메뉴 건너뛰기




Volumn 44, Issue 2, 2000, Pages 320-325

Engineering the specificity of antibacterial fluoroquinolones: Benzenesulfonamide modifications at C-7 of ciprofloxacin change its primary target in Streptococcus pneumoniae from topoisomerase IV to gyrase

Author keywords

[No Author keywords available]

Indexed keywords

7 [4 (4 AMINOPHENYLSULFONYL) 1 PIPERAZINYL] 1 CYCLOPROPYL 6 FLUORO 1,4 DIHYDRO 4 OXO 3 QUINOLINECARBOXYLIC ACID; CIPROFLOXACIN; CLINAFLOXACIN; DNA TOPOISOMERASE; DNA TOPOISOMERASE (ATP HYDROLYSING); ISOENZYME; NORFLOXACIN; QUINOLINE DERIVED ANTIINFECTIVE AGENT; UNCLASSIFIED DRUG;

EID: 0033979885     PISSN: 00664804     EISSN: None     Source Type: Journal    
DOI: 10.1128/AAC.44.2.320-325.2000     Document Type: Article
Times cited : (102)

References (36)
  • 1
    • 0026712869 scopus 로고
    • The role of topoisomerase IV in partitioning DNA replicons and the structure of catenated intermediates in DNA replication
    • Adams, D. E., E. M. Shekhtman, E. L. Zechiedrich, M. B. Schmid, and N. R. Cozzarelli. 1992. The role of topoisomerase IV in partitioning DNA replicons and the structure of catenated intermediates in DNA replication. Cell 71:277-288.
    • (1992) Cell , vol.71 , pp. 277-288
    • Adams, D.E.1    Shekhtman, E.M.2    Zechiedrich, E.L.3    Schmid, M.B.4    Cozzarelli, N.R.5
  • 2
    • 0028673905 scopus 로고
    • In-vitro activity of new sulfanilyl fluoroquinolones against Staphylococcus aureus
    • Allemandi, D. A., F. L. Alovero, and R. H. Manzo. 1994. In-vitro activity of new sulfanilyl fluoroquinolones against Staphylococcus aureus. J. Antimicrob. Chemother. 34:261-265.
    • (1994) J. Antimicrob. Chemother. , vol.34 , pp. 261-265
    • Allemandi, D.A.1    Alovero, F.L.2    Manzo, R.H.3
  • 4
    • 0029643776 scopus 로고
    • Community-acquired pneumonia
    • Bartlett, J. G., and L. M. Grundy. 1995. Community-acquired pneumonia. N. Engl. J. Med. 333:1618-1624.
    • (1995) N. Engl. J. Med. , vol.333 , pp. 1618-1624
    • Bartlett, J.G.1    Grundy, L.M.2
  • 5
    • 0029142723 scopus 로고
    • Classification and structure-activity relationships of fluoroquinolones
    • Bryskier, A., and J.-F. Chantot. 1995. Classification and structure-activity relationships of fluoroquinolones. Drugs 49(Suppl. 2):16-28.
    • (1995) Drugs , vol.49 , Issue.2 SUPPL. , pp. 16-28
    • Bryskier, A.1    Chantot, J.-F.2
  • 6
    • 0024383245 scopus 로고
    • Cloning and characterization of a DNA gyrase A gene from Escherichia coli that confers clinical resistance to 4-quinolones
    • Cullen, M. E., A. W. Wyke, R. Kuroda, and L. M. Fisher. 1989. Cloning and characterization of a DNA gyrase A gene from Escherichia coli that confers clinical resistance to 4-quinolones. Antimicrob. Agents Chemother. 33:886-894.
    • (1989) Antimicrob. Agents Chemother. , vol.33 , pp. 886-894
    • Cullen, M.E.1    Wyke, A.W.2    Kuroda, R.3    Fisher, L.M.4
  • 7
    • 0029120727 scopus 로고
    • In vitro activity of fluoroquinolones against gram-positive bacteria
    • Eliopoulos, G. M. 1995. In vitro activity of fluoroquinolones against gram-positive bacteria. Drugs 49(Suppl. 2):48-57.
    • (1995) Drugs , vol.49 , Issue.2 SUPPL. , pp. 48-57
    • Eliopoulos, G.M.1
  • 8
    • 0027375881 scopus 로고
    • Drug features that contribute to the activity of quinolones against mammalian topoisomerase II and cultured cells: Correlation between enhancement of enzyme-mediated DNA cleavage in vitro and cytotoxic potential
    • Elsea, S. H., P. R. McGuirk, T. D. Gootz, M. Moynihan, and N. Osheroff. 1993. Drug features that contribute to the activity of quinolones against mammalian topoisomerase II and cultured cells: correlation between enhancement of enzyme-mediated DNA cleavage in vitro and cytotoxic potential. Antimicrob. Agents Chemother. 37:2179-2186.
    • (1993) Antimicrob. Agents Chemother. , vol.37 , pp. 2179-2186
    • Elsea, S.H.1    McGuirk, P.R.2    Gootz, T.D.3    Moynihan, M.4    Osheroff, N.5
  • 9
    • 0029043097 scopus 로고
    • Analysis of gyrA and grlA mutations in stepwise-selected ciprofloxacin-resistant mutants of Staphylococcus aureus
    • Ferrero, L., B. Cameron, and J. Crouzet. 1995. Analysis of gyrA and grlA mutations in stepwise-selected ciprofloxacin-resistant mutants of Staphylococcus aureus. Antimicrob. Agents Chemother. 39:1554-1558.
    • (1995) Antimicrob. Agents Chemother. , vol.39 , pp. 1554-1558
    • Ferrero, L.1    Cameron, B.2    Crouzet, J.3
  • 10
    • 0027956736 scopus 로고
    • Cloning and primary structure of Staphylococcus aureus DNA topoisomerase IV: A primary target for quinolones
    • Ferrero, L., B. Cameron, B. Manse, D. Lagneux, J. Crouzet, A. Famechon, and F. Blanche. 1994. Cloning and primary structure of Staphylococcus aureus DNA topoisomerase IV: a primary target for quinolones. Mol. Microbiol. 13:641-653.
    • (1994) Mol. Microbiol. , vol.13 , pp. 641-653
    • Ferrero, L.1    Cameron, B.2    Manse, B.3    Lagneux, D.4    Crouzet, J.5    Famechon, A.6    Blanche, F.7
  • 11
    • 0033029687 scopus 로고    scopus 로고
    • Primary targets of fluoroquinolones in Streptococcus pneumoniae
    • Fukuda, H., and K. Hiramatsu. 1999. Primary targets of fluoroquinolones in Streptococcus pneumoniae. Antimicrob. Agents Chemother. 43:410-412.
    • (1999) Antimicrob. Agents Chemother. , vol.43 , pp. 410-412
    • Fukuda, H.1    Hiramatsu, K.2
  • 12
    • 0001373485 scopus 로고
    • Nalidixic acid resistance: A second genetic character involved in DNA gyrase activity
    • Gellert, M., K. Mizuuchi, M. H. O'Dea, T. Itoh, and J.-I. Tomizawa. 1977. Nalidixic acid resistance: a second genetic character involved in DNA gyrase activity. Proc. Natl. Acad. Sci. USA 74:4772-4776.
    • (1977) Proc. Natl. Acad. Sci. USA , vol.74 , pp. 4772-4776
    • Gellert, M.1    Mizuuchi, K.2    O'Dea, M.H.3    Itoh, T.4    Tomizawa, J.-I.5
  • 13
  • 14
    • 0028125853 scopus 로고
    • Placement of alkyl substituents on the C-7 piperazine ring of fluoroquinolones: Dramatic effects on mammalian topoisomerase II and DNA gyrase
    • Gootz, T. D., P. R. McGuirk, M. S. Moynihan, and S. L. Haskell. 1994. Placement of alkyl substituents on the C-7 piperazine ring of fluoroquinolones: dramatic effects on mammalian topoisomerase II and DNA gyrase. Antimicrob. Agents Chemother. 38:130-133.
    • (1994) Antimicrob. Agents Chemother. , vol.38 , pp. 130-133
    • Gootz, T.D.1    McGuirk, P.R.2    Moynihan, M.S.3    Haskell, S.L.4
  • 15
    • 0029834825 scopus 로고    scopus 로고
    • Activity of the new fluoroquinolone trovafloxacin (CP-99,219) against DNA gyrase and topoisomerase IV mutants of Streptococcus pneumoniae selected in vitro
    • Gootz, T. D., R. Zaniewski, S. Haskell, B. Schmieder, J. Tankovic, D. Girard, P. Courvalin, and R. J. Polzer. 1996. Activity of the new fluoroquinolone trovafloxacin (CP-99,219) against DNA gyrase and topoisomerase IV mutants of Streptococcus pneumoniae selected in vitro. Antimicrob. Agents Chemother. 40:2691-2697.
    • (1996) Antimicrob. Agents Chemother. , vol.40 , pp. 2691-2697
    • Gootz, T.D.1    Zaniewski, R.2    Haskell, S.3    Schmieder, B.4    Tankovic, J.5    Girard, D.6    Courvalin, P.7    Polzer, R.J.8
  • 16
    • 0029852080 scopus 로고    scopus 로고
    • High-level fluoroquinolone resistance in Streptococcus pneumoniae requires mutations in parC and gyrA
    • Janoir, C., V. Keller, M.-D. Kitzis, N. J. Moreau, and L. Gutmann. 1996. High-level fluoroquinolone resistance in Streptococcus pneumoniae requires mutations in parC and gyrA. Antimicrob. Agents Chemother. 40:2760-2764.
    • (1996) Antimicrob. Agents Chemother. , vol.40 , pp. 2760-2764
    • Janoir, C.1    Keller, V.2    Kitzis, M.-D.3    Moreau, N.J.4    Gutmann, L.5
  • 17
    • 0025027077 scopus 로고
    • New topoisomerase essential for chromosomal segregation in E. coli
    • Kato, J., Y. Nishimura, R. Imamura, H. Niki, S. Higara, and H. Suzuki. 1990. New topoisomerase essential for chromosomal segregation in E. coli. Cell 63:393-404.
    • (1990) Cell , vol.63 , pp. 393-404
    • Kato, J.1    Nishimura, Y.2    Imamura, R.3    Niki, H.4    Higara, S.5    Suzuki, H.6
  • 18
    • 0343748159 scopus 로고
    • 7 March. U.S. patent 5,395,936. (Argentine patent application 322,011.)
    • Manzo, R H., D. A. Allemandi, and J. D. Perez. 7 March 1995. U.S. patent 5,395,936. (Argentine patent application 322,011.)
    • (1995)
    • Manzo, R.H.1    Allemandi, D.A.2    Perez, J.D.3
  • 19
    • 0012127194 scopus 로고
    • DNA gyrase action involves the introduction of transient double strand breaks into DNA
    • Mizuuchi, K., L. M. Fisher, M. H. O'Dea, and M. Gellert. 1980. DNA gyrase action involves the introduction of transient double strand breaks into DNA. Proc. Natl. Acad. Sci. USA 77:1847-1851.
    • (1980) Proc. Natl. Acad. Sci. USA , vol.77 , pp. 1847-1851
    • Mizuuchi, K.1    Fisher, L.M.2    O'Dea, M.H.3    Gellert, M.4
  • 20
    • 0029846117 scopus 로고    scopus 로고
    • ParC subunit of DNA topoisomerase IV of Streptococcus pneumoniae is a primary target of quinolones and cooperates with DNA gyrase A subunit in forming resistance phenotype
    • Munoz, R., and A. G. De la Campa. 1996. ParC subunit of DNA topoisomerase IV of Streptococcus pneumoniae is a primary target of quinolones and cooperates with DNA gyrase A subunit in forming resistance phenotype. Antimicrob. Agents Chemother. 40:2252-2257.
    • (1996) Antimicrob. Agents Chemother. , vol.40 , pp. 2252-2257
    • Munoz, R.1    De La Campa, A.G.2
  • 21
    • 0001403583 scopus 로고    scopus 로고
    • Mechanisms of quinolone resistance
    • Nakamura, S. 1997. Mechanisms of quinolone resistance. J. Infect. Chemother. 3:128-138.
    • (1997) J. Infect. Chemother. , vol.3 , pp. 128-138
    • Nakamura, S.1
  • 22
    • 0029824413 scopus 로고    scopus 로고
    • Quinolone resistance mutations in topoisomerase IV: Relationship to the flqA locus and genetic evidence that gyrase is the primary target and topoisomerase IV is the secondary target of fluoroquinolones in Staphylococcus aureus
    • Ng, E. Y., M. Trucksis, and D. C. Hooper. 1996. Quinolone resistance mutations in topoisomerase IV: relationship to the flqA locus and genetic evidence that gyrase is the primary target and topoisomerase IV is the secondary target of fluoroquinolones in Staphylococcus aureus. Antimicrob. Agents Chemother. 40:1881-1888.
    • (1996) Antimicrob. Agents Chemother. , vol.40 , pp. 1881-1888
    • Ng, E.Y.1    Trucksis, M.2    Hooper, D.C.3
  • 23
    • 0029794181 scopus 로고    scopus 로고
    • Involvement of topoisomerase IV and DNA gyrase as ciprofloxacin targets in Streptococcus pneumoniae
    • Pan, X.-S., J. Ambler, S. Mehtar, and L. M. Fisher. 1996. Involvement of topoisomerase IV and DNA gyrase as ciprofloxacin targets in Streptococcus pneumoniae. Antimicrob. Agents Chemother. 40:2321-2326.
    • (1996) Antimicrob. Agents Chemother. , vol.40 , pp. 2321-2326
    • Pan, X.-S.1    Ambler, J.2    Mehtar, S.3    Fisher, L.M.4
  • 24
    • 8944237982 scopus 로고    scopus 로고
    • Cloning and characterization of the parC and parE genes of Streptococcus pneumoniae encoding DNA topoisomerase IV: Role in fluoroquinolone resistance
    • Pan, X.-S., and L. M. Fisher. 1996. Cloning and characterization of the parC and parE genes of Streptococcus pneumoniae encoding DNA topoisomerase IV: role in fluoroquinolone resistance. J. Bacteriol. 178:4060-4069.
    • (1996) J. Bacteriol. , vol.178 , pp. 4060-4069
    • Pan, X.-S.1    Fisher, L.M.2
  • 25
    • 0031046694 scopus 로고    scopus 로고
    • Targeting of DNA gyrase in Streptococcus pneumoniae by sparfloxacin: Selective targeting of gyrase or topoisomerase IV by quinolones
    • Pan, X.-S., and L. M. Fisher. 1997. Targeting of DNA gyrase in Streptococcus pneumoniae by sparfloxacin: selective targeting of gyrase or topoisomerase IV by quinolones. Antimicrob. Agents Chemother. 41:471-474.
    • (1997) Antimicrob. Agents Chemother. , vol.41 , pp. 471-474
    • Pan, X.-S.1    Fisher, L.M.2
  • 26
    • 0031784975 scopus 로고    scopus 로고
    • DNA gyrase and topoisomerase IV are dual targets of clinafloxacin action in Streptococcus pneumoniae
    • Pan, X.-S., and L. M. Fisher. 1998. DNA gyrase and topoisomerase IV are dual targets of clinafloxacin action in Streptococcus pneumoniae. Antimicrob. Agents Chemother. 42:2810-2816.
    • (1998) Antimicrob. Agents Chemother. , vol.42 , pp. 2810-2816
    • Pan, X.-S.1    Fisher, L.M.2
  • 27
    • 0032946666 scopus 로고    scopus 로고
    • Streptococcus pneumoniae DNA gyrase and topoisomerase IV: Overexpression, purification, and differential inhibition by fluoroquinolones
    • Pan, X.-S., and L. M. Fisher. 1999. Streptococcus pneumoniae DNA gyrase and topoisomerase IV: overexpression, purification, and differential inhibition by fluoroquinolones. Antimicrob. Agents Chemother. 43:1129-1136.
    • (1999) Antimicrob. Agents Chemother. , vol.43 , pp. 1129-1136
    • Pan, X.-S.1    Fisher, L.M.2
  • 28
    • 0030956604 scopus 로고    scopus 로고
    • Characterization of a mutation in the parE gene that confers fluoroquinolone resistance in Streptococcus pneumoniae
    • Perichon, B., J. Tankovic, and P. Courvalin. 1997. Characterization of a mutation in the parE gene that confers fluoroquinolone resistance in Streptococcus pneumoniae. Antimicrob. Agents Chemother. 41:1166-1167.
    • (1997) Antimicrob. Agents Chemother. , vol.41 , pp. 1166-1167
    • Perichon, B.1    Tankovic, J.2    Courvalin, P.3
  • 29
    • 0027976483 scopus 로고
    • New quinolones and gram-positive bacteria
    • Piddock, L. J. V. 1994. New quinolones and gram-positive bacteria. Antimicrob. Agents Chemother. 38:163-169.
    • (1994) Antimicrob. Agents Chemother. , vol.38 , pp. 163-169
    • Piddock, L.J.V.1
  • 32
    • 0029911379 scopus 로고    scopus 로고
    • Contribution of mutations in the gyrA and parC genes to fluoroquinolone resistance of mutants of Streptococcus pneumoniae obtained in vivo and in vitro
    • Tankovic, J., B. Perichon, J. Duval, and P. Courvalin. 1996. Contribution of mutations in the gyrA and parC genes to fluoroquinolone resistance of mutants of Streptococcus pneumoniae obtained in vivo and in vitro. Antimicrob. Agents Chemother. 40:2502-2510.
    • (1996) Antimicrob. Agents Chemother. , vol.40 , pp. 2502-2510
    • Tankovic, J.1    Perichon, B.2    Duval, J.3    Courvalin, P.4
  • 33
    • 0030014783 scopus 로고    scopus 로고
    • DNA topoisomerases
    • Wang, J. C. 1996. DNA topoisomerases. Annu. Rev. Biochem. 65:635-692.
    • (1996) Annu. Rev. Biochem. , vol.65 , pp. 635-692
    • Wang, J.C.1
  • 34
    • 0025282176 scopus 로고
    • Quinolone resistance-determining region in the DNA gyrase gyrA gene of Escherichia coli
    • Yoshida, H., M. Bogaki, M. Nakamura, and S. Nakamura. 1990. Quinolone resistance-determining region in the DNA gyrase gyrA gene of Escherichia coli. Antimicrob. Agents Chemother. 34:1271-1272.
    • (1990) Antimicrob. Agents Chemother. , vol.34 , pp. 1271-1272
    • Yoshida, H.1    Bogaki, M.2    Nakamura, M.3    Nakamura, S.4
  • 36
    • 0028858007 scopus 로고
    • Roles of topoisomerase IV and DNA gyrase in DNA unlinking during replication in Escherichia coli
    • Zechiedrich, E. L., and N. R. Cozzarelli. 1995. Roles of topoisomerase IV and DNA gyrase in DNA unlinking during replication in Escherichia coli. Genes Dev. 9:2859-2869.
    • (1995) Genes Dev. , vol.9 , pp. 2859-2869
    • Zechiedrich, E.L.1    Cozzarelli, N.R.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.