Synthesis of boron cluster lipids: closo-dodecaborate as an alternative hydrophilic function of boronated liposomes for neutron capture therapy.
We succeeded in the synthesis of the double-tailed boron cluster lipids 4a-c and 5a-c, which have a B12H11S moiety as a hydrophilic function, by S-alkylation of B12H11SH (BSH) with bromoacetyl and chloroacetocarbamate derivatives of diacylglycerols for a liposomal boron delivery system on neutron capture therapy. Calcein encapsulation experiments revealed that the liposomes, prepared from the boron cluster lipid 4b, DMPC, PEG-DSPE, and cholesterol, are stable at 37 degrees C in FBS solution for 24 h. [reaction: see text].
Lee
Jong-Dae
JD
Department of Chemistry, Faculty of Science, Gakushuin University, Mejiro, Toshima-ku, Tokyo 171-8588, Japan.
Ueno
Manabu
M
Miyajima
Yusuke
Y
Nakamura
Hiroyuki
H
D000818:Animals; D001896:Boron Compounds / Q000138:chemical synthesis* / Q000737:chemistry* / Q000633:toxicity; D016754:Boron Neutron Capture Therapy / Q000379:methods; D057927:Hydrophobic and Hydrophilic Interactions; D008055:Lipids / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity; D008081:Liposomes / Q000737:chemistry*; D051379:Mice; D010316:Particle Size; D012680:Sensitivity and Specificity; D013997:Time Factors
D001896:Boron Compounds; D008055:Lipids; D008081:Liposomes