Partition of piperidinoethylesters of 2-alkyloxyphenylcarbamic acid in unilamellar phosphatidylcholine liposomes

Gen Physiol Biophys. 1992 Jun;11(3):269-72.

Abstract

Molar partition coefficients for amphiphilic N-[2-(2-alkyl-oxyphenyl-carbamoyloxy)-ethyl]-piperidinium chlorides (PAA) between small unilamellar egg yolk phosphatidyl choline liposomes and saline, as determined by ultraviolet difference spectroscopy at 22 degrees C, pH 5-6, v = 34640 cm-1, and at 100 mumol/l PAA concentration, were 149, 1990, and 7474 for PAA with 5, 7, and 9 carbon atoms in the alkyloxy substituent, respectively. At the PAA concentration used, the cut-off in biological activities of PAAs with long alkyloxy substituents could not be caused by the self-association of PAA molecules in the aqueous phase.

Publication types

  • Comparative Study

MeSH terms

  • Carbamates / chemistry*
  • Esters
  • Liposomes*
  • Phosphatidylcholines*
  • Piperidines / chemistry*
  • Structure-Activity Relationship

Substances

  • Carbamates
  • Esters
  • Liposomes
  • Phosphatidylcholines
  • Piperidines