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Boron-Containing Lipids and Liposomes: New Conjugates of Cholesterol with Polyhedral Boron Hydrides
Authors:Prof. Vladimir I. Bregadze  Prof. Igor B. Sivaev  Ravindra Dhar Dubey  Prof. Andrey Semioshkin  Dr. Akim V. Shmal'ko  Dr. Irina D. Kosenko  Kseniya V. Lebedeva  Prof. Swadhin Mandal  Prasannakumar Sreejyothi  Arindam Sarkar  Prof. Zheyu Shen  Prof. Aiguo Wu  Prof. Narayan S. Hosmane
Affiliation:1. A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilov Str., 119991 Moscow, Russia;2. India Innovation Research Center, 465 Patparganj Industrial Area, Delhi, 110092 India;3. Indian Institute of Science Education and Research, Mohanpur, 741246 India;4. Guangdong Provincial Key Laboratory of Construction and Detection in Tissue Engineering, Biomaterials Research Center, School of Biomedical Engineering, Southern Medical University, Guangzhou, 510515 P. R. China;5. Cixi Institute of Biomedical Engineering, CAS Key Laboratory of, Magnetic Materials and Devices, Ningbo Institute of Materials Technology, and Engineering, Chinese Academy of Sciences, 1219 Zhong-guan West Road, Ning-bo, Zhe-jiang, 315201 P. R. China;6. Department of Chemistry & Biochemistry, Northern Illinois University, DeKalb, IL 60115 USA
Abstract:A series of boron-containing lipids were prepared by reactions of cyclic oxonium derivatives of polyhedron boranes and metallacarboranes (closo-dodecaborate anion, cobalt and iron bis(dicarbollides)) with amine and carboxylic acids which are derived from cholesterol. Stable liposomal formulations, on the basis of synthesized boron-containing lipids, hydrogenated soybean l -α-phosphatidylcholine and (HSPC) 1,2-distearoyl-sn-glycero-3-phosphoethanolamine-N-[methoxy(polyethylene glycol)-2000] (DSPE-PEG) as excipients, were prepared and then characterized by dynamic light scattering (DLS) that revealed the formation of particles to be smaller than 200 nm in diameter. The resulting liposomal formulations showed moderate to excellent loading and entrapment efficiency, thus justifying the design of the compounds to fit in the lipid bilayer and ensuring ease of in vivo use for future application. The liposomal formulations based on cobalt and iron bis(dicarbollide)-based lipids were found to be nontoxic against both human breast normal epithelial cells MCF-10A and human breast cancer cells MCF-7.
Keywords:boron neutron capture therapy  cholesterol  closo-dodecaborate  cobalt bis(dicarbollide)  iron bis(dicarbollide)  liposomes
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