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Volumn 53, Issue 3, 2003, Pages 188-195

Synthesis and biological activity of tris- and tetrakiscatecholate siderophores based on poly-aza alkanoic acids or alkylbenzoic acids and their conjugates with β-lactam antibiotics

Author keywords

Catecholates, acetylated, antibacterial activity, synthesis; Iron transport; Siderophores; Lactam antibiotics

Indexed keywords

ALKANOIC ACID; AMPICILLIN; ANTIINFECTIVE AGENT; BENZOIC ACID DERIVATIVE; BETA LACTAM ANTIBIOTIC; IRON; SIDEROPHORE;

EID: 0037236867     PISSN: 00044172     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-0031-1297093     Document Type: Article
Times cited : (20)

References (26)
  • 2
    • 0018800383 scopus 로고
    • Agrobactin, a siderophore from Agrobacterium tumefaciens
    • Ong, S. A., Peterson, T., Neilands, J. B., Agrobactin, a Siderophore from Agrobacterium tumefaciens. J. Biol. Chem. 254, 1860 (1979)
    • (1979) J. Biol. Chem. , vol.254 , pp. 1860
    • Ong, S.A.1    Peterson, T.2    Neilands, J.B.3
  • 3
    • 0027175401 scopus 로고
    • Structures of two polyamine-containing catecholate siderophores from Vibrio fluvialis
    • Yamamoto, S., Okujo, N., Fujita, Y. et al., Structures of Two Polyamine-Containing Catecholate Siderophores from Vibrio fluvialis. J. Biochem. 113, 538 (1993)
    • (1993) J. Biochem. , vol.113 , pp. 538
    • Yamamoto, S.1    Okujo, N.2    Fujita, Y.3
  • 4
    • 0028281932 scopus 로고
    • Structure of vulnibactin, a new polyamine-containing siderophore from Vibrio vulnificus
    • Okujo, N., Saito, M., Yamamoto, S. et al., Structure of vulnibactin, a new polyamine-containing siderophore from Vibrio vulnificus. BioMetals 7, 109 (1994)
    • (1994) BioMetals , vol.7 , pp. 109
    • Okujo, N.1    Saito, M.2    Yamamoto, S.3
  • 6
    • 0018622812 scopus 로고
    • Sulfonated catecholamide analogues of enterobactin as iron sequestering agents
    • Weitl, F. L., Harris, W. R., Raymond, K. N., Sulfonated Catecholamide Analogues of Enterobactin as Iron Sequestering Agents. J. Med. Chem. 22, 1281 (1979)
    • (1979) J. Med. Chem. , vol.22 , pp. 1281
    • Weitl, F.L.1    Harris, W.R.2    Raymond, K.N.3
  • 7
    • 0028122020 scopus 로고
    • New synthetic probes of the iron transport system of paracoccus denitrificans
    • Buckley, G. M., Pattenden, G., Whiting, D. A., New Synthetic Probes of the Iron Transport System of Paracoccus denitrificans. Tetrahedron 50, 11781 (1994)
    • (1994) Tetrahedron , vol.50 , pp. 11781
    • Buckley, G.M.1    Pattenden, G.2    Whiting, D.A.3
  • 8
    • 37049070180 scopus 로고
    • Synthesis of parabactin analogues and formation of transition metal complexes of parabactin and related compounds
    • Miyasaka, T., Yoshimitsu, N., Fujita, E. et al., Synthesis of Parabactin Analogues and Formation of Transition Metal Complexes of Parabactin and Related Compounds. J. Chem. Soc. Perkon Trans. II 1543 (1987)
    • (1987) J. Chem. Soc. Perkon Trans. II , pp. 1543
    • Miyasaka, T.1    Yoshimitsu, N.2    Fujita, E.3
  • 10
    • 0002434218 scopus 로고    scopus 로고
    • Myxochelins B, C, D, E and F: A new structural principle for powerful siderophores imitating nature
    • Ambrosi, H. D., Hartmann, V., Pistorius, D. et al., Myxochelins B, C, D, E and F: A New Structural Principle for Powerful Siderophores Imitating Nature. Eur. J. Org. Chem. 541 (1998)
    • (1998) Eur. J. Org. Chem. , pp. 541
    • Ambrosi, H.D.1    Hartmann, V.2    Pistorius, D.3
  • 11
    • 0033535408 scopus 로고    scopus 로고
    • Synthesis and electrochemical study of a new chiral tris-catecholamide analogue of enterobactin
    • Cheraiti, N., Brik, M. E., Gaudemer, A. et al., Synthesis and Electrochemical Study of a New Chiral Tris-catecholamide Analogue of Enterobactin. Bioorg. Med. Chem. Lett. 9, 781 (1999)
    • (1999) Bioorg. Med. Chem. Lett. , vol.9 , pp. 781
    • Cheraiti, N.1    Brik, M.E.2    Gaudemer, A.3
  • 12
    • 0001104164 scopus 로고
    • Ferric ion sequestering agents. 15. Synthesis, solution chemistry and electrochemistry of a new cationic analogue of enterobactin
    • Rodgers, S. J., Lee, C., Ng, C. Y. et al., Ferric Ion Sequestering Agents. 15. Synthesis, Solution Chemistry and Electrochemistry of a New Cationic Analogue of Enterobactin. Inorg. Chem. 26, 1622 (1987)
    • (1987) Inorg. Chem. , vol.26 , pp. 1622
    • Rodgers, S.J.1    Lee, C.2    Ng, C.Y.3
  • 13
    • 85021615757 scopus 로고
    • Structural and spectroscopic characterisation of chiral ferric tris-catecholamides: Unraveling the design of enterobactin
    • Stack, T. D. P., Karpishin, T. B., Raymond, K. N., Structural and Spectroscopic Characterisation of Chiral Ferric Tris-Catecholamides: Unraveling the Design of Enterobactin. Inorg. Chem. Acta 114, 1512 (1992)
    • (1992) Inorg. Chem. Acta , vol.114 , pp. 1512
    • Stack, T.D.P.1    Karpishin, T.B.2    Raymond, K.N.3
  • 14
    • 0000284495 scopus 로고    scopus 로고
    • From biomimetic ion carriers to helical structures
    • Shanzer, A., Libman, J., From Biomimetic Ion Carriers to Helical Structures. Croat. Chem. Acta 69, 709 (1996)
    • (1996) Croat. Chem. Acta , vol.69 , pp. 709
    • Shanzer, A.1    Libman, J.2
  • 15
    • 0000267211 scopus 로고
    • Tripodal peptides with chiral conformations stabilized by interstrand hydrogen bonds
    • Tor, Y., Libman, J., Shanzer, A. et al., Tripodal Peptides with Chiral Conformations Stabilized by Interstrand Hydrogen Bonds. J. Am. Chem. Soc. 114, 6653 (1992)
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 6653
    • Tor, Y.1    Libman, J.2    Shanzer, A.3
  • 16
    • 0036257561 scopus 로고    scopus 로고
    • New synthetic catecholate-type siderophores with triamine backbone
    • Heinisch, L., Gebhardt, P., Heidersbach, R. et al., New synthetic catecholate-type siderophores with triamine backbone. Bio-Metals 15, 133 (2002)
    • (2002) Bio-Metals , vol.15 , pp. 133
    • Heinisch, L.1    Gebhardt, P.2    Heidersbach, R.3
  • 17
    • 0025843512 scopus 로고
    • Evaluation of Ro 09- 1428, a new parenteral cephalosporin with high antipseudomonal activity
    • Arisawa, M., Sekine, Y., Shimizu, S. et al., Evaluation of Ro 09-1428, a New Parenteral Cephalosporin with High Antipseudomonal Activity. Antimicrob. Agents Chemother. 35, 653 (1991)
    • (1991) Antimicrob. Agents Chemother. , vol.35 , pp. 653
    • Arisawa, M.1    Sekine, Y.2    Shimizu, S.3
  • 18
    • 0029975373 scopus 로고    scopus 로고
    • New trends in cephalosporin developments: Catechol and isoxazolidin cephalosporins
    • Muñoz-Bellido, J.-L., Garcia Rodriguez J. A., New trends in cephalosporin developments: catechol and isoxazolidin cephalosporins. Infect. Dis. Clin. Pract. 5, 232 (1996)
    • (1996) Infect. Dis. Clin. Pract. , vol.5 , pp. 232
    • Muñoz-Bellido, J.-L.1    Garcia Rodriguez, J.A.2
  • 19
    • 0033880462 scopus 로고    scopus 로고
    • 8-Acyloxy-1,3-benzoxazine-2,4-diones as siderophore components of antibiotics
    • Wittmann, S., Scherlitz-Hofmann, I., Möllmann, U. et al., 8-Acyloxy-1,3-benzoxazine-2,4-diones as Siderophore Components of Antibiotics. Arzneim. Forsch./Drug Res. 50 (II), 752-757 (2000)
    • (2000) Arzneim. Forsch./Drug Res. , vol.50 , Issue.2 , pp. 752-757
    • Wittmann, S.1    Scherlitz-Hofmann, I.2    Möllmann, U.3
  • 22
    • 0020328057 scopus 로고
    • A simple method for the production of mycobactin, the lipid-soluble siderophore, from mycobacteria
    • Hall, M. J., Ratledge, C., A simple method for the production of mycobactin, the lipid-soluble siderophore, from mycobacteria. FEMS Microbiol. Lett. 15, 133 (1982)
    • (1982) FEMS Microbiol. Lett. , vol.15 , pp. 133
    • Hall, M.J.1    Ratledge, C.2
  • 24
    • 0024326210 scopus 로고    scopus 로고
    • In vitro antibacterial activity and beta-lactamase stability of new carbapenem SM- 7338
    • Sumita, Y., Inoue, M., Mitsuhashi, S., In vitro Antibacterial Activity and Beta-lactamase Stability of New Carbapenem SM-7338. Eur. J. Clin. Microb. Infect. Dis. 8, 908 (1998)
    • (1998) Eur. J. Clin. Microb. Infect. Dis. , vol.8 , pp. 908
    • Sumita, Y.1    Inoue, M.2    Mitsuhashi, S.3
  • 25
    • 0025707199 scopus 로고
    • Dihydroxybenzoylserine - A siderophore for E. coli
    • Hantke, K. Dihydroxybenzoylserine - a Siderophore for E. coli. FEMS Microbiol. Lett. 67, 5 (1990)
    • (1990) FEMS Microbiol. Lett. , vol.67 , pp. 5
    • Hantke, K.1
  • 26
    • 0002993045 scopus 로고
    • G. Winkelmann, D. van Helm, J. B. Neilands (eds.), Verlag Chemie, Weinheim
    • Earhart, C. F., in: Iron transport in microbes, plants and animals. G. Winkelmann, D. van Helm, J. B. Neilands (eds.), pp. 67-84, Verlag Chemie, Weinheim (1987)
    • (1987) Iron Transport in Microbes, Plants and Animals , pp. 67-84
    • Earhart, C.F.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.