Isolation and characterization of new phenolic siderophores with antimicrobial properties from Pseudomonas sp. UIAU-6B

Emmanuel T. Oluwabusola, Olusoji O. Adebisi, Fernando Reyes, Kojo S. Acquah, Mercedes De la Cruz, Larry L. Mweetwa, Joy E. Rajakulendran, Digby F. Warner, Deng Hai, Rainer Ebel, Marcel Jaspars

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Abstract

Five new phenolic siderophores 1-5 were isolated from the organic extract of a culture broth in a modified SGG medium of Pseu-domonas sp. UIAU-6B, obtained from sediments collected from the Oyun river in North Central Nigeria. The structure of the new compounds, pseudomonin A-C (1-3) and pseudomobactin A and B (4 and 5) isolated alongside two known compounds, pseudomonine (6) and salicylic acid (7), were elucidated based on high-resolution mass spectrometry, 1D and 2D NMR analyses. The absolute configuration of the threonine residue in compounds 1-5 was determined by Marfey analysis. The antimicrobial eval-uation of compound 4 exhibited the most potent activity against vancomycin-sensitive Enterococcus faecium VS144754, followed by 3 and 5, with MIC values ranging from 8 to 32 mu g/mL. Compounds 2 and 3 exhibited moderate activity against Mycobacterium tuberculosis H37Rv, with MIC values of 7.8 and 15.6 mu g/mL, respectively. Plausible biosynthetic hypotheses toward the new com-pounds 1-5 were proposed.

Original languageEnglish
Pages (from-to)2390-2398
Number of pages9
JournalBeilstein journal of organic chemistry
Volume17
DOIs
Publication statusPublished - 13 Sep 2021

Keywords

  • Mycobacterium tuberculosis
  • Phenolic siderophores
  • pseudomonine
  • Pseudomonas sp
  • vancomycin-sensitive Enterococcus faecium

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