7-Hydroxytropolone produced and utilized as an iron-scavenger by Pseudomonas donghuensis

Biometals. 2016 Oct;29(5):817-26. doi: 10.1007/s10534-016-9954-0. Epub 2016 Aug 19.

Abstract

Pseudomonas donghuensis can excrete large quantities of iron chelating substances in iron-restricted environments. At least two kinds of iron-chelator can be found in the culture supernatant: fluorescent siderophores pyoverdins, and an ethyl acetate-extractable non-fluorescent substance. The non-fluorescent substance was the dominant contributor to the iron chelating activity of the culture supernatant of P. donghuensis. Electron ionization mass spectrometry, NMR spectroscopy, and IR spectroscopy identified the non-fluorescent iron-chelator as 7-hydroxytropolone. The stoichiometry of 7-hydroxytropolone ferric complex was determined to be 2:1 by the continuous variation method. The production of 7-hydroxytropolone was repressible by iron in the medium. Moreover, the inhibited growth of doubly siderophore-deficient strain of P. donghuensis under iron-limiting conditions could be partly restored by 7-hydroxytropolone. Thus, 7-hydroxytropolone was considered to play a previously undiscovered role as an iron-scavenger for P. donghuensis.

Keywords: 7-Hydroxytropolone; 7-Hydroxytropolone ferric complex; Pseudomonas donghuensis; Siderophore.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Dose-Response Relationship, Drug
  • Iron Chelating Agents / metabolism*
  • Iron Chelating Agents / pharmacology
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Organometallic Compounds / metabolism*
  • Organometallic Compounds / pharmacology
  • Pseudomonas / drug effects
  • Pseudomonas / growth & development
  • Pseudomonas / metabolism*
  • Structure-Activity Relationship
  • Tropolone / analogs & derivatives*
  • Tropolone / metabolism
  • Tropolone / pharmacology

Substances

  • Iron Chelating Agents
  • Organometallic Compounds
  • 7-hydroxytropolone
  • Tropolone