Closomers of High Boron Content:  Synthesis, Characterization, and Potential Application as Unimolecular Nanoparticle Delivery Vehicles for Boron Neutron Capture Therapy

Unique nanosized closomers of high boron content that may exhibit potential as boron neutron capture therapy target species have been synthesized. The design of these boron-rich nanospheres is based in part on previous work involving dodeca(carboranyl)-substituted closomers [Thomas, J.; Hawthorne, M...

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Bibliographic Details
Published in:Inorganic chemistry 2006-01, Vol.45 (1), p.278-285
Main Authors: Ma, Ling, Hamdi, Julie, Wong, Francis, Hawthorne, M. Frederick
Format: Article
Language:English
Subjects:
Animals
Boron - chemistry
Boron Compounds - chemical synthesis
Boron Compounds - chemistry
Boron Compounds - pharmacokinetics
Boron Neutron Capture Therapy
Carboxylic Acids - chemistry
Drug Delivery Systems
Ether - chemistry
Female
Macromolecular Substances - chemical synthesis
Macromolecular Substances - chemistry
Macromolecular Substances - pharmacokinetics
Male
Mice
Mice, Inbred BALB C
Molecular Structure
Nanostructures - chemistry
Tissue Distribution
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Summary:Unique nanosized closomers of high boron content that may exhibit potential as boron neutron capture therapy target species have been synthesized. The design of these boron-rich nanospheres is based in part on previous work involving dodeca(carboranyl)-substituted closomers [Thomas, J.; Hawthorne, M. F. Chem. Commun. 2001, 1884−1885]. Coupling of ortho-carborane moieties through ester and ether linkages to the rigid [closo-B12(OH)12]2- scaffold resulted in the development of a 12(12)-closomer−ester derivative, dodeca[6-(1,2-dicarba-closo-dodecaboran-1-yl)hexanoate]-closo-dodecaborate (2−), 6, and 12(12)-closomer−ether derivatives, dodeca[6-(2-methy1-1,2-dicarba-nido-dodecaboran-1-yl)hexyl]-closo-dodecaborane (14−), 14, and dodeca[6-(7,8-dicarba-nido-dodecaboran-7-yl)hexyl]-closo-dodecaborane (14−), 15. These closomers were investigated by UV−visible spectroscopy and cyclic voltammetry. Additionally, a deboronation method employing NaCN as the nucleophilic reagent was utilized to obtain sodium salts of the ether-linked nido-closomer polyanions, which were purified using a newly developed size-exclusion high pressure liquid chromatography method.
ISSN:0020-1669
1520-510X
DOI:10.1021/ic051214q