Synthesis and antibacterial activity of conjugates between norfloxacin and analogues of the siderophore vanchrobactin

Bioorganic and Medicinal Chemistry

Volumn 21, Issue 1, 2013, Pages 295-302

  Souto, Alba ^a   Montaos, Marcos A ^a   Balado, Miguel ^b   Osorio, Carlos R ^b   Rodríguez, Jaime ^a   Lemos, Manuel L ^b   Jiménez, Carlos ^a  

^a UNIVERSITY OF A CORUÑA   (Spain)

^b UNIVERSITY OF SANTIAGO DE COMPOSTELA   (Spain)

Author keywords

Antibacterial compounds; Norfloxacin; Siderophores; Trojan horse strategy; Vanchrobactin; Vibrio anguillarum

Indexed keywords

ANTIINFECTIVE AGENT; NORFLOXACIN; NORFLOXACIN VANCHROBACTIN CONJUGATE; SIDEROPHORE; UNCLASSIFIED DRUG; VANCHROBACTIN;

ANTIBACTERIAL ACTIVITY; ARTICLE; BACTERIAL STRAIN; BACTERIUM MUTANT; CONTROLLED STUDY; DRUG STRUCTURE; DRUG SYNTHESIS; IN VITRO STUDY; LISTONELLA ANGUILLARUM; MINIMUM INHIBITORY CONCENTRATION; NONHUMAN; SEROTYPE; WILD TYPE;

ANIMALS; ANTI-BACTERIAL AGENTS; FISH DISEASES; MUTATION; NORFLOXACIN; PEPTIDES; SIDEROPHORES; VIBRIO; VIBRIO INFECTIONS;

EQUIDAE; LISTONELLA ANGUILLARUM;

EID: 84870882500     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2012.10.028     Document Type: Article

References (30)

1. A.E. Toranzo, Y. Santos, and J.L. Barja Dev. Biol. Stand. 90 1997 93
2. M.L. Lemos, and C.R. Osorio Iron Uptake and Homeostasis in Microorganisms P. Cornelis, S.C. Andrews, 2010 Caister Academic Press Norfolk, UK 117 141 (Chapter 7)
3. T. Defoirdt, N. Boon, P. Sorgeloos, W. Verstraete, and P. Bossier Trends Biotechnol. 25 2007 472
4. Z.J. Shao Adv. Drug Delivery Rev. 50 2001 229
5. M. Sandy, and A. Butler Chem. Rev. 109 2009 4580
6. R.C. Hider, and X. Kong Nat. Prod. Rep. 27 2010 637
7. M. Ballouche, P. Cornelis, and C. Baysse Recent Patents Anti-Infect. Drug Disc. 4 2009 190
8. M. Miethke, and M.A. Marahiel Microbiol. Mol. Biol. Rev. 71 2007 413
9. L.E.N. Quadri Infect. Disord. -Drug Targets 7 2007 230
10. C.C.C.R. De Carvalho, M.P.C. Marques, and P. Fernandes Recent Patents Biotechnol. 5 2011 183
11. M.J. Miller, and F. Malouin Acc. Chem. Res. 26 1993 241
12. U. Möllmann, L. Heinisch, A. Bauernfeind, T. Köhler, and D. Ankel-Fuchs Biometals 22 2009 615
13. V. Braun, K. Gunthner, K. Hantke, and L. Zimmermann J. Bacteriol. 156 1983 308
14. L. Vertesy, W. Aretz, H.W. Fehlhaber, and H. Kogler Helv. Chim. Acta 78 1995 46
15. C. Ji, and M.J. Miller Bioorg. Med. Chem. 20 2012 3828
16. C. Ji, P.A. Miller, and M.J. Miller J. Am. Chem. Soc. 134 2012 9898
17. A. Timothy, T.A. Wencewicz, U. Möllmann, T.E. Long, and M.J. Miller Biometals 22 2009 633
18. R.G. Soengas, C. Anta, A. Espada, V. Paz, I.R. Ares, M. Balado, J. Rodríguez, M.L. Lemos, and C. Jiménez Tetrahedron Lett. 47 2006 7113
19. R.G. Soengas, C. Anta, A. Espada, R.M. Nieto, M. Larrosa, J. Rodríguez, and C. Jiménez Tetrahedron Lett. 48 2007 3021
20. M. Balado, C.R. Osorio, and M.L. Lemos Microbiology 152 2006 3517
21. M. Stork, M. Di Lorenzo, T.J. Welch, L.M. Crosa, and J.H. Crosa Plasmid 48 2002 222
22. R.G. Soengas, M. Larrosa, M. Balado, J. Rodriguez, M.L. Lemos, and C. Jiménez Org. Biomol. Chem. 6 2008 1278
23. M. Balado, C.R. Osorio, and M.L. Lemos Appl. Environ. Microbiol. 75 2009 2775
24. J. William, and M. Von Tigerstrom J. Gen. Microbiol. 134 1988 453
25. M.V. Sargent J. Chem. Soc., Perkin Trans. 1 11 1987 2553
26. R. Siddiqui, N. Sultana, K.M. Khan, N. Akbar, M. Ali, and S. Arayne J. Chin. Clinc. Med. 2 2007 188
27. B. Schwyn, and J.B. Neilands Anal. Biochem. 160 1987 47
28. C. Hennard, Q.C. Truong, J.-F. Desnottes, J.-M. Paris, N.J. Moreau, and M.A. Abdallah J. Med. Chem. 44 2001 2139
29. S. Noël, V. Gasser, B. Pesset, F. Hoegy, D. Rognan, I.J. Schalk, and G.L.A. Mislin Org. Biomol. Chem. 9 2011 8288
30. A. Brochu, N. Brochu, T.I. Nicas, T.R. Parr Jr., A.A. Minnickjr, E.K. Dolence, J.A. McKee, M.J. Miller, M.C. Lavoie, and F. Malouin Antimicrob. Agents Chemother. 36 1992 2166