Synthesis, siderophore, and antimicrobial evaluation of a spermidine-based tricatecholate siderophore and carbacephalosporin conjugate

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Abstract

The synthesis of a novel spermidine-based tricatecholate compound and the corresponding carbacephalosporin conjugate are described. Interestingly, both compounds exhibited significant siderophore (growth-promoting) activity for several strains of E. coli.

The synthesis and biological evaluation of a novel spermidine-based tricatecholate siderophore and the corresponding carbacephalosporin conjugate are described.

References (16)

  • F.L. Weitl et al.

    J. Am. Chem. Soc.

    (1979)
    F.L. Weitl et al.

    J. Med. Chem.

    (1981)
  • J.A. McKee et al.

    Bioconj. Chem.

    (1991)
  • S.K. Sharma et al.

    J. Med. Chem.

    (1989)
  • R.J. Bergeron
  • M.J. Miller et al.

    Biol. Metals

    (1991)
    E.K. Dolence et al.

    J. Med. Chem.

    (1990)
    E.K. Dolence et al.

    J. Med. Chem.

    (1991)
    M.J. Miller

    Chem. Rev.

    (1989)
  • C.L. Atkin et al.

    Biochemistry

    (1968)
There are more references available in the full text version of this article.

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