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合成及两亲性嵌段聚膦酸酯的乳酸单元的特性为潜在的药物传递应用。

Synthesis and Characterization of Amphiphilic Diblock Polyphosphoesters Containing Lactic Acid Units for Potential Drug Delivery Applications.

机构信息

Faculty of Pharmaceutical Sciences, Tokyo University of Science, 2641, Yamazaki, Noda 278-8510, Chiba, Japan.

Faculty of Pharmaceutical Science, Josai International University, 1 Gumyo, Togane 283-8555, Chiba, Japan.

出版信息

Molecules. 2023 Jul 6;28(13):5243. doi: 10.3390/molecules28135243.

DOI:10.3390/molecules28135243
PMID:37446904
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10343241/
Abstract

Multistep one-pot polycondensation reactions synthesized amphiphilic diblock polyphosphoesters containing lactic acid units in the polymer backbone. At the first step was synthesized poly[poly(ethylene glycol) H-phosphonate--poly(ethylene glycol)lactate H-phosphonate] was converted through one pot oxidation into poly[alkylpoly(ethylene glycol) phosphate--alkylpoly(ethylene glycol)lactate phosphate]s. They were characterized by H, C {H},P NMR, and size exclusion chromatography (SEC). The effects of the polymer composition on micelle formation and stability, and micelle size were studied via dynamic light scattering (DLS). The hydrophilic/hydrophobic balance of these polymers can be controlled by changing the chain lengths of hydrophobic alcohols. Drug loading and encapsulation efficiency tests using Sudan III and doxorubicin revealed that hydrophobic substances can be incorporated inside the hydrophobic core of polymer micelles. The micelle size was 72-108 nm when encapsulating Sudan III and 89-116 nm when encapsulating doxorubicin. Loading capacity and encapsulation efficiency depend on the length of alkyl side chains. Changing the alkyl side chain from 8 to 16 carbon atoms increased micelle-encapsulated Sudan III and doxorubicin by 1.6- and 1.1-fold, respectively. The results obtained indicate that these diblock copolymers have the potential as drug carriers.

摘要

多步一锅法缩聚反应合成了含有聚合物主链中乳酸单元的两亲性二嵌段聚膦酸酯。在第一步中，合成的聚[聚（乙二醇）H-膦酸酯-聚（乙二醇）乳酸 H-膦酸酯]通过一锅氧化转化为聚[烷基聚（乙二醇）磷酸盐-烷基聚（乙二醇）乳酸磷酸盐]。它们通过 H、C{1}H、P NMR 和凝胶渗透色谱（SEC）进行了表征。通过动态光散射（DLS）研究了聚合物组成对胶束形成和稳定性以及胶束大小的影响。通过改变疏水性醇的链长可以控制这些聚合物的亲水/疏水平衡。使用苏丹 III 和阿霉素进行的药物负载和包封效率测试表明，疏水性物质可以掺入聚合物胶束的疏水性核内。包封苏丹 III 时胶束大小为 72-108nm，包封阿霉素时胶束大小为 89-116nm。载药量和包封效率取决于烷基侧链的长度。将烷基侧链从 8 个碳原子改变为 16 个碳原子，分别使胶束包封的苏丹 III 和阿霉素增加了 1.6 倍和 1.1 倍。所得结果表明，这些两嵌段共聚物具有作为药物载体的潜力。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b87c/10343241/b30fb7991b8c/molecules-28-05243-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b87c/10343241/cab3f1795881/molecules-28-05243-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b87c/10343241/15cb0e240493/molecules-28-05243-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b87c/10343241/3ff3b8ae69b1/molecules-28-05243-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b87c/10343241/5c9e26324796/molecules-28-05243-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b87c/10343241/a264b5b0e64f/molecules-28-05243-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b87c/10343241/324f5f01a1e9/molecules-28-05243-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b87c/10343241/f08d3c740de8/molecules-28-05243-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b87c/10343241/d6ef02e52a8f/molecules-28-05243-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b87c/10343241/b30fb7991b8c/molecules-28-05243-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b87c/10343241/cab3f1795881/molecules-28-05243-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b87c/10343241/15cb0e240493/molecules-28-05243-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b87c/10343241/3ff3b8ae69b1/molecules-28-05243-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b87c/10343241/5c9e26324796/molecules-28-05243-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b87c/10343241/a264b5b0e64f/molecules-28-05243-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b87c/10343241/324f5f01a1e9/molecules-28-05243-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b87c/10343241/f08d3c740de8/molecules-28-05243-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b87c/10343241/d6ef02e52a8f/molecules-28-05243-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b87c/10343241/b30fb7991b8c/molecules-28-05243-g005.jpg

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