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Volumn 66, Issue 9, 2011, Pages 2061-2069

Inhibition of DNA gyrase and DNA topoisomerase IV of Staphylococcus aureus and Escherichia coli by aminocoumarin antibiotics

Author keywords

Decatenation assays; MICs; Potassium glutamate; Supercoiling assays

Indexed keywords

AMINOCOUMARIN DERIVATIVE; ANTIBIOTIC AGENT; CLOROBIOCIN; COUMAMYCIN A1; DNA TOPOISOMERASE (ATP HYDROLYSING); DNA TOPOISOMERASE IV; GLUTAMATE POTASSIUM; GLUTAMATE SODIUM; NOVCLOBIOCIN 101; NOVCLOBIOCIN 102; NOVCLOBIOCIN 103; NOVCLOBIOCIN 105; NOVCLOBIOCIN 217; NOVCLOBIOCIN 225; NOVOBIOCIN; SIMOCYCLINONE D8; UNCLASSIFIED DRUG;

EID: 80051684987     PISSN: 03057453     EISSN: 14602091     Source Type: Journal    
DOI: 10.1093/jac/dkr247     Document Type: Article
Times cited : (102)

References (40)
  • 1
    • 0034923502 scopus 로고    scopus 로고
    • DNA topoisomerases: structure, function, and mechanism
    • Champoux JJ. DNA topoisomerases: structure, function, and mechanism. Annu Rev Biochem 2001; 70: 369-413.
    • (2001) Annu Rev Biochem , vol.70 , pp. 369-413
    • Champoux, J.J.1
  • 2
    • 28844455588 scopus 로고    scopus 로고
    • Recent advances in understanding structure-function relationships in the type II topoisomerase mechanism
    • Schoeffler AJ, Berger JM. Recent advances in understanding structure-function relationships in the type II topoisomerase mechanism. Biochem Soc Trans 2005; 33: 1465-70.
    • (2005) Biochem Soc Trans , vol.33 , pp. 1465-1470
    • Schoeffler, A.J.1    Berger, J.M.2
  • 3
    • 0012684806 scopus 로고    scopus 로고
    • The ATP-binding site of type II topoisomerases as a target for antibacterial drugs
    • Maxwell A, Lawson DM. The ATP-binding site of type II topoisomerases as a target for antibacterial drugs. Curr Top Med Chem 2003; 3: 283-303.
    • (2003) Curr Top Med Chem , vol.3 , pp. 283-303
    • Maxwell, A.1    Lawson, D.M.2
  • 4
    • 34548628774 scopus 로고    scopus 로고
    • Discovery and development of ATPase inhibitors of DNA gyrase as antibacterial agents
    • Oblak M, Kotnik M, Solmajer T. Discovery and development of ATPase inhibitors of DNA gyrase as antibacterial agents. Curr Med Chem 2007; 14: 2033-47.
    • (2007) Curr Med Chem , vol.14 , pp. 2033-2047
    • Oblak, M.1    Kotnik, M.2    Solmajer, T.3
  • 5
    • 33947701471 scopus 로고    scopus 로고
    • Exploring DNA topoisomerases as targets of novel therapeutic agents in the treatment of infectious diseases
    • Tse-Dinh YC. Exploring DNA topoisomerases as targets of novel therapeutic agents in the treatment of infectious diseases. Infect Disord Drug Targets 2007; 7: 3-9.
    • (2007) Infect Disord Drug Targets , vol.7 , pp. 3-9
    • Tse-Dinh, Y.C.1
  • 6
    • 14244265314 scopus 로고    scopus 로고
    • WHO/EDM/PAR/2004.7 (29 April 2011, date last accessed)
    • WHO/EDM/PAR/2004.7. Priority Medicines for Europe and the World. 2004. http://whqlibdoc.who.int/hq/2004/WHO_EDM_PAR_2004.7.pdf (29 April 2011, date last accessed).
    • (2004) Priority Medicines for Europe and the World
  • 7
    • 34447323073 scopus 로고    scopus 로고
    • Energy coupling in type II topoisomerases: why do they hydrolyze ATP?
    • Bates AD, Maxwell A. Energy coupling in type II topoisomerases: why do they hydrolyze ATP? Biochem 2007; 46: 7929-41.
    • (2007) Biochem , vol.46 , pp. 7929-7941
    • Bates, A.D.1    Maxwell, A.2
  • 8
    • 70349496578 scopus 로고    scopus 로고
    • The aminocoumarins: biosynthesis and biology
    • Heide L. The aminocoumarins: biosynthesis and biology. Nat Prod Rep 2009; 26: 1241-50.
    • (2009) Nat Prod Rep , vol.26 , pp. 1241-1250
    • Heide, L.1
  • 9
    • 0029978822 scopus 로고    scopus 로고
    • The nature of inhibition of DNA gyrase by the coumarins and the cyclothialidines revealed by X-ray crystallography
    • Lewis RJ, Singh OMP, Smith CV et al. The nature of inhibition of DNA gyrase by the coumarins and the cyclothialidines revealed by X-ray crystallography. EMBO J 1996; 15: 1412-20.
    • (1996) EMBO J , vol.15 , pp. 1412-1420
    • Lewis, R.J.1    Singh, O.M.P.2    Smith, C.V.3
  • 10
    • 2142814314 scopus 로고    scopus 로고
    • Crystal structures of Escherichia coli topoisomerase IV ParE subunit (24 and 43 kilodaltons): a single residue dictates differences in novobiocin potency against topoisomerase IV and DNA gyrase
    • Bellon S, Parsons JD, Wei Y et al. Crystal structures of Escherichia coli topoisomerase IV ParE subunit (24 and 43 kilodaltons): a single residue dictates differences in novobiocin potency against topoisomerase IV and DNA gyrase. Antimicrob Agents Chemother 2004; 48: 1856-64.
    • (2004) Antimicrob Agents Chemother , vol.48 , pp. 1856-1864
    • Bellon, S.1    Parsons, J.D.2    Wei, Y.3
  • 11
    • 71549138377 scopus 로고    scopus 로고
    • A crystal structure of the bifunctional antibiotic simocyclinone D8, bound to DNA gyrase
    • Edwards MJ, Flatman RH, Mitchenall LA et al. A crystal structure of the bifunctional antibiotic simocyclinone D8, bound to DNA gyrase. Science 2009; 326: 1415-8.
    • (2009) Science , vol.326 , pp. 1415-1418
    • Edwards, M.J.1    Flatman, R.H.2    Mitchenall, L.A.3
  • 12
    • 14744277075 scopus 로고    scopus 로고
    • Simocyclinone D8, an inhibitor of DNA gyrase with a novel mode of action
    • Flatman RH, Howells AJ, Heide L et al. Simocyclinone D8, an inhibitor of DNA gyrase with a novel mode of action. Antimicrob Agents Chemother 2005; 49: 1093-100.
    • (2005) Antimicrob Agents Chemother , vol.49 , pp. 1093-1100
    • Flatman, R.H.1    Howells, A.J.2    Heide, L.3
  • 13
    • 66149137945 scopus 로고    scopus 로고
    • In vivo and in vitro patterns of the activity of simocyclinone D8, an angucyclinone antibiotic from Streptomyces antibioticus
    • Oppegard LM, Hamann BL, Streck KR et al. In vivo and in vitro patterns of the activity of simocyclinone D8, an angucyclinone antibiotic from Streptomyces antibioticus. Antimicrob Agents Chemother 2009; 53: 2110-9.
    • (2009) Antimicrob Agents Chemother , vol.53 , pp. 2110-2119
    • Oppegard, L.M.1    Hamann, B.L.2    Streck, K.R.3
  • 14
    • 10544254692 scopus 로고    scopus 로고
    • Differential behaviors of Staphylococcus aureus and Escherichia coli type II DNA topoisomerases
    • Blanche F, Cameron B, Bernard FX et al. Differential behaviors of Staphylococcus aureus and Escherichia coli type II DNA topoisomerases. Antimicrob Agents Chemother 1996; 40: 2714-20.
    • (1996) Antimicrob Agents Chemother , vol.40 , pp. 2714-2720
    • Blanche, F.1    Cameron, B.2    Bernard, F.X.3
  • 15
    • 0037424243 scopus 로고    scopus 로고
    • Staphylococcus aureus gyrase-quinolone-DNA ternary complexes fail to arrest replication fork progression in vitro. Effects of salt on the DNA binding mode and the catalytic activity of S. aureus gyrase
    • Hiasa H, Shea ME, Richardson CM et al. Staphylococcus aureus gyrase-quinolone-DNA ternary complexes fail to arrest replication fork progression in vitro. Effects of salt on the DNA binding mode and the catalytic activity of S. aureus gyrase. J Biol Chem 2003; 278: 8861-8.
    • (2003) J Biol Chem , vol.278 , pp. 8861-8868
    • Hiasa, H.1    Shea, M.E.2    Richardson, C.M.3
  • 16
    • 33645790300 scopus 로고    scopus 로고
    • Structure-activity relationships of aminocoumarin-type gyrase and topoisomerase IV inhibitors obtained by combinatorial biosynthesis
    • Flatman RH, Eustáquio A, Li SM et al. Structure-activity relationships of aminocoumarin-type gyrase and topoisomerase IV inhibitors obtained by combinatorial biosynthesis. Antimicrob Agents Chemother 2006; 50: 1136-42.
    • (2006) Antimicrob Agents Chemother , vol.50 , pp. 1136-1142
    • Flatman, R.H.1    Eustáquio, A.2    Li, S.M.3
  • 17
    • 64049097106 scopus 로고    scopus 로고
    • Aminocoumarins mutasynthesis, chemoenzymatic synthesis, and metabolic engineering
    • Heide L. Aminocoumarins mutasynthesis, chemoenzymatic synthesis, and metabolic engineering. Meth Enzymol 2009; 459: 437-55.
    • (2009) Meth Enzymol , vol.459 , pp. 437-455
    • Heide, L.1
  • 18
    • 70349780552 scopus 로고    scopus 로고
    • Genetic engineering of antibiotic biosynthesis for the generation of new aminocoumarins
    • Heide L. Genetic engineering of antibiotic biosynthesis for the generation of new aminocoumarins. Biotechnol Adv 2009; 27: 1006-14.
    • (2009) Biotechnol Adv , vol.27 , pp. 1006-1014
    • Heide, L.1
  • 20
    • 34547961477 scopus 로고    scopus 로고
    • Improved mutasynthetic approaches for the production of modified aminocoumarin antibiotics
    • Anderle C, Hennig S, Kammerer B et al. Improved mutasynthetic approaches for the production of modified aminocoumarin antibiotics. Chem Biol 2007; 14: 955-67.
    • (2007) Chem Biol , vol.14 , pp. 955-967
    • Anderle, C.1    Hennig, S.2    Kammerer, B.3
  • 21
    • 0037350329 scopus 로고    scopus 로고
    • Clorobiocin biosynthesis in Streptomyces, Identification of the halogenase and generation of structural analogs
    • Eustáquio AS, Gust B, Luft T et al. Clorobiocin biosynthesis in Streptomyces. Identification of the halogenase and generation of structural analogs. Chem Biol 2003; 10: 279-88.
    • (2003) Chem Biol , vol.10 , pp. 279-288
    • Eustáquio, A.S.1    Gust, B.2    Luft, T.3
  • 22
    • 0042925577 scopus 로고    scopus 로고
    • CloN2, a novel acyltransferase involved in the attachment of the pyrrole-2-carboxyl moiety to the deoxysugar of clorobiocin
    • Xu H, Kahlich R, Kammerer B et al. CloN2, a novel acyltransferase involved in the attachment of the pyrrole-2-carboxyl moiety to the deoxysugar of clorobiocin. Microbiology 2003; 149: 2183-91.
    • (2003) Microbiology , vol.149 , pp. 2183-2191
    • Xu, H.1    Kahlich, R.2    Kammerer, B.3
  • 23
    • 0001672153 scopus 로고
    • Hybridization between Escherichia coli and Shigella
    • Luria SE, Burrous JW. Hybridization between Escherichia coli and Shigella. J Bacteriol 1957; 74: 461-76.
    • (1957) J Bacteriol , vol.74 , pp. 461-476
    • Luria, S.E.1    Burrous, J.W.2
  • 24
    • 4444363101 scopus 로고    scopus 로고
    • Overexpression and purification of bacterial DNA gyrase
    • Bjornsti M-A, Osheroff N, eds
    • Maxwell A, Howells AJ. Overexpression and purification of bacterial DNA gyrase. In: Bjornsti M-A, Osheroff N, eds. DNA Topoisomerase Protocols, I: DNA Topology and Enzymes, vol. 94. Totowa: Humana Press, 1999; 135-44.
    • (1999) DNA Topoisomerase Protocols, I: DNA Topology and Enzymes , vol.94 , pp. 135-144
    • Maxwell, A.1    Howells, A.J.2
  • 25
    • 39449086721 scopus 로고    scopus 로고
    • Agar and broth dilution methods to determine the minimal inhibitory concentration (MIC) of antimicrobial substances
    • Wiegand I, Hilpert K, Hancock REW. Agar and broth dilution methods to determine the minimal inhibitory concentration (MIC) of antimicrobial substances. Nature Prot 2008; 3: 163-75.
    • (2008) Nature Prot , vol.3 , pp. 163-175
    • Wiegand, I.1    Hilpert, K.2    Hancock, R.E.W.3
  • 27
    • 0032946666 scopus 로고    scopus 로고
    • Streptococcus pneumoniae DNA gyrase and topoisomerase IV: overexpression, purification, and differential inhibition by fluoroquinolones
    • Pan XS, Fisher LM. Streptococcus pneumoniae DNA gyrase and topoisomerase IV: overexpression, purification, and differential inhibition by fluoroquinolones. Antimicrob Agents Chemother 1999; 43: 1129-36.
    • (1999) Antimicrob Agents Chemother , vol.43 , pp. 1129-1136
    • Pan, X.S.1    Fisher, L.M.2
  • 28
    • 0032803906 scopus 로고    scopus 로고
    • DNA cleavage activities of Staphylococcus aureus gyrase and topoisomerase IV stimulated by quinolones and 2-pyridones
    • Saiki AYC, Shen LL, Chen CM et al. DNA cleavage activities of Staphylococcus aureus gyrase and topoisomerase IV stimulated by quinolones and 2-pyridones. Antimicrob Agents Chemother 1999; 43: 1574-7.
    • (1999) Antimicrob Agents Chemother , vol.43 , pp. 1574-1577
    • Saiki, A.Y.C.1    Shen, L.L.2    Chen, C.M.3
  • 29
    • 31944444157 scopus 로고    scopus 로고
    • Role of the extended a4 domain of Staphylococcus aureus gyrase A protein in determining low sensitivity to quinolones
    • Strahilevitz J, Robicsek A, Hooper DC. Role of the extended a4 domain of Staphylococcus aureus gyrase A protein in determining low sensitivity to quinolones. Antimicrob Agents Chemother 2006; 50: 600-6.
    • (2006) Antimicrob Agents Chemother , vol.50 , pp. 600-606
    • Strahilevitz, J.1    Robicsek, A.2    Hooper, D.C.3
  • 30
    • 0038018403 scopus 로고    scopus 로고
    • Monovalent cation dependence and preference of GHKL ATPases and kinases
    • Hu X, Machius M, Yang W. Monovalent cation dependence and preference of GHKL ATPases and kinases. FEBS Lett 2003; 544: 268-73.
    • (2003) FEBS Lett , vol.544 , pp. 268-273
    • Hu, X.1    Machius, M.2    Yang, W.3
  • 31
    • 0027171678 scopus 로고
    • Decatenation activity of topoisomerase IV during oriC and pBR322 DNA replication in vitro
    • Peng H, Marians KJ. Decatenation activity of topoisomerase IV during oriC and pBR322 DNA replication in vitro. Proc Natl Acad Sci USA 1993; 90: 8571-5.
    • (1993) Proc Natl Acad Sci USA , vol.90 , pp. 8571-8575
    • Peng, H.1    Marians, K.J.2
  • 32
    • 0035180501 scopus 로고    scopus 로고
    • Target preference of 15 quinolones against Staphylococcus aureus, based on antibacterial activities and target inhibition
    • Takei M, Fukuda H, Kishii R et al. Target preference of 15 quinolones against Staphylococcus aureus, based on antibacterial activities and target inhibition. Antimicrob Agents Chemother 2001; 45: 3544-7.
    • (2001) Antimicrob Agents Chemother , vol.45 , pp. 3544-3547
    • Takei, M.1    Fukuda, H.2    Kishii, R.3
  • 33
    • 0030671535 scopus 로고    scopus 로고
    • Inhibitory activities of quinolones against DNA gyrase and topoisomerase IV purified from Staphylococcus aureus
    • Tanaka M, Onodera Y, Uchida Y et al. Inhibitory activities of quinolones against DNA gyrase and topoisomerase IV purified from Staphylococcus aureus. Antimicrob Agents Chemother 1997; 41: 2362-6.
    • (1997) Antimicrob Agents Chemother , vol.41 , pp. 2362-2366
    • Tanaka, M.1    Onodera, Y.2    Uchida, Y.3
  • 34
    • 24144489761 scopus 로고    scopus 로고
    • Accumulation of mutations in both gyrB and parE genes is associated with high-level resistance to novobiocin in Staphylococcus aureus
    • Fujimoto-Nakamura M, Ito H, Oyamada Y et al. Accumulation of mutations in both gyrB and parE genes is associated with high-level resistance to novobiocin in Staphylococcus aureus. Antimicrob Agents Chemother 2005; 49: 3810-5.
    • (2005) Antimicrob Agents Chemother , vol.49 , pp. 3810-3815
    • Fujimoto-Nakamura, M.1    Ito, H.2    Oyamada, Y.3
  • 35
    • 44449163372 scopus 로고    scopus 로고
    • Biological activities of novel gyrase inhibitors of the aminocoumarin class
    • Anderle C, Stieger M, Burrell M et al. Biological activities of novel gyrase inhibitors of the aminocoumarin class. Antimicrob Agents Chemother 2008; 52: 1982-90.
    • (2008) Antimicrob Agents Chemother , vol.52 , pp. 1982-1990
    • Anderle, C.1    Stieger, M.2    Burrell, M.3
  • 36
    • 27144482726 scopus 로고    scopus 로고
    • The effects of metal ions on the structure and stability of the DNA gyrase B protein
    • Sissi C, Marangon E, Chemello A et al. The effects of metal ions on the structure and stability of the DNA gyrase B protein. J Mol Biol 2005; 353: 1152-60.
    • (2005) J Mol Biol , vol.353 , pp. 1152-1160
    • Sissi, C.1    Marangon, E.2    Chemello, A.3
  • 37
    • 1642461379 scopus 로고    scopus 로고
    • Antimicrobial and DNA gyrase-inhibitory activities of novel clorobiocin derivatives produced by mutasynthesis
    • Galm U, Heller S, Shapiro S et al. Antimicrobial and DNA gyrase-inhibitory activities of novel clorobiocin derivatives produced by mutasynthesis. Antimicrob Agents Chemother 2004; 48: 1307-12.
    • (2004) Antimicrob Agents Chemother , vol.48 , pp. 1307-1312
    • Galm, U.1    Heller, S.2    Shapiro, S.3
  • 38
    • 0038121041 scopus 로고    scopus 로고
    • Fluoroquinolones: action and resistance
    • Drlica K, Malik M. Fluoroquinolones: action and resistance. Curr Top Med Chem 2003; 3: 249-82.
    • (2003) Curr Top Med Chem , vol.3 , pp. 249-282
    • Drlica, K.1    Malik, M.2
  • 39
    • 0023216576 scopus 로고
    • Comparative in vitro activity of CI934, a new fluoroquinolone, alone and in combination with coumermycin, against gram-positive bacteria
    • van der Auwera P, Vandermies A, Grenier P et al. Comparative in vitro activity of CI934, a new fluoroquinolone, alone and in combination with coumermycin, against gram-positive bacteria. Drugs Exp Clin Res 1987; 13: 125-32.
    • (1987) Drugs Exp Clin Res , vol.13 , pp. 125-132
    • van der Auwera, P.1    Vandermies, A.2    Grenier, P.3
  • 40
    • 34547828246 scopus 로고    scopus 로고
    • Emergence and maintenance of resistance to fluoroquinolones and coumarins in Staphylococcus aureus: predictions from in vitro studies
    • Vickers AA, O'Neill AJ, Chopra I. Emergence and maintenance of resistance to fluoroquinolones and coumarins in Staphylococcus aureus: predictions from in vitro studies. J Antimicrob Chemother 2007; 60: 269-73.
    • (2007) J Antimicrob Chemother , vol.60 , pp. 269-273
    • Vickers, A.A.1    O'Neill, A.J.2    Chopra, I.3


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