Chemical Genetic Identification of Peptidoglycan Inhibitors Potentiating Carbapenem Activity against Methicillin-Resistant Staphylococcus aureus

Chemistry and Biology

Volumn 16, Issue 8, 2009, Pages 837-848

  Huber, Joann ^a   Donald, Robert G K ^a   Lee, Sang Ho ^a   Jarantow, Lisa Wang ^a   Salvatore, Michael J ^a   Meng, Xin ^a   Painter, Ronald ^a   Onishi, Russell H ^a   Occi, James ^a   Dorso, Karen ^a   Young, Katherine ^a   Park, Young Whan ^a   Skwish, Stephen ^a   Szymonifka, Michael J ^a   Waddell, Tim S ^a   Miesel, Lynn ^a   Phillips, John W ^a   Roemer, Terry ^a  

^a MERCK RESEARCH LABORATORIES   (United States)

Author keywords

CHEMBIO; MICROBIO

Indexed keywords

2 (2 CHLOROPHENYL) 3 (1 (2,3 DIMETHYLBENZYL)PIPERIDIN 4 YL) 5 FLUORO 1H INDOLE; 2-(2-CHLOROPHENYL)-3-(1-(2,3-DIMETHYLBENZYL)PIPERIDIN-4-YL)-5-FLUORO-1H-INDOLE; 3 (1 ((2,3 DIMETHYLPHENYL)METHYL)PIPERIDIN 4 YL) 1 METHYL 2 PYRIDIN 4 YL 1H INDOLE; 3-(1-((2,3-DIMETHYLPHENYL)METHYL)PIPERIDIN-4-YL)-1-METHYL-2-PYRIDIN-4-YL-1H-INDOLE; ANTIINFECTIVE AGENT; CARBAPENEM DERIVATIVE; COMPLEMENTARY RNA; INDOLE DERIVATIVE; PEPTIDOGLYCAN; PIPERIDINE DERIVATIVE;

ARTICLE; CHEMISTRY; DRUG EFFECT; DRUG POTENTIATION; GENETICS; METABOLISM; METHICILLIN RESISTANT STAPHYLOCOCCUS AUREUS; RNA INTERFERENCE;

ANTI-BACTERIAL AGENTS; CARBAPENEMS; DRUG SYNERGISM; INDOLES; METHICILLIN-RESISTANT STAPHYLOCOCCUS AUREUS; PEPTIDOGLYCAN; PIPERIDINES; RNA INTERFERENCE; RNA, ANTISENSE;

ESCHERICHIA COLI; METHICILLIN RESISTANT STAPHYLOCOCCUS AUREUS; STAPHYLOCOCCUS AUREUS;

EID: 69049091879     PISSN: 10745521     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.chembiol.2009.05.012     Document Type: Article

References (45)

1. Bancroft E.A. Antimicrobials resistance: It's not just for hospitals. JAMA 298 (2007) 1803-1804
2. Berger-Bächi B., and Rohrer S. Factors influencing methicillin resistance in Staphylococci. Arch. Microbiol. 178 (2002) 165-171
3. Berger-Bächi B., Strässle A., Gustafson J.E., and Kayser F.H. Mapping and characterization of multiple chromosomal factors involved in methicillin resistance in Staphylococcus aureus. Antimicrob. Agents Chemother. 36 (1992) 1367-1373
4. Bugg T.D.H., and Walsh C.T. Intracellular steps of bacterial cell wall peptidoglycan biosynthesis: enzymology, antibiotics, and antibiotic resistance. Nat. Prod. Rep. 9 (1992) 199-215
5. Bush K., Heep M., Macielag M.J., and Noel G.J. Anti-MRSA β-lactams in development, with a focus on ceftobiprole: the first anti-MRSA β-lactam to demonstrate clinical efficacy. Expert Opin. Investig. Drugs 16 (2007) 419-429
6. de Lencastre H., and Tomasz A. Reassessment of the number of auxiliary genes essential for expression of high-level methicillin resistance in Staphylococcus aureus. Antimicrob. Agents Chemother. 38 (1994) 2590-2598
7. de Lencastre H., Wu S.W., Pinho M.G., Ludovice A.M., Filipe S., Gardete S., Sobral R., Gill S., Chung M., and Tomasz A. Antibiotic resistance as a stress response: complete sequencing of a large number of chromosomal loci in Staphylococcus aureus strain COL that impact on the expression of resistance to methicillin. Microb. Drug Resist. 5 (1999) 163-175
8. de Lencastre H., Oliveira D., and Tomasz A. Antibiotic resistant Staphylococcus aureus: a paradigm of adaptive power. Curr. Opin. Microbiol. 10 (2007) 428-435
9. Donald R.G.K., Skwish S., Forsyth A.R., Anderson J.W., Zhong T., Burns C., Lee S., Meng X., LoCastro L., Wang L., et al. A novel Staphylococcus aureus fitness test platform for mechanism-based profiling of antibacterial compounds. Chem. Biol. 16 (2009) 826-836 this issue
10. El Zoeiby A., Sanschagrin F., and Levesque R.C. Structure and function of the Mur enzymes: development of novel inhibitors. Mol. Microbiol. 47 (2003) 1-12
11. Forsyth R.A., Haselbeck R.J., Ohlsen K.L., Yamamoto R.T., Xu H., Trawick J.D., Wall D., Wang L., Brown-Driver V., Froelich J.M., et al. A genome-wide strategy for the identification of essential genes in Staphylococcus aureus. Mol. Microbiol. 43 (2002) 1387-1400
12. Gardete S., Ludovice A.M., Sobral R.G., Filipe S.R., de Lencastre H., and Tomasz A. Role of murE in the Expression of beta-lactam antibiotic resistance in Staphylococcus aureus. J. Bacteriol. 186 (2004) 1705-1713
13. Green D.W. The bacterial cell wall as a source of antibacterial targets. Expert Opin. Ther. Targets 6 (2002) 1-19
14. Hugonnet J.E., Tremblay L.W., Boshoff H.I., Barry III C.E., and Blanchard J.S. Meropenem-clavulanate is effective against extensively drug-resistant Mycobacterium tuberculosis. Science 323 (2009) 1215-1218
15. Inoue A., Murata Y., Takahashi H., Tsuji N., Fujisaki S., and Kato J. Involvement of an essential gene, mviN, in murein synthesis in Escherichia coli. J. Bacteriol. 190 (2008) 7298-7301
16. Keith C.T., Borisy A.A., and Stockwell B.R. Multicomponent therapeutics for networked systems. Nat. Rev. Drug Discov. 4 (2005) 71-78
17. Klevens R.M., Morrison M.A., Nadle J., Petit S., Gershman K., Ray S., Harrison L.H., Lynfield R., Dumyati G., Townes J.M., et al. Invasive methicillin-resistant Staphylococcus aureus infections in the United States. JAMA 298 (2007) 1763-1771
18. Komatsuzawa H., Fujiwara T., Nishi H., Yamada S., Ohara M., McCallum N., Berger-Bächi B., and Sugai M. The gate controlling cell wall synthesis in Staphylococcus aureus. Mol. Microbiol. 53 (2004) 1221-1231
19. Kraemer G.R., and Iandolo J.J. High-frequency transformation of Staphylococcus aureus by electroporation. Curr. Microbiol. 21 (1990) 373-376
20. Matsuhashi M., Song M.D., Ishino F., Wachi M., Doi M., Inoue M., Ubukata K., Yamashita N., and Konno M. Molecular cloning of the gene of a penicillin-binding protein supposed to cause high resistance to beta-lactam antibiotics in Staphylococcus aureus. J. Bacteriol. 167 (1986) 975-980
21. Maymó-Gatell X., Chien Y., Gossett J.M., and Zinder S.H. Isolation of a bacterium that reductively dechlorinates tetrachloroethene to ethene. Science 276 (1997) 1568-1571
22. Memmi G., Filipe S.R., Pinho M.G., Fu Z., and Cheung A. Staphylococcus aureus PBP4 is essential for β-lactam resistance in community-acquired methicillin-resistant strains. Antimicrob. Agents Chemother. 52 (2008) 3955-3966
23. Miller C., Thomsen L.E., Gaggero C., Mosseri R., Ingmer H., and Cohen S.N. SOS response induction by β-lactams and bacterial defense against antibiotic lethality. Science 305 (2004) 1629-1631
24. Mott J.E., Shaw B.A., Smith J.F., Bonin P.D., Romero D.L., Marotti K.R., and Miller A.A. Resistance mapping and mode of action of a novel class of antibacterial anthranilic acids: evidence for disruption of cell wall biosynthesis. J. Antimicrob. Chemother. 62 (2008) 720-729
25. Novick R.P. In: Miller J.H. (Ed). Methods In Enzymology; Bacterial Genetic Systems Volume 204 (1991), Academic Press, New York 587-636
26. Onishi H.R., Pelak B.A., Gerckens L.S., Silver L.L., Kahan F.M., Chen M.H., Patchett A.A., Galloway S.M., Hyland S.A., Anderson M.S., and Raetz C.R. Antibacterial agents that inhibit lipid A biosynthesis. Science 274 (1996) 980-982
27. Payne D.J., Gwynn M.N., Holmes D.J., and Pompliano D.L. Drugs for bad bugs: confronting the challenges of antibacterial discovery. Nat. Rev. Drug Discov. 6 (2007) 29-40
28. Pinho M.G., and Errington J. Dispersed mode of Staphylococcus aureus cell wall synthesis in the absence of the division machinery. Mol. Microbiol. 50 (2003) 871-881
29. Pinho M.G., de Lencastre H., and Tomasz A. An acquired and a native penicillin-binding protein cooperate in building the cell wall of drug-resistant Staphylococci. Proc. Natl. Acad. Sci. USA 98 (2001) 10886-10891
30. Pinho M.G., Filipe S.R., de Lencastre H., and Tomasz A. Complementation of the essential peptidoglycan transpeptidase function of penicillin-binding protein 2 (PBP2) by the drug resistance protein PBP2A in Staphylococcus aureus. J. Bacteriol. 183 (2001) 6525-6531
31. Projan S.J., and Bradford P.A. Late stage antibacterial drugs in the clinical pipeline. Curr. Opin. Microbiol. 10 (2007) 441-446
32. Rohrer S., Ehlert K., Tschierske M., Labischinski H., and Berger-Bächi B. The essential Staphylococcus aureus gene fmhB is involved in the first step of peptidoglycan pentaglycine interpeptide formation. Proc. Natl. Acad. Sci. USA 96 (1999) 9351-9356
33. Ruiz N. Bioinformatics identification of MurJ (MviN) as the peptidoglycan lipid II flippase in Escherichia coli. Proc. Natl. Acad. Sci. USA 105 (2008) 15553-15557
34. Ruiz N. Streptococcus pyogenes YtgP (Spy_390) complements Escherichia coli strains depleted of the putative peptidoglycan flippase MurJ. Antimicrob. Agents Chemother. 53 (2009) 3604-3605
35. Scheffers D.J., and Pinho M.G. Bacterial cell wall synthesis: new insights from localization studies. Microbiol. Mol. Biol. Rev. 69 (2005) 585-607
36. Sieradzki K., Chung M., and Tomasz A. Role of a sodium-dependent symporter homologue in the thermosensitivity of β-lactam antibiotic resistance and cell wall composition in Staphylococcus aureus. Antimicrob. Agents Chemother. 52 (2008) 505-512
37. Silver L.L. Novel inhibitors of bacterial cell wall synthesis. Curr. Opin. Microbiol. 6 (2003) 431-438
38. Silver L.L. Multi-targeting by monotherapeutic antibacterials. Nat. Rev. Drug Discov. 6 (2007) 41-55
39. Sobral R.G., Ludovice A.M., Gardete S., Tabei K., De Lencastre H., and Tomasz A. Normally functioning murF is essential for the optimal expression of methicillin resistance in Staphylococcus aureus. Microb. Drug Resist. 9 (2003) 231-241
40. Song M.D., Wachi M., Doi M., Ishino F., and Matsuhashi M. Evolution of an inducible penicillin-target protein in methicillin-resistant Staphylococcus aureus by gene fusion. FEBS Lett. 221 (1987) 167-171
41. Styers D., Sheehan D.J., Hogan P., and Sahm D.F. Laboratory-based surveillance of current antimicrobial resistance patterns and trends among Staphylococcus aureus: 2005 status in the United States. Ann. Clin. Microbiol. Antimicrob. 5 (2006) 1-9
42. van Heijenoort J. Recent advances in the formation of the bacterial peptidoglycan monomer unit. Nat. Prod. Rep. 18 (2001) 503-519
43. Walsh C. Molecular mechanisms that confer antibacterial drug resistance. Nature 406 (2000) 775-781
44. Xia M.M., Lunsford R.D., McDevitt D., and Iordanescu S. Rapid method for the identification of essential genes in Staphylococcus aureus. Plasmid 42 (1999) 144-149
45. Yeh P., Tschumi A.I., and Kishony R. Functional classification of drugs by properties of their pairwise interactions. Nat. Genet. 38 (2006) 489-494