Xylylated dimers of putrescine and polyamines: influence of the polyamine backbone on spermidine transport inhibition

Bioorg Med Chem Lett. 2003 Oct 6;13(19):3267-71. doi: 10.1016/s0960-894x(03)00668-1.

Abstract

Dimeric norspermidine and spermidine derivatives are strong competitive inhibitors of polyamine transport. A xylyl tether was used for the dimerization of various triamines and spermine via a secondary amino group, and of putrescine via an ether or an amino group. Dimerization of putrescine moieties potentiates their ability to compete against spermidine transport to a much greater extent than for triamine dimers.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biological Transport / drug effects
  • Biological Transport / physiology
  • Dimerization
  • Polyamines / chemistry*
  • Polyamines / metabolism
  • Polyamines / pharmacology
  • Putrescine / chemistry*
  • Putrescine / metabolism
  • Putrescine / pharmacology
  • Spermidine / antagonists & inhibitors*
  • Spermidine / metabolism
  • Xylenes / chemistry*
  • Xylenes / metabolism
  • Xylenes / pharmacology

Substances

  • Polyamines
  • Xylenes
  • Spermidine
  • Putrescine