Unusual 22S-spirostane steroids from Dracaena cambodiana

Nat Prod Commun. 2009 Sep;4(9):1197-200.

Abstract

From the methanol extract of Dracaena cambodiana roots two unusual 22S-spirostane steroids (1beta,3beta,14alpha,20R,22S,25R)-spirost-5-ene-1,3,14-triol (1) and (lbeta,3beta,14alpha,15alpha,20R,22S,25R)-spirost-5-ene-tetrol (2) have been isolated, together with a known 22R-spirostane compound, namogenin B (3). Their structures were elucidated by spectroscopic and spectrometric methods, including HRMS and extensive 1D and 2D NMR spectroscopy. Compound 1 showed significant antimicrobial activity against Pseudomonas aeruginosa, Staphylococcus aureus and Fusarium oxysporum, with MIC values of 45.0, 25.0 and 50.0 microg/mL, respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification*
  • Anti-Bacterial Agents / pharmacology
  • Antifungal Agents / chemistry
  • Antifungal Agents / isolation & purification*
  • Antifungal Agents / pharmacology
  • Bacteria / drug effects
  • Bacteria / growth & development
  • Dracaena / chemistry*
  • Fungi / drug effects
  • Fungi / growth & development
  • Microbial Sensitivity Tests
  • Nuclear Magnetic Resonance, Biomolecular
  • Optical Rotation
  • Plant Extracts / chemistry
  • Plant Extracts / isolation & purification
  • Plant Extracts / pharmacology*
  • Plant Roots / chemistry
  • Spectrometry, Mass, Electrospray Ionization
  • Spiro Compounds / chemistry
  • Spiro Compounds / isolation & purification*
  • Spiro Compounds / pharmacology
  • Steroids / chemistry
  • Steroids / isolation & purification*
  • Steroids / pharmacology

Substances

  • Anti-Bacterial Agents
  • Antifungal Agents
  • Plant Extracts
  • Spiro Compounds
  • Steroids