Click reaction synthesis of carbohydrate derivatives from ristocetin aglycon with antibacterial and antiviral activity

Bioorg Med Chem Lett. 2010 May 1;20(9):2713-7. doi: 10.1016/j.bmcl.2010.03.080. Epub 2010 Mar 27.

Abstract

New sugar derivatives of ristocetin were prepared by copper-catalyzed 1,3-dipolar cycloaddition reaction using azido-ristocetin aglycon and various propargyl glycosides. Some of them were found to be active against gram-positive bacteria and showed favorable antiviral activity against the H1N1 subtype of influenza A virus.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology
  • Antiviral Agents / chemical synthesis*
  • Antiviral Agents / chemistry
  • Antiviral Agents / pharmacology
  • Catalysis
  • Copper / chemistry
  • Doxorubicin / analogs & derivatives*
  • Doxorubicin / chemistry
  • Humans
  • Influenza A Virus, H1N1 Subtype / drug effects
  • Microbial Sensitivity Tests
  • Ristocetin / analogs & derivatives*
  • Ristocetin / chemical synthesis
  • Ristocetin / pharmacology

Substances

  • Anti-Bacterial Agents
  • Antiviral Agents
  • ristocetin aglycon
  • Ristocetin
  • Copper
  • Doxorubicin