使用乳酸合成用于包裹紫杉醇的磷酸酯化合物。
Synthesis of Phosphoester Compounds Using Lactic Acid for Encapsulation of Paclitaxel.
作者信息
Takeuchi Issei, Mikuni Rina, Makino Kimiko
机构信息
Faculty of Pharmaceutical Sciences, Tokyo University of Science, Chiba, Japan.
Center for Drug Delivery Research, Tokyo University of Science, Chiba, Japan.
出版信息
Anticancer Res. 2018 Jun;38(6):3401-3406. doi: 10.21873/anticanres.12607.
BACKGROUND/AIM: In the use of paclitaxel, side-effects caused by itself or solubilizing agents have become a major obstacle. In this study we aimed to synthesize biocompatible and degradable compounds for micelles to be used as carriers for paclitaxel.
MATERIALS AND METHODS
Methoxypolyethylene glycol-lactate was obtained from methyl lactate and methoxypolyethylene glycol having a molecular weight of 350. Monoalkoxy phosphoryl chlorides were obtained from phosphoryl chloride and four kinds of linear alcohols. Then, four kinds of alkyl di(methoxypolyethylene glycol-lactate) phosphates were obtained from them.
RESULTS
The results of 1H NMR spectroscopy showed that alkyl di(methoxypolyethylene glycol-lactate) phosphates were successfully synthesized. When 1-dodecanol, 1-hexadecanol, 1-octadecanol, and 1-eicosanol were used as side chains, the yields were 73.5±4.2, 69.1±3.6, 72.2±2.8, and 71.8±3.7%, respectively. The spectrum of 31P NMR suggested the existence of optical isomers.
CONCLUSION
Four kinds of phosphoester compounds for micelle preparations were synthesized using lactic acid.
背景/目的：在紫杉醇的使用中，其自身或增溶剂引起的副作用已成为一个主要障碍。在本研究中，我们旨在合成生物相容性和可降解的化合物用于制备胶束，以作为紫杉醇的载体。
材料与方法
由乳酸甲酯和分子量为350的甲氧基聚乙二醇制得甲氧基聚乙二醇 - 乳酸酯。由磷酰氯和四种直链醇制得单烷氧基磷酰氯。然后，由它们制得四种烷基二（甲氧基聚乙二醇 - 乳酸酯）磷酸酯。
结果
1H NMR光谱结果表明成功合成了烷基二（甲氧基聚乙二醇 - 乳酸酯）磷酸酯。当使用1 - 十二醇、1 - 十六醇、1 - 十八醇和1 - 二十醇作为侧链时，产率分别为73.5±4.2%、69.1±3.6%、72.2±2.8%和71.8±3.7%。31P NMR光谱表明存在旋光异构体。
结论
使用乳酸合成了四种用于制备胶束的磷酸酯化合物。
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