메뉴 건너뛰기




Volumn 43, Issue 12, 2000, Pages 2324-2331

Hydroxamic acid derivatives as potent peptide deformylase inhibitors and antibacterial agents

Author keywords

[No Author keywords available]

Indexed keywords

3 (BENZENESULFINYL)HEPTANOIC ACID HYDROXYAMIDE; 3 (PHENYLSULFONYL)HEPTANOIC ACID HYDROXYAMIDE; ACTINONIN; ANTIINFECTIVE AGENT; CARBONYL CYANIDE CHLOROPHENYLHYDRAZONE; ENZYME INHIBITOR; HYDROXAMIC ACID; PEPTIDE DEFORMYLASE INHIBITOR; UNCLASSIFIED DRUG;

EID: 17644447403     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm000018k     Document Type: Article
Times cited : (123)

References (34)
  • 1
    • 0031552348 scopus 로고    scopus 로고
    • Structure-function relationships within the peptide deformylase family. Evidence for a conserved architecture of the active site involving three conserved motifs and a metal ion
    • Meinnel, T.; Lazennec, C.; Villoing, S.; Blanquet, S. Structure-function relationships within the peptide deformylase family. Evidence for a conserved architecture of the active site involving three conserved motifs and a metal ion. J. Mol. Biol. 1997, 267, 749-761.
    • (1997) J. Mol. Biol. , vol.267 , pp. 749-761
    • Meinnel, T.1    Lazennec, C.2    Villoing, S.3    Blanquet, S.4
  • 2
    • 0031567127 scopus 로고    scopus 로고
    • A survey of polypeptide deformylase function throughout the eubacterial lineage
    • Mazel, D.; Coic, E.; Blanchard, S.; Saurin, W.; Marliere, P. A survey of polypeptide deformylase function throughout the eubacterial lineage. J. Mol. Biol. 1997, 266, 939-949.
    • (1997) J. Mol. Biol. , vol.266 , pp. 939-949
    • Mazel, D.1    Coic, E.2    Blanchard, S.3    Saurin, W.4    Marliere, P.5
  • 3
    • 0028053015 scopus 로고
    • Genetic characterization of polypeptide deformylase a distinctive enzyme of eubacterial translation
    • Mazel, D.; Pochet, S.; Marliere, P. Genetic characterization of polypeptide deformylase a distinctive enzyme of eubacterial translation. EMBO J. 1994, 13, 914-923.
    • (1994) EMBO J. , vol.13 , pp. 914-923
    • Mazel, D.1    Pochet, S.2    Marliere, P.3
  • 4
    • 0024533173 scopus 로고
    • Inhibition of synovial collagenase by actinonin. Structure-activity relationship
    • Lelievre, Y.; Bouboutou, R.; Cartwright, T. Inhibition of synovial collagenase by actinonin. Structure-activity relationship. Pathol. Biol. 1989, 37, 43-46.
    • (1989) Pathol. Biol. , vol.37 , pp. 43-46
    • Lelievre, Y.1    Bouboutou, R.2    Cartwright, T.3
  • 7
    • 0000296163 scopus 로고    scopus 로고
    • Peptide deformylase, a new type of mononuclear iron protein
    • Rajagopalan, P. T. R.; Yu, X. C.; Pei, D. Peptide deformylase, a new type of mononuclear iron protein. J. Am. Chem. Soc. 1997, 119, 12418-12419.
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 12418-12419
    • Rajagopalan, P.T.R.1    Yu, X.C.2    Pei, D.3
  • 8
    • 0032496227 scopus 로고    scopus 로고
    • Structure of peptide deformylase and identification of the substrate binding site
    • Becker, A.; Schlichting, I.; Kabsch, W.; Schultz, S.; Wagner, A. F. V. Structure of peptide deformylase and identification of the substrate binding site. J. Biol. Chem. 1998, 273, 11413-11416.
    • (1998) J. Biol. Chem. , vol.273 , pp. 11413-11416
    • Becker, A.1    Schlichting, I.2    Kabsch, W.3    Schultz, S.4    Wagner, A.F.V.5
  • 9
    • 0032546490 scopus 로고    scopus 로고
    • Isolation and crystallization of functionnally competent Escherichia coli peptide deformylase forms containing either iron or nickel in the active site
    • Groche, D.; Becker, A.; Schlichting, I.; Kabsch, W.; Schultz, S.; Wagner A. F. V. Isolation and crystallization of functionnally competent Escherichia coli peptide deformylase forms containing either iron or nickel in the active site. Biochem. Biophys. Res. Commun. 1998, 246, 342-346.
    • (1998) Biochem. Biophys. Res. Commun. , vol.246 , pp. 342-346
    • Groche, D.1    Becker, A.2    Schlichting, I.3    Kabsch, W.4    Schultz, S.5    Wagner, A.F.V.6
  • 11
    • 0033551093 scopus 로고    scopus 로고
    • Structural basis for the design of antibiotics targeting peptide deformylase
    • Hao, B.; Gong, W.; Rajagopalan, R.; Zhou, Y.; Pei, D.; Chan, M. K. Structural basis for the design of antibiotics targeting peptide deformylase. Biochemistry 1999, 38, 4712-4719.
    • (1999) Biochemistry , vol.38 , pp. 4712-4719
    • Hao, B.1    Gong, W.2    Rajagopalan, R.3    Zhou, Y.4    Pei, D.5    Chan, M.K.6
  • 12
    • 0001491590 scopus 로고
    • Trimethylsilylketene. Acylation and olefination reactions
    • Ruden, R. A. Trimethylsilylketene. Acylation and Olefination Reactions. J. Org. Chem. 1974, 39, 3607-3608.
    • (1974) J. Org. Chem. , vol.39 , pp. 3607-3608
    • Ruden, R.A.1
  • 13
    • 0032492910 scopus 로고    scopus 로고
    • Studies of asymmetric [2+2] cycloaddition of silylketenes and aldehydes employing Ti-TADDOL catalysts
    • Woon, H.; Romo, D. Studies of asymmetric [2+2] cycloaddition of silylketenes and aldehydes employing Ti-TADDOL catalysts. Tetrahedron Lett. 1998, 39, 2877-2880.
    • (1998) Tetrahedron Lett. , vol.39 , pp. 2877-2880
    • Woon, H.1    Romo, D.2
  • 14
    • 33845553416 scopus 로고
    • Chemistry of oxaziridines. 2. Improved synthesis of 2-sulfonyloxaziridines
    • Davis, A. F.; Stringer, O. D. Chemistry of oxaziridines. 2. Improved synthesis of 2-sulfonyloxaziridines. J. Org. Chem. 1982, 47, 1774-1775.
    • (1982) J. Org. Chem. , vol.47 , pp. 1774-1775
    • Davis, A.F.1    Stringer, O.D.2
  • 15
    • 0000055784 scopus 로고
    • Asymmetric epoxidation of allylic alcohol by modified sharpless reagent
    • Wang, Z.; Zhou, W. Asymmetric epoxidation of allylic alcohol by modified Sharpless reagent. Tetrahedron 1987, 43, 2935-2944.
    • (1987) Tetrahedron , vol.43 , pp. 2935-2944
    • Wang, Z.1    Zhou, W.2
  • 16
    • 0030976231 scopus 로고    scopus 로고
    • Synthesis and absolute stereochemistry of Hagen's-Gland lactones in some parasitic waspes (hymenoptera: Braconidae)
    • Paddon-Jones, G.; Moore, C.; Brecknell, D.; Koenig, W.; Kitching W. Synthesis and absolute stereochemistry of Hagen's-Gland lactones in some parasitic waspes (hymenoptera: braconidae). Tetrahedron Lett. 1997, 38, 3479-3482.
    • (1997) Tetrahedron Lett. , vol.38 , pp. 3479-3482
    • Paddon-Jones, G.1    Moore, C.2    Brecknell, D.3    Koenig, W.4    Kitching, W.5
  • 17
    • 0016658307 scopus 로고
    • Amino acids and peptides. XV. New synthesis of α-amino acids by animation of α-metalated carboxylic acids
    • Oguri, T.; Shioiri,T.; Yamada, S. Amino acids and peptides. XV. New synthesis of α-amino acids by animation of α-metalated carboxylic acids. Chem. Pharm. Bull. 1975, 23, 167-172.
    • (1975) Chem. Pharm. Bull. , vol.23 , pp. 167-172
    • Oguri, T.1    Yamada, S.2
  • 18
    • 0018387211 scopus 로고
    • A fluorometric assay for angiotensin-I converting enzyme in human serum
    • Carmel, A.; Ehrlich-Rogozinsky, S.; Yaron, A. A fluorometric assay for angiotensin-I converting enzyme in human serum. Clin. Chim. Acta 1979, 93, 215-220.
    • (1979) Clin. Chim. Acta , vol.93 , pp. 215-220
    • Carmel, A.1    Ehrlich-Rogozinsky, S.2    Yaron, A.3
  • 19
    • 0029977203 scopus 로고    scopus 로고
    • A highly selective assay for neutral endopeptidase based on the cleavage of a fluorogenic substrate related to Leu-enkephalin
    • Carvalho, K. M.; Boileau, G.; Camargo, A. C. M.; Juliano, L. A highly selective assay for neutral endopeptidase based on the cleavage of a fluorogenic substrate related to Leu-enkephalin. Anal. Biochem. 1996, 237, 167-173.
    • (1996) Anal. Biochem. , vol.237 , pp. 167-173
    • Carvalho, K.M.1    Boileau, G.2    Camargo, A.C.M.3    Juliano, L.4
  • 20
    • 2442767006 scopus 로고    scopus 로고
    • Palmitoylation of the three isoforms of human endothelin-converting enzyme-1
    • Schweizer, A.; Loeffler, B. M.; Rohrer, J. Palmitoylation of the three isoforms of human endothelin-converting enzyme-1. Biochem. J. 1999, 340, 649-656.
    • (1999) Biochem. J. , vol.340 , pp. 649-656
    • Schweizer, A.1    Loeffler, B.M.2    Rohrer, J.3
  • 21
    • 0026505650 scopus 로고
    • A novel coumarin-labeled peptide for sensitive continuous assays of the matrix metalloproteinases
    • Knight, C. G.; Willenbrock, F.; Murphy, G. A novel coumarin-labeled peptide for sensitive continuous assays of the matrix metalloproteinases. FEBS Lett. 1992, 296, 263-266.
    • (1992) FEBS Lett. , vol.296 , pp. 263-266
    • Knight, C.G.1    Willenbrock, F.2    Murphy, G.3
  • 22
    • 0343396583 scopus 로고    scopus 로고
    • Manuscript in preparation
    • Apfel, C. Manuscript in preparation.
    • Apfel, C.1
  • 23
    • 0017200785 scopus 로고
    • Indirect method for assessing the penetration of β-lactamase-nonsusceptible penicillins and cephalosporins in Escherichia coli strains
    • Richmond, M. H.; Clark, D. C.; Wotton, S. Indirect method for assessing the penetration of β-lactamase-nonsusceptible penicillins and cephalosporins in Escherichia coli strains. Antimicrob. Agents Chemother. 1976, 10, 215-218.
    • (1976) Antimicrob. Agents Chemother. , vol.10 , pp. 215-218
    • Richmond, M.H.1    Clark, D.C.2    Wotton, S.3
  • 24
    • 0023854864 scopus 로고
    • Polycation binding to isolated lipopolysaccharide from antibiotic-hypersusceptible mutant strains of Escherichia coli
    • Rocque, W. J.; Fesik, S. W.; Haug, A.; McGroarty, E. J. Polycation binding to isolated lipopolysaccharide from antibiotic-hypersusceptible mutant strains of Escherichia coli. Antimicrob. Agents Chemother. 1988, 32, 308-313.
    • (1988) Antimicrob. Agents Chemother. , vol.32 , pp. 308-313
    • Rocque, W.J.1    Fesik, S.W.2    Haug, A.3    McGroarty, E.J.4
  • 25
    • 0342961156 scopus 로고    scopus 로고
    • Resistance to deformylase inhibitor VRC483 is caused by mutations in formylase transferase
    • San Francisco, CA; Abstract No. 1795, Book of Abstracts, 334
    • Margolis, P.; Hackbarth, C.; White, R.; Lopez, S.; Trias, J. Resistance to deformylase inhibitor VRC483 is caused by mutations in formylase transferase. 39th Annual ICAAC Meeting, San Francisco, CA, 1999; Abstract No. 1795, Book of Abstracts, 334.
    • (1999) 39th Annual ICAAC Meeting
    • Margolis, P.1    Hackbarth, C.2    White, R.3    Lopez, S.4    Trias, J.5
  • 26
    • 0033529488 scopus 로고    scopus 로고
    • Formylation is not essential for initiation of protein synthesis in all eubacteria
    • Newton, D. T.; Creuzenet, C.; Mangroo D. Formylation is not essential for initiation of protein synthesis in all eubacteria. J. Biol. Chem. 1999, 274, 22143-22146.
    • (1999) J. Biol. Chem. , vol.274 , pp. 22143-22146
    • Newton, D.T.1    Creuzenet, C.2    Mangroo, D.3
  • 29
    • 0028303743 scopus 로고
    • Susceptibilities to clarithromycin and erythromycin of isolates of Chlamydia pneumoniae from children with pneumonia
    • Roblin, P. M.; Montalban, G.; Hammerschlag, M. R. Susceptibilities to clarithromycin and erythromycin of isolates of Chlamydia pneumoniae from children with pneumonia. Antimicrob. Agents Chemother. 1994, 38, 1588-1589.
    • (1994) Antimicrob. Agents Chemother. , vol.38 , pp. 1588-1589
    • Roblin, P.M.1    Montalban, G.2    Hammerschlag, M.R.3
  • 30
    • 0024406437 scopus 로고
    • Proton electrochemical potential gradient in vesicles, organelles, and prokaryotic cells
    • Rottenberg, H. Proton electrochemical potential gradient in vesicles, organelles, and prokaryotic cells. Methods Enzymol. 1989, 772, 63-84.
    • (1989) Methods Enzymol. , vol.772 , pp. 63-84
    • Rottenberg, H.1
  • 31
    • 85046526624 scopus 로고
    • Evaluation of single-crystal X-ray diffraction data from a position-sensitive detector
    • Kabsch, W. Evaluation of single-crystal X-ray diffraction data from a position-sensitive detector. J. Appl. Crystallogr. 1988, 21, 916-924.
    • (1988) J. Appl. Crystallogr. , vol.21 , pp. 916-924
    • Kabsch, W.1
  • 32
    • 0028103275 scopus 로고
    • Collaborative computational project, number 4. The CCP4 suite: Programs for protein crystallography
    • Bailey, S. Collaborative Computational Project, Number 4. The CCP4 suite: programs for protein crystallography. Acta Crystallogr. 1994, D50, 760-763.
    • (1994) Acta Crystallogr. , vol.D50 , pp. 760-763
    • Bailey, S.1
  • 34
    • 0029315603 scopus 로고
    • MAB: A generally applicable molecular force field for structure modelling in medicinal chemistry
    • Gerber, P. R.; Müller, K. MAB: A generally applicable molecular force field for structure modelling in medicinal chemistry. J. Comput.-Aided Mol. Des. 1995, 9, 251-268.
    • (1995) J. Comput.-Aided Mol. Des. , vol.9 , pp. 251-268
    • Gerber, P.R.1    Müller, K.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.