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Dodecaborate cluster lipids with variable headgroups for boron neutron capture therapy: Synthesis, physical-chemical properties and toxicity
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Physical and Analytical Chemistry, Physical Chemistry.
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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
Abstract [en]

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.
Keyword [en]
Boron neutron capture therapy, Boron cluster, Lipid, Liposome, Toxicity
National Category
Chemical Sciences
Research subject
Physical Chemistry
URN: urn:nbn:se:uu:diva-100975DOI: 10.1016/j.jorganchem.2008.12.044ISI: 000264778500021OAI: oai:DiVA.org:uu-100975DiVA: diva2:211454
Available from: 2009-04-15 Created: 2009-04-15 Last updated: 2011-03-30Bibliographically approved

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Edwards, Katarina
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