Pseudochelin A, a siderophore of Pseudoalteromonas piscicida S2040

Eva Sonnenschein, Marc Stierhof, Stephan Goralczyk, Floriane M. Vabre, Leonie Pellissier, Kine Østnes Hanssen, Mercedes de la Cruz, Caridad Díaz, Peter de Witte, Daniëlle Copmans, Jeanette Hammer Andersen, Espen Hansen, Venke Kristoffersen, José R. Tormo, Rainer Ebel, Bruce F. Milne, Hai Deng, Lone Gram, Marcel Jaspars, Jioji N. Tabudravu

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Abstract

A new siderophore containing a 4,5-dihydroimidazole moiety was isolated from Pseudoalteromonas piscicida S2040 together with myxochelins A and B, alteramide A and its cycloaddition product, and bromo- and dibromoalterochromides. The structure of pseudochelin A was established by spectroscopic techniques including 2D NMR and MS/MS fragmentation data. In bioassays selected fractions of the crude extract of S2040 inhibited the opportunistic pathogen Pseudomonas aeruginosa. Pseudochelin A displayed siderophore activity in the chrome azurol S assay at concentrations higher than 50 μM, and showed weak activity against the fungus Aspergillus fumigatus, but did not display antibacterial, anti-inflammatory or anticonvulsant activity.
Original languageEnglish
JournalTetrahedron
Volume73
Issue number18
Pages (from-to)2633-2637
ISSN0040-4020
DOIs
Publication statusPublished - 2017

Keywords

  • Pseudoalteromonas
  • Siderophore
  • Pseudochelin A
  • NMR
  • LCMS

Cite this

Sonnenschein, E., Stierhof, M., Goralczyk, S., Vabre, F. M., Pellissier, L., Hanssen, K. Ø., de la Cruz, M., Díaz, C., de Witte, P., Copmans, D., Andersen, J. H., Hansen, E., Kristoffersen, V., Tormo, J. R., Ebel, R., Milne, B. F., Deng, H., Gram, L., Jaspars, M., & Tabudravu, J. N. (2017). Pseudochelin A, a siderophore of Pseudoalteromonas piscicida S2040. Tetrahedron, 73(18), 2633-2637. https://doi.org/10.1016/j.tet.2017.03.051