Bacillus methylotrophicus ASWU-C2, a strain inhabiting hot desert soil, a new source for antibacterial bacillopyrone, pyrophen, and cyclopeptides

Z Naturforsch C J Biosci. 2018 Dec 19;74(1-2):55-59. doi: 10.1515/znc-2018-0093.

Abstract

A strain of Bacillus methylotrophicus was isolated from a soil sample collected in Aswan eastern desert, which is known for its extremely arid climate. After fermentation of the strain in liquid culture and subsequent extraction, a bioassay-guided isolation procedure yielded five compounds: 2-benzyl-4H-pyran-4-one, named bacillopyrone (1), pyrophen (2), macrolactin A (3) and the cyclopeptides malformin A1 (4), and bacillopeptin A (5). The structures were determined by interpretation of nuclear magnetic resonance (NMR) spectroscopy and high resolution mass spectrometry (HR-MS) data. This is the first report on the isolation of compounds 1 and 2 from Bacillus species; compound 1 was reported previously as synthetic product. Bacillopyrone (1) exhibited moderate activity against the Gram-negative Chromobacterium violaceum with minimum inhibitory concentration 266.6 μg/mL, while macrolactin A (3) and malformin A1 (4) inhibited Staphylococcus aureus (minimum inhibitory concentrations 13.3 and 133.3 μg/mL, respectively).

Keywords: Bacillus methylotrophicus; cyclopeptides; pyrophen; γ-pyrone.

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / metabolism*
  • Bacillus / chemistry
  • Bacillus / isolation & purification
  • Bacillus / metabolism*
  • Chromobacterium / drug effects
  • Microbial Sensitivity Tests
  • Molecular Conformation
  • Peptides, Cyclic / chemistry*
  • Peptides, Cyclic / isolation & purification
  • Peptides, Cyclic / pharmacology
  • Phenylalanine / analogs & derivatives
  • Phenylalanine / chemistry
  • Phenylalanine / isolation & purification
  • Phenylalanine / pharmacology
  • Pyrones / chemistry*
  • Pyrones / isolation & purification
  • Pyrones / pharmacology
  • Soil Microbiology*
  • Staphylococcus aureus / drug effects

Substances

  • Anti-Bacterial Agents
  • Peptides, Cyclic
  • Pyrones
  • pyrophen
  • Phenylalanine