Design, synthesis and structure-activity relationship studies of novel indazole analogues as DNA gyrase inhibitors with Gram-positive antibacterial activity

Bioorganic and Medicinal Chemistry Letters

Volumn 14, Issue 11, 2004, Pages 2857-2862

  Tanitame, Akihiko ^a   Oyamada, Yoshihiro ^a   Ofuji, Keiko ^a   Kyoya, Yoko ^a   Suzuki, Kenji ^a   Ito, Hideaki ^a   Kawasaki, Motoji ^a   Nagai, Kazuo ^b   Wachi, Masaaki ^c   Yamagishi, Jun Ichi ^a  

^a DAINIPPON SUMITOMO PHARMA CO LTD   (Japan)

^b CHUBU UNIVERSITY   (Japan)

^c TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

ATP binding site; DNA gyrase inhibitor; Indazole analogues; Multi drug resistant strains

Indexed keywords

ANTIINFECTIVE AGENT; GYRASE INHIBITOR; INDAZOLE DERIVATIVE;

ANTIBACTERIAL ACTIVITY; ANTIBIOTIC RESISTANCE; ARTICLE; BACTERIAL STRAIN; DRUG DESIGN; DRUG POTENCY; DRUG STRUCTURE; DRUG SYNTHESIS; ENTEROCOCCUS FAECALIS; GRAM POSITIVE BACTERIUM; METHICILLIN RESISTANT STAPHYLOCOCCUS AUREUS; NONHUMAN; STRUCTURE ACTIVITY RELATION;

ANTI-BACTERIAL AGENTS; DNA GYRASE; DNA TOPOISOMERASES; DRUG DESIGN; DRUG RESISTANCE, MULTIPLE; ENTEROCOCCUS FAECALIS; ENZYME INHIBITORS; GRAM-POSITIVE BACTERIA; HUMANS; IMIDAZOLES; INHIBITORY CONCENTRATION 50; MICROBIAL SENSITIVITY TESTS; STAPHYLOCOCCACEAE; STRUCTURE-ACTIVITY RELATIONSHIP;

ENTEROCOCCUS; ENTEROCOCCUS FAECALIS; METHICILLIN RESISTANT STAPHYLOCOCCUS AUREUS; POSIBACTERIA; STAPHYLOCOCCUS; STAPHYLOCOCCUS AUREUS;

EID: 2342485135     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2004.03.044     Document Type: Article

References (18)

1. Niccolai D., Tarsi L., Thomas R. J. Chem. Commun. 1997;2333
2. Chu D.T.W., Plattner J.J., Katz L. J. Med. Chem. 39:1996;3853
3. Ferrero L., Cameron B., Manse B., Lagneaux D., Crouzet J., Famechon A., Blanche F. Mol. Microbiol. 13:1994;641
4. Miyamoto T., Matsumoto J., Chiba K., Egawa H., Shibamori K., Minamida A., Nishimura Y., Okada H., Kataoka M., Fujita M., Hirose T., Nakano J. J. Med. Chem. 33:1990;1645
5. Kim O.K., Ohemeng K.A. Exp. Opin. Ther. Patents. 8:1998;959
6. Maxwell A. Mol. Microbiol. 9:1993;681
7. Boehm H., Boehringer M., Bur D., Gmuender H., Hunber W., Klaus W., Kostrewa D., Kuehne H., Luebbers T., Meunier-Keller N., Mueller F. J. Med. Chem. 43:2000;2664
8. Lubbers T., Angehrn P., Gmunder H., Herzig S., Kulhanek J. Bioorg. Med. Chem. Lett. 10:2000;821
9. J. Med. Chem., in press
10. Wachi M., Iwai N., Kunihisa A., Nagai K. Biochimie. 81:1999;909
11. Hiraga S., Niki H., Ogura T., Ichinose C., Mori H., Ezaki B., Jaffe A. J. Bacteriol. 171:1989;1496
12. Marusawa H., Setoi H., Sawada A., Kuroda A., Seki J., Motoyama Y., Tanaka H. Bioorg. Med. Chem. 10:2002;1399
13. Sato K., Inoue Y., Fujii T., Aoyama H., Inoue M., Mitsuhashi S. Antimicrob. Agents Chemother. 30:1986;777
14. Peng H., Marians K.J. J. Biol. Chem. 268:1993;24481
15. Compounds 19 and 21a-e were an inseparable mixture of diastereomers
16. Spitzner J.R., Chung I.K., Muller M.T. Nucleic Acids Res. 18:1990;1
17. Rarey M., Kramer B., Lengauer T., Klebe G. J. Mol. Biol. 261:1996;470
18. Dauber-Osguthorpe P., Roberts V.A., Osguthorpe D.J., Wollf J., Genest M., Hagler A.T. Proteins: Struct., Funct., Genet. 4:1988;31