A concise synthesis and antimicrobial activities of 3-polyamino-23,24-bisnorcholanes as steroid-polyamine conjugates

Bioorg Med Chem Lett. 2011 Jul 1;21(13):3861-5. doi: 10.1016/j.bmcl.2011.05.048. Epub 2011 May 24.

Abstract

A series of steroid-polyamine conjugates were synthesized and evaluated for their antimicrobial activity. This study was focused on the effect of stereochemistry at the C-3 and C-5 of steroids and types of polyamine at C-3 on activity against various human pathogens. All the conjugates exhibited strong antimicrobial activities against Gram-positive strains. Compound 18 was found to be the most potent in these series with a MIC value as low as 1 μg/mL against the bacterium Staphylococcus aureus ATCC6538P.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Infective Agents / chemical synthesis*
  • Anti-Infective Agents / chemistry
  • Anti-Infective Agents / pharmacology*
  • Cholanes / chemical synthesis*
  • Cholanes / chemistry
  • Cholanes / pharmacology*
  • Gram-Positive Bacteria / drug effects*
  • Humans
  • Microbial Sensitivity Tests
  • Polyamines / chemical synthesis
  • Polyamines / chemistry
  • Polyamines / pharmacology
  • Structure-Activity Relationship

Substances

  • Anti-Infective Agents
  • Cholanes
  • Polyamines