Isolation and structural elucidation of nitrogenous secondary metabolites from terrestrial and marine streptomyces spp

Mohamed Shaaban, Khaled A. Shaaban, Elisabeth Helmke, Iris Grün-Wollny, Hartmut Laatsch

Research output: Contribution to journalArticlepeer-review

1 Scopus citations

Abstract

Screening and chromatography of extracts from a terrestrial and a marine-derived streptomycete yielded two new nitrogenous benzene derivatives, namely (S)-N-[3-hydroxy-1-(4-hydroxyphenyl)-propyl]-acetamide (1a), and (R)-2-(1-methyl-2-oxopropylamino)-benzoic acid (2). Additionally, eight known compounds were isolated, 2-acetamidophenol, phenazine-1-carboxylic acid, phenazine-1-carboxylic acid methyl ester, perlolyrin, tyrosol, uracil, and anthranilic acid. The structures of the new compounds were deduced from high resolution mass, 1D and 2D NMR spectra and by comparison with related compounds from the literature. The absolute configuration of 1a and 2 was determined by comparison of experimental and calculated CD and ORD data.

Original languageEnglish
Pages (from-to)351-354
Number of pages4
JournalNatural Product Communications
Volume12
Issue number3
DOIs
StatePublished - Mar 2017

Keywords

  • Absolute configuration
  • DFT calculations
  • N-Acetyl-ß-homotyrosol
  • N-Alkylanthranilic acid
  • Streptomycetes

ASJC Scopus subject areas

  • Pharmacology
  • Plant Science
  • Drug Discovery
  • Complementary and alternative medicine

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