isomeric gold(I) complexes with nitrogen-containing heterocycle and triphenylphosphine ligands, [Au(L)(PPh3)] (HL=pyrazole and imidazole)

Journal of Inorganic Biochemistry

Volumn 78, Issue 4, 2000, Pages 363-370

  Nomiya, Kenji ^a   Noguchi, Ryusuke ^a   Ohsawa, Katsunori ^a   Tsuda, Kazuhiro ^a   Oda, Munehiro ^b  

^a KANAGAWA UNIVERSITY   (Japan)

^b MEIJI DAIRIES CORPORATION   (Japan)

Author keywords

Antimicrobial activities; Gold(I) complexes; Heterocyclic ligands; Triphenylphosphine; X ray crystal structures

Indexed keywords

GOLD COMPLEX; HETEROCYCLIC COMPOUND; TRIPHENYLPHOSPHINE;

ANTIMICROBIAL ACTIVITY; ARTICLE; BACILLUS SUBTILIS; CANDIDA ALBICANS; CRYSTAL STRUCTURE; DRUG STRUCTURE; DRUG SYNTHESIS; NONHUMAN; STAPHYLOCOCCUS AUREUS; X RAY CRYSTALLOGRAPHY;

ANTI-BACTERIAL AGENTS; BACTERIA; CRYSTALLOGRAPHY, X-RAY; GOLD; IMIDAZOLES; LIGANDS; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, MOLECULAR; NITROGEN; ORGANOGOLD COMPOUNDS; ORGANOMETALLIC COMPOUNDS; PYRAZOLES; YEASTS;

POSIBACTERIA;

EID: 0034737830     PISSN: 01620134     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0162-0134(00)00065-9     Document Type: Article

References (60)

1. W. Kaim, B. Schwederski, Bioinorganic Chemistry: Inorganic Elements in the Chemistry of Life, Wiley, New York, 1994, p. 373.
2. Abrams M.J., Murrer B.A. Science. 261:1993;725.
3. Shaw III C.F. Chem. Rev. 99:1999;2589.
4. Elder R.C., Eidsness M.K. Chem. Rev. 87:1987;1027.
5. Brown D.H., Smith W.E. Chem. Soc. Rev. 3:1980;217.
6. Shaw III C.F. Inorg. Perspect. Biol. Med. 2:1978;287.
7. Sadler P.J. Struct. Bonding (Berlin). 29:1976;171.
8. C.F. Shaw III, in: N.P.Farrell (Ed.), Uses of Inorganic Chemistry in Medicine, Royal Society of Chemistry, Cambridge, UK, 1999, p. 26.
9. Veen H., Kwakkenbos A.A.M. Sci. Hortic. (Amsterdam). 18:1982, 1983;277.
10. Veen H. Sci. Hortic. (Amsterdam). 20:1983;211.
11. Thurman R.B., Gerba C.P. CRC Crit. Rev. Environ. Contr. 18:1989;295.
12. Davies K.M., Hobson G.E., Grierson D. Plant. Cell Environ. 11:1988;729.
13. Lopez-Garzon R., Romero-Molina M.A., Navarrete-Guijosa A., Lopez-Gonzalez J.M., Alvarez-Cienfuegos G., Herrador-Pino M.M. J. Inorg. Biochem. 38:1990;139.
14. Bau R. J. Am. Chem. Soc. 120:1998;9380.
15. H.E. Howard-Lock, D.J. LeBlanc, C.J.L. Lock, R.W. Smith, Z. Wang, J. Chem. Soc., Chem. Commun. (1996) 1391.
16. Rhodes M.D., Sadler P.J., Scawen M.D., Silver S. J. Inorg. Biochem. 46:1992;129.
17. S.M. Cottrill, H.L. Sharma, D.B. Dyson, R.V. Parish, C.A. McAuliffe, J. Chem. Soc., Perkin Trans. II (1989) 53.
18. Corey E.J., Mehrotra M., Khan A.U. Science. 236:1987;68.
19. Bryan D.L.B., Mikuriya Y., Hempel J.C., Mellinger D., Hashim M., Pasternack R.F. Inorg. Chem. 26:1987;4180.
20. Mirabelli C.K., Johnson R.K., Hill D.T., Faucette L.F., Girard G.R., Kuo G.Y., Sung C.M., Crooke S.T. J. Med. Chem. 29:1986;218.
21. Chan M.K., Minta J.O. Immunopharmacology. 10:1985;61.
22. M.T. Razi, P.J. Sadler, D.T. Hill, B.M. Sutton, J. Chem. Soc., Dalton Trans. (1983) 1331.
23. Elder R.C., Ludwig K., Cooper J.N., Eidsness M.K. J. Am. Chem. Soc. 107:1985;5024.
24. Parish R.V. Interdiscip. Sci. Rev. 17:1992;221.
25. Sue R.J., Sadler P.J. Met.-Based Drugs. 1:1994;107.
26. de Vos D., Clements P., Pyke S.M., Smyth D.R., Tiekink E.R.T. Met.-Based Drugs. 6:1999;31.
27. McKeage M.J., Papathanasiou P., Salem G., Sjaarda A., Swiegers G.F., Waring P., Wild S.B. Met.-Based Drugs. 5:1998;217.
28. K. Nomiya, K. Tsuda, N.C. Kasuga, J. Chem. Soc., Dalton Trans. (1998) 1653.
29. Nomiya K., Tsuda K., Tanabe Y., Nagano H. J. Inorg. Biochem. 69:1998;9.
30. Nomiya K., Tsuda K., Sudoh T., Oda M. J. Inorg. Biochem. 68:1997;39.
31. Nomiya K., Noguchi R., Oda M. Inorg. Chim. Acta. 298:2000;24.
32. Novelli F., Recine M., Sparatore F., Juliano C. Farmaco. 54:1999;232.
33. Fricker S.P. Gold Bull. 29:1996;53.
34. Elsome A.M., Hamilton-Miller J.M.T., Brumfitt W., Noble W.C. J. Antimicrob. Chemother. 37:1996;911.
35. Berners-Price S.J., Johnson R.K., Giovenella A.J., Faucette L.F., Mirabelli C.K., Sadler P.J. J. Inorg. Biochem. 33:1988;285.
36. K. Nomiya, R. Noguchi, K. Ohsawa, K. Tsuda, J. Chem. Soc., Dalton Trans. (1998) 4101.
37. Pyykko P. Chem. Rev. 97:1997;597.
38. Pyykko P., Runeberg N., Mendizabal F. Chem. Eur. J. 3:1997;1451.
39. Pyykko P., Mendizabal F. Chem. Eur. J. 3:1997;1458.
40. Schmidbaur H. Chem. Soc. Rev. 24:1995;391.
41. S.S. Pathaneni, G.R. Desiraju, J. Chem. Soc., Dalton Trans. (1993) 319.
42. Jansen M. Angew. Chem., Int. Ed. Engl. 26:1987;1098.
43. Dance I.G. Polyhedron. 5:1986;1037.
44. Faggiani R., Howard-Lock H.E., Lock C.J.L., Turner M.A. Can. J. Chem. 65:1987;1568.
45. Bonati F., Burini A., Pietroni B.R., Bovio B. J. Organomet. Chem. 296:1985;301.
46. Amagi T., Miyamoto T.K., Ichida H., Sasaki Y. Bull. Chem. Soc. Jpn. 62:1989;1078.
47. E. Colacio, A. Romerosa, J. Ruiz, P. Roman, J.M. Gutierrez-Zorrilla, M. Martinez-Ripoll, J. Chem. Soc., Dalton Trans. (1989) 2323.
48. C.-K. Chan, C.-X. Guo, K.-K. Cheung, D. Li, C.-M. Che, J. Chem. Soc., Dalton Trans. (1994) 3677.
49. Ardizzoia G.A., La Monica G., Maspero A., Moret M., Masciocchi N. Inorg. Chem. 36:1997;2321.
50. Muetterties E.L., Alegranti C.W. J. Am. Chem. Soc. 94:1972;6386.
51. K. Nomiya, R. Noguchi, T. Shigeta, Y. Kondoh, K. Tsuda, K. Ohsawa, N.C. Kasuga, M. Oda, Bull. Chem. Soc. Jpn. 73 (2000) 1143.
52. K. Nomiya, M. Oda, unpublished results.
53. K. Nomiya, K. Onoue, Y. Kondoh, N.C. Kasuga, H. Nagano, M. Oda, S. Sakuma, Polyhedron 14 (1995) 1359. The described n=15-19 should be corrected to n=24-34, as shown in the Errata, Polyhedron 15 (1996) 2303.
54. K. Nomiya, K. Onoue, Y. Kondoh, N.C. Kasuga, H. Nagano, M. Oda, S. Sakuma, Polyhedron 14 (1995) 1359. The described n=15-19 should be corrected to n=24-34, as shown in the Errata, Polyhedron 15 (1996) 2303.
55. K. Nomiya, Y. Kondoh, K. Onoue, N.C. Kasuga, H. Nagano, M. Oda, T. Sudoh, S. Sakuma, J. Inorg. Biochem. 58 (1995) 255. The described n=12-14 should be corrected to n=21-27.
56. K. Nomiya, S. Takahashi, R. Noguchi, M. Oda, K. Tanaka, 26th Annual Meeting of the Society for Antibacterial and Antifungal Agents, Japan, Abstract ESP-10, 1999.
57. Bruce M.I., Nicholson B.K., Shawkataly O.B. Inorg. Synth. 26:1989;324.
58. Baenziger N.C., Bennett W.E., Soboroff D.M. Acta Crystallogr., Sect. B. 32:1976;962.
59. Goodgame D.M.L., O'Mahoney C.A., Plank S.D., Williams D.J. Polyhedron. 12:1993;2705.
60. TEXSAN: Crystal Structure Analysis Package, Molecular Structure Corporation, Houston, TX, 1985 and 1992.