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

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. Putrescine, spermine, and various triamines dimers crosslinked with a xylyl tether inhibit polyamine transport as a function of the polyamine backbone structure.