Auranofin and related heterometallic gold(I)-thiolates as potent inhibitors of methicillin-resistant Staphylococcus aureus bacterial strains

Journal of Inorganic Biochemistry

Volumn 138, Issue , 2014, Pages 81-88

  Hokai, Yozane ^a   Jurkowicz, Boruch ^a   Fernández Gallardo, Jacob ^a   Zakirkhodjaev, Nuruddinkodja ^a   Sanaú, Mercedes ^b   Muth, Theodore R ^a   Contel, María ^a  

^a CITY UNIVERSITY OF NEW YORK   (United States)

^b UNIVERSITY OF VALENCIA   (Spain)

Author keywords

Antimicrobial; Auranofin; Heterometallic gold thiolates; MRSA

Indexed keywords

ANTIINFECTIVE AGENT; AURANOFIN; HETEROMETALLIC GOLD THIOLATE; UNCLASSIFIED DRUG; ORGANOGOLD COMPOUND;

ANTIMICROBIAL ACTIVITY; ARTICLE; BACTERIAL STRAIN; CONTROLLED STUDY; CRYSTAL STRUCTURE; CRYSTALLOGRAPHY; DRUG POTENCY; DRUG SYNTHESIS; HUMAN; HUMAN CELL; METHICILLIN RESISTANT STAPHYLOCOCCUS AUREUS; MINIMUM INHIBITORY CONCENTRATION; TOXICITY TESTING; DRUG EFFECTS; HEK293 CELL LINE; MICROBIAL SENSITIVITY TEST; STAPHYLOCOCCUS AUREUS; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

ANTI-BACTERIAL AGENTS; AURANOFIN; CRYSTALLOGRAPHY, X-RAY; HEK293 CELLS; HUMANS; METHICILLIN-RESISTANT STAPHYLOCOCCUS AUREUS; MICROBIAL SENSITIVITY TESTS; ORGANOGOLD COMPOUNDS; STAPHYLOCOCCUS AUREUS;

EID: 84902988936     PISSN: 01620134     EISSN: 18733344     Source Type: Journal    
DOI: 10.1016/j.jinorgbio.2014.05.008     Document Type: Article

References (38)

1. S.J. Berners-Price Gold-based therapeutic agents: a new perspective E. Alessio, Bioinorganic Medicinal Chemistry 2011 Wiley-VCH Weinheim 197 223 (Ch 7)
2. S. Nobili, E. Mini, I. Landini, C. Gabbiani, A. Casini, and L. Messori Med. Res. Rev. 30 2010 550 580
3. E. Schuh, C. Pluger, A. Citta, A. Folda, M.P. Rigobello, A. Bindoli, A. Casini, and F. Mohr J. Med. Chem. 55 2012 5518 5528
4. A. Meyer, C.P. Bagowski, M. Kokoschka, M. Stefanopoulou, H. Alborzinia, S. Can, D.H. Vleken, W.S. Sheldrick, S. Wölfl, and I. Ott Angew. Chem. Int. Ed. 51 2012 8895 8899
5. R. Bindoli, M.P. Rigobello, G. Scutari, C. Gabbiani, A. Casini, and L. Messori Coord. Chem. Rev. 253 2009 1692 1707
6. R. Eisler Inflamm. Res. 52 2003 487 501
7. J.M. Madeira, D.L. Gibson, W.F. Kean, and A. Klegeris Inflammopharmacology 20 2012 297 306
8. A.N. Kuntz, E. Davioud-Charvet, A.A. Sayed, L.L. Califf, J. Dessolin, E.S.J. Amer, and D.L. Williams PLoS Med. 4 2007 e206
9. A.V. Lobanov, S. Gromer, G. Salinas, and V.N. Gladyshev Nucleic Acids Res. 34 2006 4012 4024
10. M. Bonilla, A. Denicola, S.V. Novoselov, A.A. Turanov, A. Protasio, D. Izmendi, V.N. Gladyshev, and G. Salinas J. Biol. Chem. 283 2008 17898 17907
11. A.R. Sannella, A. Casini, C. Gabbiani, L. Messori, A.R. Bilia, F.F. Vincieri, G. Majori, and C. Severini FEBS Lett. 582 2008 844 847
12. A. Ilari, P. Baiocco, L. Messori, A. Fiorillo, A. Boffi, M. Gramiccia, T. Di Muccio, and G. Colotti Amino Acids 42 2012 803 811
13. N. Tejman-Yarden, Y. Miyamoto, D. Leitsch, J. Santini, A. Debnath, J. Gut, J.H. McKerrow, S.L. Reed, and L. Eckman Antimicrob. Agents Chemother. 57 2013 2029 2035
14. A. Debnath, D. Parsonage, R.M. Andrade, C. He, E.R. Cobo, K. Hirata, S. Chen, G. Garcia-Rivera, E. Orozco, M.B. Martinez, S.S. Gunatilleke, A.M. Barrios, M.R. Arkin, L.B. Poole, J.H. McKerrow, and S.L. Reed Nat. Med. 18 2012 956 962
15. J. Jackson-Rosario, D. Cowart, A. Myers, R. Tarrien, R.L. Levine, R.A. Scott, and W.T. Self J. Biol. Inorg. Chem. 14 2009 507 519
16. S. Jackson-Rosario, and W.T. Self J. Bacteriol. 2009 4035 4040
17. F. Novelli, M. Recine, F. Sparatore, and C. Juliano Il Farmaco 54 1999 232 236
18. Antibiotic resistant threats in the United States U.S. Department of Health and Human Services. Centers for Disease, Control and Prevention Web site: http://www.cdc.gov/drugresistance/threat-report-2013/pdf/ar-threats-2013-508. pdf 2013
19. B.T. Ellie, C. Levine, I. Ubarretxena-Belandia, A. Varela-Ramírez, R. Aguilera, R. Ovalle, and M. Contel Eur. J. Inorg. Chem. 2009 3421 3430
20. M. Frik, J. Jimenez, I. Gracia, L.R. Falvello, S. Abi-Habib, K. Suriel, T.R. Muth, and M. Contel Chem. Eur. J. 18 2012 3659 3674
21. N. Lease, V. Vasilevski, M. Carreira, A. de Almeida, M. Sanaú, P. Hirva, A. Casini, and M. Contel J. Med. Chem. 56 2013 5806 5818
22. Recent relevant example: D. Plazuk, A. Wieczorek, A. Blauz, and B. Rychlik Med. Chem. Commun. 3 2012 498 501
23. R. Uson, A. Laguna, and M. Laguna Inorg. Synth. 26 1989 85 91
24. M.C. Gimeno, A. Laguna, C. Sarroca, and P.G. Jones Inorg. Chem. 32 1993 5926 5932
25. G.P. Sollott, H.E. Mertwoy, S. Portnoy, and J.L. Snead J. Org. Chem. 28 1963 1090 1092
26. M. Viotte, B. Gautheron, I. Nifantev, and L.G. Kuzmina Inorg. Chim. Acta 253 1996 71 76
27. A.D. Becke Phys. Rev. A38 1988 3098 3100
28. A.D. Becke J. Chem. Phys. 98 1993 5648 5652
29. Gaussian 09, Revision A.1, M.J.T. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, G. Scalmani, V. Barone, B. Mennucci, G.A. Petersson, H. Nakatsuji, M. Caricato, X. Li, H.P. Hratchian, A.F. Izmaylov, J. Bloino, G. Zheng, J.L. Sonnenberg, M. Hada, M. Ehara, K. Toyota, R. Fukuda, R. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, T. Vreven, J.A. Montgomery, J.E. Peralta Jr., F. Ogliaro, M. Bearpark, J.J. Heyd, E. Brothers, K.N. Kudin, V.N. Staroverov, R. Kobayashi, J. Normand, K. Raghavachari, A. Rendell, J.C. Burant, S.S. Iyengar, J. Tomasi, M. Cossi, N. Rega, J.N. Millam, M. Klene, J.E. Knox, J.B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, R.L. Martin, K. Morokuma, V.G. Zakrzewski, G.A. Voth, P. Salvador, J.J. Dannenberg, S. Dapprich, A.D. Daniels, Ö Farkas, J.B. Foresman, J.V. Ortiz, J. Cioslowski, D.J. Fox. Gaussian, Inc., Wallingford CT, 2009.
30. M. Dolg, U. Wedig, H. Stoll, and H. Preuss J. Chem. Phys. 86 1987 866 872
31. D. Andrae, U. Haussermann, M. Dolg, H. Stoll, and H. Preuss Theor. Chim. Acta 77 1990 123 141
32. A.L. Hormann, C.F. Shaw III, D.W. Bennett, and W.M. Reiff Inorg. Chem. 25 1986 3953 3957
33. D.T. Hill, A.A. Isab, D.E. Griswold, M.J. DiMartino, E.D. Matz, A.L. Figueroa, J.E. Wawro, C. DeBrosee, W.M. Reiff, R.C. Elder, B. Jones, J.W. Webb, and C.F. Shaw III Inorg. Chem. 49 2010 7663 7675
34. A.A. Isab, C.F. Shaw III, and J. Locke Inorg. Chem. 27 1988 3406 3409
35. E. Vergara, E. Cerrada, C. Clavel, A. Casini, and M. Laguna Dalton Trans. 2011 10927 10935 (and refs therein)
36. K. Blocka Am. J. Med. 75 75 1983 114 122
37. N.L. Gottlieb Scand. J. Rheumatol. Suppl. 63 1986 19 28
38. H. Suzuki, I. Utsinomiya, K. Shudo, T. Fujimura, M. Tsuji, I. Kato, T. Aoki, A. Ino, and T. Iwaki ACS Med. Chem. Lett. 4 2013 1074 1078