Spirobacillenes A and B, unusual spiro-cyclopentenones from Lysinibacillus fusiformis KMC003

Org Lett. 2012 Oct 5;14(19):5002-5. doi: 10.1021/ol302115z. Epub 2012 Sep 17.

Abstract

Two previously unreported spiro-cyclopentenones, spirobacillenes A (1) and B (2), were isolated from the 24 h broth culture of Lysinibacillus fusiformis KMC003 derived from acidic coal-mine drainage. The structures of 1 and 2 were elucidated by analyses of the NMR, HRFABMS, single-crystal X-ray diffraction crystallography, and circular dichroism (CD) spectral data. Compound 1 possessed moderate inhibitory activity against the production of nitric oxide (NO) and reactive oxygen species (ROS).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Bacillaceae / chemistry*
  • Cell Line
  • Cyclopentanes / chemistry*
  • Cyclopentanes / isolation & purification
  • Mice
  • Models, Molecular
  • Molecular Conformation
  • Nitric Oxide / chemistry
  • Reactive Oxygen Species / chemistry
  • Spiro Compounds / chemistry*
  • Spiro Compounds / isolation & purification

Substances

  • Cyclopentanes
  • Reactive Oxygen Species
  • Spiro Compounds
  • spirobacillene A
  • spirobacillene B
  • Nitric Oxide