In situ blood-brain barrier permeability of a C-10 paclitaxel carbamate

Bioorg Med Chem Lett. 2008 Dec 1;18(23):6119-21. doi: 10.1016/j.bmcl.2008.10.024. Epub 2008 Oct 10.

Abstract

We report the synthesis and blood-brain barrier (BBB)-permeability of (14)C-CNDR-29, a paclitaxel C-10 carbamate derivative shown to be devoid of P-glycoprotein (Pgp)-interactions, in an in situ mouse brain perfusion model, in comparison with (14)C-paclitaxel. The results presented reveal a 3- to 4-fold higher BBB-permeability for the C-10 modified taxane compared to paclitaxel. These results support the notion that circumvention of Pgp-mediated efflux can lead to higher BBB-permeability. Further studies however are needed to evaluate the therapeutic potential of the C-10 carbamates paclitaxel derivatives for the treatment of CNS diseases.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • ATP Binding Cassette Transporter, Subfamily B, Member 1 / metabolism
  • Animals
  • Blood-Brain Barrier / drug effects*
  • Brain / drug effects
  • Carbamates* / chemical synthesis
  • Carbamates* / chemistry
  • Carbamates* / pharmacology
  • Central Nervous System / metabolism
  • Disease Models, Animal
  • Mice
  • Molecular Structure
  • Neurodegenerative Diseases / drug therapy
  • Paclitaxel / analogs & derivatives*
  • Paclitaxel / chemical synthesis
  • Paclitaxel / chemistry
  • Paclitaxel / pharmacology
  • Permeability
  • Structure-Activity Relationship

Substances

  • (14)C-CNDR-29
  • ATP Binding Cassette Transporter, Subfamily B, Member 1
  • Carbamates
  • Paclitaxel