Mechanism of inhibition of DNA gyrase by ES-1273, a novel DNA gyrase inhibitor

Microbiology and Immunology

Volumn 51, Issue 10, 2007, Pages 977-984

  Oyamada, Yoshihiro ^a   Yamagishi, Jun Ichi ^a   Kihara, Takahiro ^a   Yoshida, Hiroaki ^a   Wachi, Masaaki ^b   Ito, Hideaki ^a  

^a DAINIPPON SUMITOMO PHARMA CO LTD   (Japan)

^b TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

A gyrase inhibitor; DNA gyrase; Topoisomerase IV

Indexed keywords

ADENOSINE TRIPHOSPHATASE; COUMARIN; DNA TOPOISOMERASE (ATP HYDROLYSING); DNA TOPOISOMERASE IV; ES 0615; ES 1273; GYRASE INHIBITOR; NOVOBIOCIN; QUINOLINE DERIVED ANTIINFECTIVE AGENT; SPARFLOXACIN; UNCLASSIFIED DRUG;

ANTIBACTERIAL ACTIVITY; ARTICLE; BACTERIAL STRAIN; CELL ASSAY; CONTROLLED STUDY; DNA BINDING; DRUG MECHANISM; DRUG SCREENING; ENZYME ACTIVITY; ENZYME INHIBITION; ENZYME MECHANISM; GEL MOBILITY SHIFT ASSAY; INCUBATION TIME; NONHUMAN; STAPHYLOCOCCUS AUREUS; SURFACE PLASMON RESONANCE;

STAPHYLOCOCCUS AUREUS;

EID: 35448950270     PISSN: 03855600     EISSN: 13480421     Source Type: Journal    
DOI: 10.1111/j.1348-0421.2007.tb03994.x     Document Type: Article

References (29)

1. Bernard, P., Kezdy, K.E., Van Melderen, L., Steyaert, J., Wyns, L., Pato, M.L., Higgins, P.N., and Couturier, M. 1993. The F plasmid CcdB protein induces efficient ATP-dependent DNA cleavage by gyrase. J. Mol. Biol. 234: 534-541.
2. Champoux, J.J. 2001. DNA topoisomerases: structure, function, and mechanism. Annu. Rev. Biochem. 70: 369-413.
3. Chatterji, M., and Nagaraja, V. 2002. GyrI: a counter-defensive strategy against proteinaceous inhibitors of DNA gyrase. EMBO Rep. 3: 261-267.
4. Couturier, M., Bahassi, El-M., and Van Melderen, L. 1998. Bacterial death by DNA gyrase poisoning. Trends Microbiol. 6: 269-275.
5. Flatman, R.H., Howells, A.J., Heide, L., Fiedler, H.-P., and Maxwell, A. 2005. Simocyclinone D8, an inhibitor of DNA gyrase with a novel mode of action. Antimicrob. Agents Chemother. 49: 1093-1100.
6. Fujimoto-Nakamura, M., Ito, H., Oyamada, Y., Nishino, T., and Yamagishi, J.-I. 2005. Accumulation of mutations in both gyrB and parE genes is associated with high-level resistance to novobiocin in Staphylococcus aureus. Antimicrob. Agents Chemother. 49: 3810-3815.
7. Hardy, C.D., and Cozzarelli, N.R. 2003. Alteration of Escherichia coli topoisomerase IV to novobiocin resistance. Antimicrob. Agents Chemother. 47: 941-947.
8. Heddle, J.G., Lu, T., Zhao, X., Drlica, K., and Maxwell, A. 2001. gyrB-225, a mutation of DNA gyrase that compensates for topoisomerase I deficiency: investigation of its low activity and quinolone hypersensitivity. J. Mol. Biol. 309: 1219-1231.
9. Hiasa, H., and Marians, K.J. 1996. Two distinct modes of strand unlinking during θ-type DNA replication. J. Biol. Chem. 271: 21529-21535.
10. Hiasa, H., Yousef, D.O., and Marians, K.J. 1996. DNA strand cleavage is required for replication fork arrest by a frozen topoisomerase-quinolone-DNA ternary complex. J. Biol. Chem. 271: 26424-26429.
11. Levine, C., Hiasa, H., and Marians, K.J. 1998. DNA gyrase and topoisomerase IV: biochemical activities, physiological roles during chromosome replication, and drug sensitivities. Biochim. Biophys. Acta 1400: 29-43.
12. Lewis, R.J., Singh, O.M., Smith, C.V., Skarzynski, T., Maxwell, A., Wonacott, A.J., and Wigley, D.B. 1996. The nature of inhibition of DNA gyrase by the coumarins and the cyclothialidines revealed by X-ray crystallography. EMBO J. 15: 1412-1420.
13. Liu, J. 1994. Microcin B17: posttranslational modifications and their biological implications. Proc. Natl. Acad. Sci. U.S.A. 91: 4618-4620.
14. Cerritelli, M.E., and Studier, F.W. 1996. Purification and characterization of T7 head-tail connectors expressed from the cloned gene. J. Mol. Biol. 258: 299-307.
15. Maxwell, A., and Lawson, D.M. 2003. The ATP-binding site of type II topoisomerases as a target for antibacterial drugs. Curr. Top. Med. Chem. 3: 283-303.
16. Nakada, N., Gmünder, H., Hirata, T., and Arisawa, M. 1994. Mechanism of inhibition of DNA gyrase by cyclothialidine, a novel DNA gyrase inhibitor. Antimicrob. Agents Chemother. 38: 1966-1973.
17. Nakanishi, A., Oshida, T., Matsushita, T., Imajoh-Ohmi, S., and Ohnuki, T. 1998. Identification of DNA gyrase inhibitor (GyrI) in Escherichia coli. J. Biol. Chem. 273: 1933-1938.
18. National Committee for Clinical Laboratory Standards. 2003. Methods for dilution antimicrobial susceptibility tests for bacteria that grow aerobically; approved standards M7-A6, 6th ed, National Committee for Clinical Laboratory Standards, Wayne, Penn.
19. Oyamada, Y., Ito, H., Fujimoto-Nakamura, M., Tanitame, A., Iwai, N., Nagai, K., Yamagishi, J.-I., and Wachi, M. 2006. Anucleate cell blue assay: a useful tool for identifying novel type II topoisomerase inhibitors. Antimicrob. Agents Chemother. 50: 348-350.
20. Peng, H., and Marians, K.J. 1993. Escherichia coli topoisomerase IV. Purification, characterization, subunit structure, and subunit interactions. J. Biol. Chem. 268: 24481-24490.
21. Piddock, L.J. 1999. Mechanisms of fluoroquinolone resistance: an update 1994-1998. Drugs 58 (Suppl 2): 11-18.
22. Stieger, M., Angehrn, P., Wohlgensinger, B., and Gmünder, H. 1996. GyrB mutations in Staphylococcus aureus strains resistant to cyclothialidine, coumermycin, and novobiocin. Antimicrob. Agents Chemother. 40: 1060-1062.
23. Sugino, A., Peebles, C.L., Kreuzer, K.N., and Cozzarelli, N.R. 1977. Mechanism of action of nalidixic acid: purification of Escherichia coli nalA gene product and its relationship to DNA gyrase and a novel nicking-closing enzyme. Proc. Natl. Acad. Sci. U.S.A. 74: 4767-4771.
24. Tanitame, A., Oyamada, Y., Ofuji, K., Fujimoto, M., Iwai, N., Hiyama, Y., Suzuki, K., Ito, H., Kawasaki, M., Nagai, K., Wachi, M., and Yamagishi, J.-I. 2004. Synthesis and antibacterial activity of a novel series of potent DNA gyrase inhibitors. Pyrazole derivatives. J. Med. Chem. 47: 3693-3696.
25. Vizan, J.L., Hernandez-Chico, C., del Castillo, I., and Moreno, F. 1991. The peptide antibiotic microcin B17 induces double-strand cleavage of DNA mediated by E. coli DNA gyrase. EMBO J. 10: 467-476.
26. 2+ chelator, EGTA. Biochimie 81: 909-913.
27. Watanabe, J., Nakada, N., Sawairi, S., Shimada, H., Ohshima, S., Kamiyama, T., and Arisawa, M. 1994. Cyclothialidine, a novel DNA gyrase inhibitor. I. Screening, taxonomy, fermentation and biological activity. J. Antibiot. 47: 32-36.
28. Yamagishi, J.-I., Kojima, T., Oyamada, Y., Fujimoto, K., Hattori, H., Nakamura, S., and Inoue, M. 1996. Alterations in the DNA topoisomerase IV grlA gene responsible for quinolone resistance in Staphylococcus aureus. Antimicrob. Agents Chemother. 40: 1157-1163.
29. Zechiedrich, E.L., and Cozzarelli, N.R. 1995. Roles of topoisomerase IV and DNA gyrase in DNA unlinking during replication in Escherichia coli. Genes Dev. 9: 2859-2869.