C32-O-phenalkyl ether derivatives of the immunosuppressant ascomycin: a tether length study

Bioorg Med Chem Lett. 1999 Jul 19;9(14):2085-8. doi: 10.1016/s0960-894x(99)00335-2.

Abstract

A tether length study of C32-O-phenalkyl ether derivatives of ascomycin was conducted wherein it was determined that a 2-carbon tether provides optimum in vitro immunosuppressive activity. Oxygen-bearing substituents along the 2-carbon tether can further increase the potency of this design.

MeSH terms

  • Animals
  • Cell Division / drug effects
  • Drug Design
  • Drug Evaluation, Preclinical
  • Immunophilins / metabolism
  • Immunosuppressive Agents / chemical synthesis*
  • Immunosuppressive Agents / metabolism
  • Immunosuppressive Agents / pharmacology*
  • Inhibitory Concentration 50
  • Macrolides / chemical synthesis*
  • Macrolides / pharmacology*
  • Structure-Activity Relationship
  • T-Lymphocytes / drug effects
  • Tacrolimus / analogs & derivatives*
  • Tacrolimus / chemistry
  • Tacrolimus / pharmacology
  • Tacrolimus Binding Proteins

Substances

  • Immunosuppressive Agents
  • Macrolides
  • immunomycin
  • Tacrolimus Binding Proteins
  • Immunophilins
  • Tacrolimus