Improved Synthesis of a Novel Biodegradable Tunable Micellar Polymer Based on Partially Hydrogenated Poly(β-malic Acid-co-benzyl Malate).
Improved Synthesis of a Novel Biodegradable Tunable Micellar Polymer Based on Partially Hydrogenated Poly(β-malic Acid-co-benzyl Malate).
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基于部分氢化聚(β-苹果酸-苹果酸苄酯)的新型可生物降解可调节胶束聚合物的改进合成
DOI：
10.3390/molecules26237169
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发表时间：
2021-11-26
期刊：
影响因子：
--
通讯作者：
Wu H
中科院分区：
文献类型：
--
作者：
Yu Z;Ren H;Zhang Y;Qiao Y;Wang C;Yang T;Wu H
聚（PBM）及其衍生物作为纳米载体，因为它们的生物相容性和生物降解性是从化学途径中获得的作品，小说用苹果酸作为引发剂的合成途径已成功设计和优化，从而增加了31.2％，从高光纯度的苯二β-麦克拉酸（MLABN）中发现了晶体的pbm（PBM-2）形式。说明其内部原子已排列以更有序的方式与从外消旋MLABN制备的无定形PBM-1不同PBM-2的NESS暗示了潜力与PBM-1相比，在骨骼中的应用导致溶液的降低，因此很难溶解溶液，以达到75°C，以实现苯二氢化的速率，以确定适用于最佳的条件来自苹果酸的合成途径使PBM的生产时间更短，并且产量更高。
Poly(benzyl malate) (PBM), together with its derivatives, have been studied as nanocarriers for biomedical applications due to their superior biocompatibility and biodegradability. The acquisition of PBM is primarily from chemical routes, which could offer polymer-controlled molecular weight and a unique controllable morphology. Nowadays, the frequently used synthesis from L-aspartic acid gives an overall yield of 4.5%. In this work, a novel synthesis route with malic acid as the initiator was successfully designed and optimized, increasing the reaction yield up to 31.2%. Furthermore, a crystalline form of PBM (PBM-2) that polymerized from high optical purity benzyl-β-malolactonate (MLABn) was discovered during the optimization process. X-ray diffraction (XRD) patterns revealed that the crystalline PBM-2 had obvious diffraction peaks, demonstrating that its internal atoms were arranged in a more orderly manner and were different from the amorphous PBM-1 prepared from the racemic MLABn. The differential scanning calorimetry (DSC) curves and thermogravimetric curves elucidated the diverse thermal behaviors between PBM-1 and PBM-2. The degradation curves and scanning electron microscopy (SEM) images further demonstrated the biodegradability of PBM, which have different crystal structures. The hardness of PBM-2 implied the potential application in bone regeneration, while it resulted in the reduction of solubility when compared with PBM-1, which made it difficult to be dissolved and hydrogenated. The solution was therefore heated up to 75 °C to achieve benzyl deprotection, and a series of partially hydrogenated PBM was sequent prepared. Their optimal hydrogenation rates were screened to determine the optimal conditions for the formation of micelles suitable for drug-carrier applications. In summary, the synthesis route from malic acid facilitated the production of PBM for a shorter time and with a higher yield. The biodegradability, biosafety, mechanical properties, and adjustable hydrogenation widen the application of PBM with tunable properties as drug carriers.
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DOI：
10.1007/s10295-011-1007-7
发表时间：
2012-01-01
影响因子：
3.4
作者：
Manitchotpisit, Pennapa;Skory, Christopher D.;Leathers, Timothy D.
通讯作者：
Leathers, Timothy D.
DOI：
10.2147/dddt.s165440
发表时间：
2018
期刊：
Drug design, development and therapy
影响因子：
--
作者：
Song R;Murphy M;Li C;Ting K;Soo C;Zheng Z
通讯作者：
Zheng Z
影响因子：
5.9
作者：
Vert, M
通讯作者：
Vert, M
影响因子：
6
作者：
Jana, Pradip;Shyam, Mousumi;Dev, Abhimanyu
通讯作者：
Dev, Abhimanyu
影响因子：
3.2
作者：
BRAUD, C;BUNEL, C;VERT, M
通讯作者：
VERT, M