Loading…

Dodecaborate cluster lipids with variable headgroups for boron neutron capture therapy: Synthesis, physical–chemical properties and toxicity

New boron-containing lipids with potential use in boron neutron capture therapy of tumors have been prepared. They allow the formation of liposomes with and without helper lipids. We have prepared two new boron-containing lipids with potential use in boron neutron capture therapy of tumors. These li...

Full description

Saved in:
Bibliographic Details
Published in:Journal of organometallic chemistry 2009-05, Vol.694 (11), p.1708-1712
Main Authors: Schaffran, Tanja, Lissel, Franziska, Samatanga, Brighton, Karlsson, Göran, Burghardt, Alexander, Edwards, Katarina, Winterhalter, Mathias, Peschka-Süss, Regine, Schubert, Rolf, Gabel, Detlef
Format: Article
Language:English
Subjects:
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:New boron-containing lipids with potential use in boron neutron capture therapy of tumors have been prepared. They allow the formation of liposomes with and without helper lipids. We have prepared two new boron-containing lipids with potential use in boron neutron capture therapy of tumors. These lipids consist of a diethanolamine frame with two myristoyl chains bonded as esters, and a butylene or ethyleneoxyethylene unit linking the doubly negatively charged dodecaborate cluster to the amino function of the frame, obtained by nucleophilic attack of the amino on the tetrahydrofurane and dioxane derivatives, respectively, of closo-dodecaborate. The latter cluster lipid can form liposomes at 25 °C whereas the former lipid at this temperature assembles into bilayer disks. Both lipids form stable liposomes when mixed with suitable helper lipids. The thermotropic behavior was found to be different for the two lipids, with the butylene lipid showing sharp melting transitions at surprisingly high temperatures. Toxicity in vitro and in vivo varies greatly, with the butylene derivative being more toxic than the ethyleneoxyethylene derivative.
ISSN:0022-328X
1872-8561
1872-8561
DOI:10.1016/j.jorganchem.2008.12.044