Dodecaborate cluster lipids with variable headgroups for boron neutron capture therapy: Synthesis, physical-chemical properties and toxicity
2009 (English)In: Journal of Organometallic Chemistry, ISSN 0022-328X, E-ISSN 1872-8561, Vol. 694, no 11, 1708-1712 p.Article in journal (Refereed) Published
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.
Place, publisher, year, edition, pages
2009. Vol. 694, no 11, 1708-1712 p.
Boron neutron capture therapy, Boron cluster, Lipid, Liposome, Toxicity
Research subject Physical Chemistry
IdentifiersURN: urn:nbn:se:uu:diva-100975DOI: 10.1016/j.jorganchem.2008.12.044ISI: 000264778500021OAI: oai:DiVA.org:uu-100975DiVA: diva2:211454