New antimicrobial cycloartane triterpenes from Acalypha communis

J Nat Prod. 2002 Jun;65(6):872-5. doi: 10.1021/np020044g.

Abstract

Three new cycloartane-type triterpenes, 16 alpha-hydroxymollic (1), 15 alpha-hydroxymollic (2), and 7 beta,16 beta-dihydroxy-1,23-dideoxyjessic acids (3), were isolated from the aerial parts of Acalypha communis. The structures of the novel triterpenes were determined by spectroscopic methods as well as chemical derivatization. These compounds were tested for their antimicrobial activity against Gram-positive and -negative bacteria. Compounds 1-3 exhibited moderate antimicrobial activity (MIC 8, 32, 8 microg/mL, respectively) against vancomycin-resistant enterococci. In addition, compound 1 was found to be active against methicillin-resistant staphylococci. In contrast, compounds 1-3 were poorly active against Gram-negative bacteria. Compound 3 was tested in an in vivo model; it did not provide protection to mice infected with Staphylococcus aureus.

Publication types

  • Research Support, U.S. Gov't, Non-P.H.S.
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification*
  • Anti-Bacterial Agents / pharmacology
  • Argentina
  • Gram-Negative Bacteria / drug effects
  • Gram-Positive Bacteria / drug effects
  • Mass Spectrometry
  • Methicillin Resistance
  • Microbial Sensitivity Tests
  • Models, Biological
  • Molecular Conformation
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Plants, Medicinal / chemistry*
  • Triterpenes / chemistry
  • Triterpenes / isolation & purification*
  • Triterpenes / pharmacology
  • Vancomycin / pharmacology

Substances

  • 15 alpha-hydroxymollic acid
  • 16 alpha-hydroxymollic acid
  • 7beta,16beta-dihydroxy-1,23-dideoxyjessic acid
  • Anti-Bacterial Agents
  • Triterpenes
  • Vancomycin