Barakacin: A thiazolyl-indole alkaloid isolated from a ruminal Pseudomonas sp.

Imene Zendah, Khaled A. Shaaban, Elisabeth Helmke, Armin Maier, Heinz H. Fiebig, Hartmut Laatsch

Research output: Contribution to journalArticlepeer-review

14 Scopus citations

Abstract

A new thiazolyl-indole alkaloid, barakacin (1), has been isolated from the ruminal bacterium Pseudomonas aeruginosa strain ZIO. On the basis of detailed spectroscopic analyses and comparison with the data of related compounds, its structure has been determined as 2-f4-[bis-(1H-indol-3- yl)-methyl]-thiazol-2- ylg-phenol. In addition, the known compounds phenazine-1-carboxylic acid, 3-(hydroxyacetyl)-indole, indole-3-carbaldehyde, and glycolipid A were isolated. The discovery of compounds with a new skeleton emphasizes the importance for exploring new ecological niches like the rumen of bovines for the detection of new natural products. This paper describes the fermentation, isolation, structure elucidation and biological activities of compound 1.

Original languageEnglish
Pages (from-to)417-420
Number of pages4
JournalZeitschrift fur Naturforschung - Section B Journal of Chemical Sciences
Volume67
Issue number5
DOIs
StatePublished - May 2012

Bibliographical note

Funding Information:
We thank R. Machinek for NMR measurements, Dr. H. Frauendorf for the mass spectra, F. Lissy for biological activity tests and A. Kohl for technical assistance. This work was supported by a grant to I. Z. by the DAAD (German Academic Exchange Service).

Keywords

  • Barakacin
  • Indole Derivatives
  • Ruminal Bacterium
  • Thiazolyl Antibiotics

ASJC Scopus subject areas

  • General Chemistry

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