Biometals

, Volume 11, Issue 1, pp 1–12

Selective growth promotion and growth inhibition of Gram-negative and Gram-positive bacteria by synthetic siderophore-β-lactam conjugates

  • Ute Möllmann
  • Arun Ghosh
  • Eric K. Dolence
  • Julia A. Dolence
  • Manuka Ghosh
  • Marvin J. Miller
  • R. Reissbrodt
Article

DOI: 10.1023/A:1009266705308

Cite this article as:
Möllmann, U., Ghosh, A., Dolence, E.K. et al. Biometals (1998) 11: 1. doi:10.1023/A:1009266705308

Abstract

Conjugates of a carbacephalosporin with hydroxamate, spermexatol, N,N-bis(2,3-dihydroxybenzoyl)-L-lysine, mixed catecholate/hydroxamate and cyanuric acid-based siderophores were investigated for their potential to promote growth of siderophore indicator strains of Gram-negative and Gram-positive bacteria under iron depleted conditions, for their antibacterial activity and for their ability to use iron transport path-ways to penetrate the Gram-negative bacterial outer membrane. The selective growth promotion of enter-obacterial and pseudomonas strains by hydroxamate, spermexatol and mixed catecholate-hydroxamate siderophore-based conjugates bearing a L- or D-amino acid spacer was correlated with TonB dependent uptake routes. The preferred outer membrane siderophore receptor used in Escherichia coli was found to be Fiu, followed by Cir. Antagonistic effects of siderophores administered with the conjugates to determine antibacterial activity confirmed the active transport of conjugates via siderophore receptors. All of the conjugates were still able to diffuse through the porin proteins OmpC and OmpF. Nevertheless, strong inhibition of E. coli and Pseudomones aeruginosa outer membrane mutants DC2 and K799/61 compared to the parent strains indicated inefficient penetrability of all types of conjugates tested. Mycobacterium smegmatis SG 987 was able to use all of the siderophore-cephalosporin conjugates as growth promotors. Consequently there was no growth inhibition of this strain. © Rapid Science 1998.

antibacterial activity antibiotics conjugates growth promotion outer membrane penetration siderophores 

Copyright information

© Kluwer Academic Publishers 1998

Authors and Affiliations

  • Ute Möllmann
    • 1
  • Arun Ghosh
    • 2
  • Eric K. Dolence
    • 2
  • Julia A. Dolence
    • 2
  • Manuka Ghosh
    • 2
  • Marvin J. Miller
    • 2
  • R. Reissbrodt
    • 3
  1. 1.Hans-Knöll Institut für Naturstoff-ForschungJenaGermany
  2. 2.Department of Chemistry & BiochemistryUniversity of Notre Dame Notre DameUSA
  3. 3.Robert Koch-InstitutBereich WernigerodeWernigerodeGermany