Activity of finafloxacin, a novel fluoroquinolone with increased activity at acid pH, towards extracellular and intracellular Staphylococcus aureus, Listeria monocytogenes and Legionella pneumophila

International Journal of Antimicrobial Agents

Volumn 38, Issue 1, 2011, Pages 52-59

  Lemaire, Sandrine ^a   Van Bambeke, Franoise ^a   Tulkens, Paul M ^a  

^a UNIVERSITÉ CATHOLIQUE DE LOUVAIN   (Belgium)

Author keywords

Acid pH; Fluoroquinolones; Intracellular; Listeria monocytogenes; Staphylococcus aureus; THP 1 macrophages

Indexed keywords

BACTERIAL PROTEIN; CIPROFLOXACIN; FINAFLOXACIN;

ANTIBACTERIAL ACTIVITY; ANTIBIOTIC RESISTANCE; ARTICLE; CELL ACTIVITY; CELL PH; CONTROLLED STUDY; DRUG EFFICACY; DRUG STRUCTURE; HUMAN; HUMAN CELL; INTRACELLULAR BACTERIUM; LEGIONELLA PNEUMOPHILA; LISTERIA MONOCYTOGENES; MACROPHAGE; METHICILLIN RESISTANT STAPHYLOCOCCUS AUREUS INFECTION; MINIMUM INHIBITORY CONCENTRATION; NONHUMAN; PRIORITY JOURNAL; PROTEIN EXPRESSION; WILD TYPE;

ANTI-BACTERIAL AGENTS; CELL LINE; CIPROFLOXACIN; DRUG RESISTANCE, BACTERIAL; FLUOROQUINOLONES; HUMANS; HYDROGEN-ION CONCENTRATION; LEGIONELLA PNEUMOPHILA; LISTERIA MONOCYTOGENES; MACROPHAGES; MICROBIAL SENSITIVITY TESTS; STAPHYLOCOCCUS AUREUS;

EID: 79958060601     PISSN: 09248579     EISSN: 18727913     Source Type: Journal    
DOI: 10.1016/j.ijantimicag.2011.03.002     Document Type: Article

References (49)

1. D. Young, T. Hussell, and G. Dougan Chronic bacterial infections: living with unwanted guests Nat Immunol 3 2002 1026 1032 (Pubitemid 35363653)
2. A.L. Radtke, and M.X. O'Riordan Intracellular innate resistance to bacterial pathogens Cell Microbiol 8 2006 1720 1729 (Pubitemid 44530665)
3. F. Van Bambeke, M. Barcia-Macay, S. Lemaire, and P.M. Tulkens Cellular pharmacodynamics and pharmacokinetics of antibiotics: current views and perspectives Curr Opin Drug Discov Devel 9 2006 218 230
4. T.J. Foster Colonization and infection of the human host by staphylococci: adhesion, survival and immune evasion Vet Dermatol 20 2009 456 470
5. S.E. Wohlert, T. Jaetsch, B. Gallenkamp, H.J. Knops, N. Lui, and M. Preiss New fluoroquinolone finafloxacin HCL: route of synthesis, physicochemical characteristics and activity under neutral and acid conditions 48th Interscience Conference on Antimicrobial Agents and Chemotherapy (ICAAC)/46th annual meeting of the Infectious Diseases Society of America 25-28 October 2008, Washington, DC 2008 ASM Press Washington, DC Poster F1-2036
6. J.L. Vazquez, M. Berlanga, S. Merino, O. Domenech, M. Vinas, and M.T. Montero Determination by fluorimetric titration of the ionization constants of ciprofloxacin in solution and in the presence of liposomes Photochem Photobiol 73 2001 14 19
7. P.G. Higgins, W. Stubbings, H. Wisplinghoff, and H. Seifert Activity of the investigational fluoroquinolone finafloxacin against ciprofloxacin-sensitive and -resistant Acinetobacter baumannii isolates Antimicrob Agents Chemother 54 2010 1613 1615
8. N.C. Emrich, A. Heisig, W. Stubbings, H. Labischinski, and P. Heisig Antibacterial activity of finafloxacin under different pH conditions against isogenic strains of Escherichia coli expressing combinations of defined mechanisms of fluoroquinolone resistance J Antimicrob Chemother 65 2010 2530 2533
9. Kresken M, Körber-Irrgang B, Labischinski H, Stubbings W. Effect of pH on the in vitro activity of finafloxacin against Gram-negative and Gram-positive bacteria. Berlin, Germany: MerLion Pharmaceuticals GmbH. http://www.merlionpharma.com/sites/default/files/file/PPS/F1-2037-Kresken.pdf [accessed 7 December 2010].
10. J.L. Yu, L. Grinius, and D.C. Hooper NorA functions as a multidrug efflux protein in both cytoplasmic membrane vesicles and reconstituted proteoliposomes J Bacteriol 184 2002 1370 1377 (Pubitemid 34157559)
11. F.J. Schmitz, A.C. Fluit, M. Luckefahr, B. Engler, B. Hofmann, and J. Verhoef The effect of reserpine, an inhibitor of multidrug efflux pumps, on the in-vitro activities of ciprofloxacin, sparfloxacin and moxifloxacin against clinical isolates of Staphylococcus aureus J Antimicrob Chemother 42 1998 807 810 (Pubitemid 29008084)
12. L.J. Piddock, and Y.F. Jin Antimicrobial activity and accumulation of moxifloxacin in quinolone-susceptible bacteria J Antimicrob Chemother 43 Suppl. B 1999 39 42 (Pubitemid 29231792)
13. D.A. Portnoy, V. Auerbuch, and I.J. Glomski The cell biology of Listeria monocytogenes infection: the intersection of bacterial pathogenesis and cell-mediated immunity J Cell Biol 158 2002 409 414 (Pubitemid 34851698)
14. R.R. Isberg, T.J. O'Connor, and M. Heidtman The Legionella pneumophila replication vacuole: making a cosy niche inside host cells Nat Rev Microbiol 7 2009 13 24
15. B.B. Ba, C. Arpin, C. Vidaillac, A. Chausse, M.C. Saux, and C. Quentin Activity of gatifloxacin in an in vitro pharmacokinetic-pharmacodynamic model against Staphylococcus aureus strains either susceptible to ciprofloxacin or exhibiting various levels and mechanisms of ciprofloxacin resistance Antimicrob Agents Chemother 50 2006 1931 1936 (Pubitemid 43807508)
16. S. Godreuil, M. Galimand, G. Gerbaud, C. Jacquet, and P. Courvalin Efflux pump Lde is associated with fluoroquinolone resistance in Listeria monocytogenes Antimicrob Agents Chemother 47 2003 704 708 (Pubitemid 36158104)
17. S. Carryn, S. Van de Velde, F. Van Bambeke, M.P. Mingeot-Leclercq, and P.M. Tulkens Impairment of growth of Listeria monocytogenes in THP-1 macrophages by granulocyte macrophage colony-stimulating factor: release of tumor necrosis factor-alpha and nitric oxide J Infect Dis 189 2004 2101 2109 (Pubitemid 38692292)
18. J.M. Michot, F. Van Bambeke, M.P. Mingeot-Leclercq, and P.M. Tulkens Active efflux of ciprofloxacin from J774 macrophages through an MRP-like transporter Antimicrob Agents Chemother 48 2004 2673 2682 (Pubitemid 38823441)
19. S. Carryn, F. Van Bambeke, M.P. Mingeot-Leclercq, and P.M. Tulkens Comparative intracellular (THP-1 macrophage) and extracellular activities of β-lactams, azithromycin, gentamicin, and fluoroquinolones against Listeria monocytogenes at clinically relevant concentrations Antimicrob Agents Chemother 46 2002 2095 2103 (Pubitemid 34665902)
20. O.H. Lowry, N.J. Rosebrough, A.L. Farr, and R.J. Randall Protein measurement with the Folin phenol reagent J Biol Chem 193 1951 265 275
21. M. Barcia-Macay, C. Seral, M.P. Mingeot-Leclercq, P.M. Tulkens, and F. Van Bambeke Pharmacodynamic evaluation of the intracellular activities of antibiotics against Staphylococcus aureus in a model of THP-1 macrophages Antimicrob Agents Chemother 50 2006 841 851 (Pubitemid 43327786)
22. S. Lemaire, F. Van Bambeke, and P.M. Tulkens Cellular accumulation and pharmacodynamic evaluation of the intracellular activity of CEM-101, a novel fluoroketolide, against Staphylococcus aureus, Listeria monocytogenes, and Legionella pneumophila in human THP-1 macrophages Antimicrob Agents Chemother 53 2009 3734 3743
23. S. Carryn, F. Van Bambeke, M.P. Mingeot-Leclercq, and P.M. Tulkens Activity of β-lactams (ampicillin, meropenem), gentamicin, azithromycin and moxifloxacin against intracellular Listeria monocytogenes in a 24 h THP-1 human macrophage model J Antimicrob Chemother 51 2003 1051 1052 (Pubitemid 36503450)
24. S. Lemaire, F. Van Bambeke, P.C. Appelbaum, and P.M. Tulkens Cellular pharmacokinetics and intracellular activity of torezolid (TR-700): studies with human macrophage (THP-1) and endothelial (HUVEC) cell lines J Antimicrob Chemother 64 2009 1035 1043
25. J.F. Desnottes Quinolones and phagocytosis Pathol Biol (Paris) 35 1987 1426 1430 [in French]
26. K. Taira, H. Koga, and S. Kohno Accumulation of a newly developed fluoroquinolone, OPC-17116, by human polymorphonuclear leukocytes Antimicrob Agents Chemother 37 1993 1877 1881 (Pubitemid 23265546)
27. P. Rispal, J. Grellet, C. Celerier, D. Breilh, M. Dorian, and J.L. Pellegrin Comparative uptake of sparfloxacin and ciprofloxacin into human THP 1 monocytic cells Arzneimittelforschung 46 1996 316 319
28. R. Garraffo, T. Lavrut, J. Durant, L. Heripret, M.A. Serini, and B. Dunais In vivo comparative pharmacokinetics and pharmacodynamics of moxifloxacin and levofloxacin in human neutrophils Clin Drug Investig 25 2005 643 650 (Pubitemid 41330306)
29. S. Grayo, O. Join-Lambert, M.C. Desroches, and A. Le Monnier Comparison of the in vitro efficacies of moxifloxacin and amoxicillin against Listeria monocytogenes Antimicrob Agents Chemother 52 2008 1697 1702 (Pubitemid 351614662)
30. P.H. Edelstein, M.A. Edelstein, J. Ren, R. Polzer, and R.P. Gladue Activity of trovafloxacin (CP-99,219) against Legionella isolates: in vitro activity, intracellular accumulation and killing in macrophages, and pharmacokinetics and treatment of guinea pigs with L. pneumophila pneumonia Antimicrob Agents Chemother 40 1996 314 319
31. A.L. Baltch, L.H. Bopp, R.P. Smith, P.B. Michelsen, and W.J. Ritz Antibacterial activities of gemifloxacin, levofloxacin, gatifloxacin, moxifloxacin and erythromycin against intracellular Legionella pneumophila and Legionella micdadei in human monocytes J Antimicrob Chemother 56 2005 104 109 (Pubitemid 41418342)
32. S.M. Vasiliou, M. Vicente, and R. Castaner Finafloxacin hydrochloride Drugs Fut 34 2010 451
33. C.C. Sanders Mechanisms responsible for cross-resistance and dichotomous resistance among the quinolones Clin Infect Dis 32 Suppl. 1 2001 S1 S8
34. S.H. Gillespie, L.L. Voelker, and A. Dickens Evolutionary barriers to quinolone resistance in Streptococcus pneumoniae Microb Drug Resist 8 2002 79 84 (Pubitemid 34743200)
35. G.W. Kaatz, S.M. Seo, and C.A. Ruble Efflux-mediated fluoroquinolone resistance in Staphylococcus aureus Antimicrob Agents Chemother 37 1993 1086 1094 (Pubitemid 23141325)
36. T. Takenouchi, F. Tabata, Y. Iwata, H. Hanzawa, M. Sugawara, and S. Ohya Hydrophilicity of quinolones is not an exclusive factor for decreased activity in efflux-mediated resistant mutants of Staphylococcus aureus Antimicrob Agents Chemother 40 1996 1835 1842 (Pubitemid 26277802)
37. J.M. Diver, L.J. Piddock, and R. Wise The accumulation of five quinolone antibacterial agents by Escherichia coli J Antimicrob Chemother 25 1990 319 333 (Pubitemid 20126997)
38. S. Lemaire, P.M. Tulkens, and F. Van Bambeke Contrasting effects of acidic pH on the extracellular and intracellular activities of the anti-Gram-positive fluoroquinolones moxifloxacin and delafloxacin against Staphylococcus aureus Antimicrob Agents Chemother 55 2011 649 658
39. B. Weinrick, P.M. Dunman, F. McAleese, E. Murphy, S.J. Projan, and Y. Fang Effect of mild acid on gene expression in Staphylococcus aureus J Bacteriol 186 2004 8407 8423 (Pubitemid 39603232)
40. a values by NMR J Org Chem 61 1996 4676 4684 (Pubitemid 126523476)
41. M.B. Carlier, B. Scorneaux, A. Zenebergh, J.F. Desnottes, and P.M. Tulkens Cellular uptake, localization and activity of fluoroquinolones in uninfected and infected macrophages J Antimicrob Chemother 26 Suppl. B 1990 27 39 (Pubitemid 20382077)
42. C. Seral, S. Carryn, P.M. Tulkens, and F. Van Bambeke Influence of P-glycoprotein and MRP efflux pump inhibitors on the intracellular activity of azithromycin and ciprofloxacin in macrophages infected by Listeria monocytogenes or Staphylococcus aureus J Antimicrob Chemother 51 2003 1167 1173 (Pubitemid 36622073)
43. S. Lemaire, K. Kosowska-Shick, P.C. Appelbaum, Y. Glupczynski, F. Van Bambeke, and P.M. Tulkens Activity of moxifloxacin against intracellular community-acquired methicillin-resistant Staphylococcus aureus: comparison with clindamycin, linezolid and co-trimoxazole and attempt at defining an intracellular susceptibility breakpoint J Antimicrob Chemother 66 2011 596 607
44. B. Giese, S. Dittmann, K. Paprotka, K. Levin, A. Weltrowski, and D. Biehler Staphylococcal α-toxin is not sufficient to mediate escape from phagolysosomes in upper-airway epithelial cells Infect Immun 77 2009 3611 3625
45. N.J. Jann, M. Schmaler, S.A. Kristian, K.A. Radek, R.L. Gallo, and V. Nizet Neutrophil antimicrobial defense against Staphylococcus aureus is mediated by phagolysosomal but not extracellular trap-associated cathelicidin J Leukoc Biol 86 2009 1159 1169
46. K. Ray, B. Marteyn, P.J. Sansonetti, and C.M. Tang Life on the inside: the intracellular lifestyle of cytosolic bacteria Nat Rev Microbiol 7 2009 333 340
47. M.S. Swanson, and B.K. Hammer Legionella pneumophila pathogenesis: a fateful journey from amoebae to macrophages Annu Rev Microbiol 54 2000 567 613
48. S. Sturgill-Koszycki, and M.S. Swanson Legionella pneumophila replication vacuoles mature into acidic, endocytic organelles J Exp Med 192 2000 1261 1272
49. C. Garzoni, P. Francois, A. Huyghe, S. Couzinet, C. Tapparel, and Y. Charbonnier A global view of Staphylococcus aureus whole genome expression upon internalization in human epithelial cells BMC Genomics 8 2007 171