Boron-Containing Lipids and Liposomes: New Conjugates of Cholesterol with Polyhedral Boron Hydrides
Boron-Containing Lipids and Liposomes: New Conjugates of Cholesterol with Polyhedral Boron Hydrides
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DOI：
10.1002/chem.201905083
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发表时间：
2020-10-04
影响因子：
4.3
通讯作者：
Hosmane，Narayan S.
中科院分区：
文献类型：
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作者：
Bregadze，Vladimir I.;Sivaev，Igor B.;Hosmane，Narayan S.
将多面体硼烷和金属碳硼烷的环氧衍生物(闭合十二硼酸根阴离子、钴和双二碳氢铁)与来源于胆固醇的胺和羧酸反应，制备了一系列含硼脂质。以合成的含硼脂类为基础，以氢化大豆磷脂酰胆碱和(HSPC)1，2‐distearoyl‐sn‐glycero‐3‐phosphoethanolamine‐N‐[methoxy(polyethyleneα)-2 0 0 0为辅料，制备了稳定的脂质体，并用动态光散射对其进行了表征，结果表明，所制备的脂质体粒径小于2 0 0 nm。由此得到的脂质体配方显示出中等到极佳的载药量和包封率，从而证明了化合物适合于脂质双层的设计合理性，并确保了将来在体内使用的简便性。基于钴和铁双(二糖)脂类的脂质体制剂被发现对人乳腺正常上皮细胞MCF-10A和人乳腺癌细胞MCF-7都没有毒性。
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 soybeanl‐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.