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Volumn 57, Issue 9, 2014, Pages 3845-3855

Siderophore receptor-mediated uptake of lactivicin analogues in gram-negative bacteria

Author keywords

[No Author keywords available]

Indexed keywords

AMPICILLIN; AZTREONAM; BETA LACTAMASE; CEFEPIME; CEPHALOSPORIN; DRUG RECEPTOR; LACTIVICIN; MONOBACTAM DERIVATIVE; PENICILLIN BINDING PROTEIN; SIDEROPHORE RECEPTOR; UNCLASSIFIED DRUG;

EID: 84900335969     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm500219c     Document Type: Article
Times cited : (45)

References (54)
  • 1
    • 0000378637 scopus 로고
    • The antibacterial action of cultures of a Penicillium, with special reference to their use in the isolation of B influenzae
    • Fleming, A. The antibacterial action of cultures of a Penicillium, with special reference to their use in the isolation of B. influenzae Br. J. Exp. Pathol. 1929, 10, 226-236
    • (1929) Br. J. Exp. Pathol. , vol.10 , pp. 226-236
    • Fleming, A.1
  • 4
    • 13644269309 scopus 로고    scopus 로고
    • Anonymous. Guidelines for the management of adults with hospital-acquired, ventilator-associated, and healthcare-associated pneumonia. - 416
    • Anonymous. Guidelines for the management of adults with hospital-acquired, ventilator-associated, and healthcare-associated pneumonia. Am. J. Respir. Crit. Care Med. 2005, 171, 388-416.
    • (2005) Am. J. Respir. Crit. Care Med. , vol.171 , pp. 388
  • 6
    • 84862868998 scopus 로고    scopus 로고
    • Current epidemiology and growing resistance of Gram-negative pathogens
    • Livermore, D. M. Current epidemiology and growing resistance of Gram-negative pathogens Korean J. Intern. Med. 2012, 27, 128-142
    • (2012) Korean J. Intern. Med. , vol.27 , pp. 128-142
    • Livermore, D.M.1
  • 7
    • 79957581336 scopus 로고    scopus 로고
    • Status report on carbapenemases: Challenges and prospects
    • Patel, G.; Bonomo, R. A. Status report on carbapenemases: challenges and prospects Expert Rev. Anti-Infect. Ther. 2011, 9, 555-570
    • (2011) Expert Rev. Anti-Infect. Ther. , vol.9 , pp. 555-570
    • Patel, G.1    Bonomo, R.A.2
  • 9
    • 0020972419 scopus 로고
    • Penicillin-binding proteins and the mechanism of action of β-lactam antibiotics
    • Waxman, D. J.; Strominger, J. L. Penicillin-binding proteins and the mechanism of action of β-lactam antibiotics Annu. Rev. Biochem. 1983, 52, 825-869
    • (1983) Annu. Rev. Biochem. , vol.52 , pp. 825-869
    • Waxman, D.J.1    Strominger, J.L.2
  • 10
    • 43949129098 scopus 로고    scopus 로고
    • Physicochemical properties of antibacterial compounds: Implications for drug discovery
    • OShea, R.; Moser, H. E. Physicochemical properties of antibacterial compounds: implications for drug discovery J. Med. Chem. 2008, 51, 2871-2878
    • (2008) J. Med. Chem. , vol.51 , pp. 2871-2878
    • Oshea, R.1    Moser, H.E.2
  • 11
    • 67651247598 scopus 로고    scopus 로고
    • Is drug release necessary for antimicrobial activity of siderophore-drug conjugates? Syntheses and biological studies of the naturally occurring salmycin "trojan Horse" antibiotics and synthetic desferridanoxamine- antibiotic conjugates
    • Wencewicz, T. A.; Moellmann, U.; Long, T. E.; Miller, M. J. Is drug release necessary for antimicrobial activity of siderophore-drug conjugates? Syntheses and biological studies of the naturally occurring salmycin "Trojan Horse" antibiotics and synthetic desferridanoxamine-antibiotic conjugates BioMetals 2009, 22, 633-648
    • (2009) BioMetals , vol.22 , pp. 633-648
    • Wencewicz, T.A.1    Moellmann, U.2    Long, T.E.3    Miller, M.J.4
  • 12
    • 84863393586 scopus 로고    scopus 로고
    • Exploiting bacterial iron acquisition: Siderophore conjugates
    • Ji, C.; Juarez-Hernandez, R. E.; Miller, M. J. Exploiting bacterial iron acquisition: siderophore conjugates Future Med. Chem. 2012, 4, 297-313
    • (2012) Future Med. Chem. , vol.4 , pp. 297-313
    • Ji, C.1    Juarez-Hernandez, R.E.2    Miller, M.J.3
  • 14
    • 0025172945 scopus 로고
    • Synthesis and structure-activity relationships of monocarbams leading to U-78608
    • Barbachyn, M. R.; Tuominen, T. C. Synthesis and structure-activity relationships of monocarbams leading to U-78608 J. Antibiot. 1990, 43, 1199-1203
    • (1990) J. Antibiot. , vol.43 , pp. 1199-1203
    • Barbachyn, M.R.1    Tuominen, T.C.2
  • 15
    • 0026566802 scopus 로고
    • Synthesis and antibacterial activity of C-4 substituted monobactams
    • Arnould, J. C.; Boutron, P.; Pasquet, M. J. Synthesis and antibacterial activity of C-4 substituted monobactams Eur. J. Med. Chem. 1992, 27, 131-140
    • (1992) Eur. J. Med. Chem. , vol.27 , pp. 131-140
    • Arnould, J.C.1    Boutron, P.2    Pasquet, M.J.3
  • 16
    • 77952614275 scopus 로고    scopus 로고
    • In vitro properties of BAL30072, a novel siderophore sulfactam with activity against multiresistant Gram-negative bacilli
    • Page, M. G. P.; Dantier, C.; Desarbre, E. In vitro properties of BAL30072, a novel siderophore sulfactam with activity against multiresistant Gram-negative bacilli Antimicrob. Agents Chemother. 2010, 54, 2291-2302
    • (2010) Antimicrob. Agents Chemother. , vol.54 , pp. 2291-2302
    • Page, M.G.P.1    Dantier, C.2    Desarbre, E.3
  • 17
    • 77950215859 scopus 로고    scopus 로고
    • Activity of the siderophore monobactam BAL30072 against multiresistant non-fermenters
    • Mushtaq, S.; Warner, M.; Livermore, D. Activity of the siderophore monobactam BAL30072 against multiresistant non-fermenters J. Antimicrob. Chemother. 2010, 65, 266-270
    • (2010) J. Antimicrob. Chemother. , vol.65 , pp. 266-270
    • Mushtaq, S.1    Warner, M.2    Livermore, D.3
  • 21
    • 0023022549 scopus 로고
    • Structure of lactivicin, an antibiotic having a new nucleus and similar biological activities to β-lactam antibiotics
    • Harada, S.; Tsubotani, S.; Hida, T.; Ono, H.; Okazaki, H. Structure of lactivicin, an antibiotic having a new nucleus and similar biological activities to β-lactam antibiotics Tetrahedron Lett. 1986, 27, 6229-6232
    • (1986) Tetrahedron Lett. , vol.27 , pp. 6229-6232
    • Harada, S.1    Tsubotani, S.2    Hida, T.3    Ono, H.4    Okazaki, H.5
  • 23
    • 0024491605 scopus 로고
    • Lactivicin, a naturally occurring non-β-lactam antibiotic having β-lactam-like action: Biological activities and mode of action
    • Nozaki, Y.; Katayama, N.; Harada, S.; Ono, H.; Okazaki, H. Lactivicin, a naturally occurring non-β-lactam antibiotic having β-lactam-like action: biological activities and mode of action J. Antibiot. 1989, 42, 84-93
    • (1989) J. Antibiot. , vol.42 , pp. 84-93
    • Nozaki, Y.1    Katayama, N.2    Harada, S.3    Ono, H.4    Okazaki, H.5
  • 25
    • 81155162497 scopus 로고    scopus 로고
    • Diazabicyclooctanes (DBOs): A potent new class of non-β-lactam β-lactamase inhibitors
    • Coleman, K. Diazabicyclooctanes (DBOs): A potent new class of non-β-lactam β-lactamase inhibitors Curr. Opin. Microbiol. 2011, 14, 550-555
    • (2011) Curr. Opin. Microbiol. , vol.14 , pp. 550-555
    • Coleman, K.1
  • 26
    • 84870218839 scopus 로고    scopus 로고
    • Development of new drugs for an old target - The penicillin binding proteins
    • Zervosen, A.; Sauvage, E.; Frere, J.-M.; Charlier, P.; Luxen, A. Development of new drugs for an old target-the penicillin binding proteins Molecules 2012, 17, 12478-12505
    • (2012) Molecules , vol.17 , pp. 12478-12505
    • Zervosen, A.1    Sauvage, E.2    Frere, J.-M.3    Charlier, P.4    Luxen, A.5
  • 28
    • 0018891635 scopus 로고
    • Electronic structures of cephalosporins and penicillins. 11. Parabolic relationships between antibacterial activity of cephalosporins and β-lactam reactivity predicted from molecular orbital calculations
    • Boyd, D. B.; Herron, D. K.; Lunn, W. H. W.; Spitzer, W. A. Electronic structures of cephalosporins and penicillins. 11. Parabolic relationships between antibacterial activity of cephalosporins and β-lactam reactivity predicted from molecular orbital calculations J. Am. Chem. Soc. 1980, 102, 1812-1814
    • (1980) J. Am. Chem. Soc. , vol.102 , pp. 1812-1814
    • Boyd, D.B.1    Herron, D.K.2    Lunn, W.H.W.3    Spitzer, W.A.4
  • 30
    • 0142010987 scopus 로고    scopus 로고
    • Cyclic hydroxamates, especially multiply substituted [1,2]oxazinan-3-ones
    • Wolfe, S.; Wilson, M.-C.; Cheng, M.-H.; Shustov, G. V.; Akuche, C. I. Cyclic hydroxamates, especially multiply substituted [1,2]oxazinan-3-ones Can. J. Chem. 2003, 81, 937-960
    • (2003) Can. J. Chem. , vol.81 , pp. 937-960
    • Wolfe, S.1    Wilson, M.-C.2    Cheng, M.-H.3    Shustov, G.V.4    Akuche, C.I.5
  • 31
    • 0023632085 scopus 로고
    • Synthesis of phenoxyacetyl-N-sulphonyl cycloserine
    • Baldwin, J. E.; Ng, S. C.; Pratt, A. J. Synthesis of phenoxyacetyl-N- sulphonyl cycloserine Tetrahedron Lett. 1987, 28, 4319-4320
    • (1987) Tetrahedron Lett. , vol.28 , pp. 4319-4320
    • Baldwin, J.E.1    Ng, S.C.2    Pratt, A.J.3
  • 32
    • 0025914265 scopus 로고
    • Synthesis of phenoxyacetyl-N-(hydroxydioxocyclobutenyl)cycloserines
    • Ueda, Y.; Crast, L. B., Jr.; Mikkilineni, A. B.; Partyka, R. A. Synthesis of phenoxyacetyl-N-(hydroxydioxocyclobutenyl)cycloserines Tetrahedron Lett. 1991, 32, 3767-3770
    • (1991) Tetrahedron Lett. , vol.32 , pp. 3767-3770
    • Ueda, Y.1    Crast, Jr.L.B.2    Mikkilineni, A.B.3    Partyka, R.A.4
  • 35
    • 0025232007 scopus 로고
    • Synthesis and antibacterial activity of lactivicin derivatives
    • Tamura, N.; Matsushita, Y.; Kawano, Y.; Yoshioka, K. Synthesis and antibacterial activity of lactivicin derivatives Chem. Pharm. Bull. 1990, 38, 116-122
    • (1990) Chem. Pharm. Bull. , vol.38 , pp. 116-122
    • Tamura, N.1    Matsushita, Y.2    Kawano, Y.3    Yoshioka, K.4
  • 37
    • 0027432481 scopus 로고
    • Synthesis and biological activity of C-3′ ortho- dihydroxyphthalimido cephalosporins
    • Baudart, M. G.; Hennequin, L. F. Synthesis and biological activity of C-3′ ortho-dihydroxyphthalimido cephalosporins J. Antibiot. 1993, 46, 1458-1470
    • (1993) J. Antibiot. , vol.46 , pp. 1458-1470
    • Baudart, M.G.1    Hennequin, L.F.2
  • 41
    • 67650094768 scopus 로고    scopus 로고
    • This is not your mothers repressor: The complex role of fur in pathogenesis
    • Carpenter, B. M.; Whitmire, J. M.; Merrell, D. S. This is not your mothers repressor: The complex role of Fur in pathogenesis Infect. Immun. 2009, 77, 2590-2601
    • (2009) Infect. Immun. , vol.77 , pp. 2590-2601
    • Carpenter, B.M.1    Whitmire, J.M.2    Merrell, D.S.3
  • 43
    • 77955353169 scopus 로고    scopus 로고
    • Structural basis for the interaction of lactivicins with serine β-lactamases
    • Brown, T., Jr.; Charlier, P.; Herman, R.; Schofield, C. J.; Sauvage, E. Structural basis for the interaction of lactivicins with serine β-lactamases J. Med. Chem. 2010, 53, 5890-5894
    • (2010) J. Med. Chem. , vol.53 , pp. 5890-5894
    • Brown, Jr.T.1    Charlier, P.2    Herman, R.3    Schofield, C.J.4    Sauvage, E.5
  • 44
    • 84867339853 scopus 로고    scopus 로고
    • Crystal structure of a preacylation complex of the β-lactamase inhibitor sulbactam bound to a sulfenamide bond-containing thiol-β- lactamase
    • Rodkey, E. A.; Drawz, S. M.; Sampson, J. M.; Bethel, C. R.; Bonomo, R. A.; van den Akker, F. Crystal structure of a preacylation complex of the β-lactamase inhibitor sulbactam bound to a sulfenamide bond-containing thiol-β-lactamase J. Am. Chem. Soc. 2012, 134, 16798-16804
    • (2012) J. Am. Chem. Soc. , vol.134 , pp. 16798-16804
    • Rodkey, E.A.1    Drawz, S.M.2    Sampson, J.M.3    Bethel, C.R.4    Bonomo, R.A.5    Van Den Akker, F.6
  • 45
    • 0031059866 scopus 로고    scopus 로고
    • Processing of X-ray diffraction data collected in oscillation mode
    • Otwinowski, Z.; Minor, W. Processing of X-ray diffraction data collected in oscillation mode Methods Enzymol. 1997, 276, 307-326
    • (1997) Methods Enzymol. , vol.276 , pp. 307-326
    • Otwinowski, Z.1    Minor, W.2
  • 49
    • 0027169515 scopus 로고
    • Main-chain bond lengths and bond angles in protein structures
    • Laskowski, R. A.; Moss, D. S.; Thornton, J. M. Main-chain bond lengths and bond angles in protein structures J. Mol. Biol. 1993, 231, 1049-1067
    • (1993) J. Mol. Biol. , vol.231 , pp. 1049-1067
    • Laskowski, R.A.1    Moss, D.S.2    Thornton, J.M.3
  • 51
    • 17244367197 scopus 로고    scopus 로고
    • New scale factors for harmonic vibrational frequencies using the B3LYP density functional method with the triple-Ζ basis set 6-311+G(d,p)
    • Andersson, M. P.; Uvdal, P. New scale factors for harmonic vibrational frequencies using the B3LYP density functional method with the triple-Ζ basis set 6-311+G(d,p) J. Phys. Chem. A 2005, 109, 2937-2941
    • (2005) J. Phys. Chem. A , vol.109 , pp. 2937-2941
    • Andersson, M.P.1    Uvdal, P.2
  • 52
    • 66349120487 scopus 로고    scopus 로고
    • Universal solvation model based on solute electron density and on a continuum model of the Solvent defined by the bulk dielectric constant and atomic surface tensions
    • Marenich, A. V.; Cramer, C. J.; Truhlar, D. G. Universal solvation model based on solute electron density and on a continuum model of the Solvent defined by the bulk dielectric constant and atomic surface tensions J. Phys. Chem. B 2009, 113, 6378-6396
    • (2009) J. Phys. Chem. B , vol.113 , pp. 6378-6396
    • Marenich, A.V.1    Cramer, C.J.2    Truhlar, D.G.3
  • 53
    • 33750614386 scopus 로고
    • Reaction path following in mass-weighted internal coordinates
    • Gonzalez, C.; Schlegel, H. B. Reaction path following in mass-weighted internal coordinates J. Phys. Chem. 1990, 94, 5523-5527
    • (1990) J. Phys. Chem. , vol.94 , pp. 5523-5527
    • Gonzalez, C.1    Schlegel, H.B.2
  • 54
    • 84900301565 scopus 로고    scopus 로고
    • Clinical Laboratory Standards Institute (CLSI). Methodsfor dilution antimicrobial susceptibility tests for bacteria thatgrow aerobically: approved standard. CLSI, M07, (. CLSI. Performance standards for antimicrobial susceptibility testing: 19th informational supplement. CLSI, M100, 2009b
    • Clinical Laboratory Standards Institute (CLSI). Methodsfor dilution antimicrobial susceptibility tests for bacteria thatgrow aerobically: approved standard. CLSI, M07, (2009a. CLSI. Performance standards for antimicrobial susceptibility testing: 19th informational supplement. CLSI, M100, 2009b.
    • (2009)


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