Antimicrobial activities of 3-amino- and polyaminosterol analogues of squalamine and trodusquemine

J Enzyme Inhib Med Chem. 2008 Dec;23(6):860-5. doi: 10.1080/14756360701809910.

Abstract

A series of 3-amino- and polyaminosterol analogues of squalamine and trodusquemine were synthesized and evaluated for their in vitro antimicrobial properties against human pathogens. The activity was highly dependent on the structure of the different compounds involved and the best results were obtained with aminosterol derivatives 4b, 4e, 8b, 8e and 8n exhibiting minimum inhibitory concentrations (MICs) against yeasts, Gram positive and Gram negative bacteria at average concentrations of 3.12-12.5 microM.

MeSH terms

  • Amines / chemistry*
  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology
  • Cholestanes / chemical synthesis*
  • Cholestanes / chemistry
  • Cholestanes / pharmacology
  • Cholestanols / chemical synthesis
  • Cholestanols / chemistry
  • Cholestanols / pharmacology
  • Microbial Viability / drug effects
  • Molecular Structure
  • Spermine / analogs & derivatives*
  • Spermine / chemical synthesis
  • Spermine / chemistry
  • Spermine / pharmacology
  • Sterols / chemistry*
  • Structure-Activity Relationship

Substances

  • 3-N-1(spermine)-7, 24-dihydroxy-5-cholestane 24-sulfate
  • Amines
  • Anti-Bacterial Agents
  • Cholestanes
  • Cholestanols
  • Sterols
  • Spermine
  • squalamine