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主链带有侧基伯胺的无规聚（酯-碳酸酯）的合成、表征及抗菌性能评价

Synthesis, Characterization, and Antimicrobial Evaluation of Random Poly(ester-Carbonate)s Bearing Pendant Primary Amine in the Main Chain.

作者信息

Dong Peng, Feng Jing, Li Sujuan, Sun Tingli, Shi Qingshan, Xie Xiaobao

机构信息

Guangdong Provincial Key Laboratory of Microbial Culture Collection and Application, State Key Laboratory of Applied Microbiology Southern China, Guangdong Institute of Microbiology, Guangdong Academy of Sciences, Guangzhou 510070, China.

出版信息

Polymers (Basel). 2020 Nov 10;12(11):2640. doi: 10.3390/polym12112640.

DOI:10.3390/polym12112640
PMID:33182730
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7696737/
Abstract

Starting from primary amine bearing cyclic carbonate -butyl-(2-oxo-1,3-dioxan-5-yl) carbamate (TBODC) and caprolactone (CL), amphiphilic poly(caprolactone--amino trimethyl carbonate)s (P(CL--ATC)s) random copolymers with controlled molecular weight and composition were synthesized via ring opening polymerization (ROP) and deprotection, using stannous octoate (Sn(Oct)) as catalyst and benzyl alcohol (BnOH) as initiator. Therefore, hydrophilic/lipophilic ratio (HLR) of the P(CL--ATC)s copolymers can be finely adjusted by the feed ratio of TBODC and CL. The antimicrobial activity against () and () of P(CL--ATC)s were proportional to HLR, and P(CL--ATC)s presented more vigorous bactericidal activity towards . The minimum inhibitory concentration (MIC) values of P(CL--ATC 50.9%) are 2000 μg mL and 3000 μg mL for and . While P(CL--ATC 50.9%) exhibited deficient hemolytic activity as 1.41%. In addition, the P(CL--ATC)s showed extremely low cytotoxicity towards fibroblast L929 cells.

摘要

从带有环状碳酸酯的伯胺 - 丁基 -（2 - 氧代 - 1,3 - 二氧杂环己烷 - 5 - 基）氨基甲酸酯（TBODC）和己内酯（CL）出发，以辛酸亚锡（Sn(Oct)）为催化剂、苄醇（BnOH）为引发剂，通过开环聚合（ROP）和脱保护反应，合成了分子量和组成可控的两亲性聚（己内酯 - 氨基碳酸三甲酯）（P(CL - ATC)s）无规共聚物。因此，P(CL - ATC)s共聚物的亲水/亲脂比（HLR）可通过TBODC与CL的进料比进行精细调节。P(CL - ATC)s对大肠杆菌（）和金黄色葡萄球菌（）的抗菌活性与HLR成正比，且P(CL - ATC)s对金黄色葡萄球菌表现出更强的杀菌活性。P(CL - ATC 50.9%)对大肠杆菌和金黄色葡萄球菌的最低抑菌浓度（MIC）值分别为2000 μg/mL和3000 μg/mL。而P(CL - ATC 50.9%)的溶血活性仅为1.41%，表现出较低的溶血活性。此外，P(CL - ATC)s对成纤维细胞L929细胞表现出极低的细胞毒性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/de3e/7696737/232f085fab28/polymers-12-02640-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/de3e/7696737/3a0bd92a5a79/polymers-12-02640-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/de3e/7696737/bb5d84c332d8/polymers-12-02640-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/de3e/7696737/a5237ae77622/polymers-12-02640-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/de3e/7696737/2bf70a00a317/polymers-12-02640-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/de3e/7696737/0c0297b3d5cb/polymers-12-02640-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/de3e/7696737/2f6981926d0c/polymers-12-02640-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/de3e/7696737/232f085fab28/polymers-12-02640-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/de3e/7696737/3a0bd92a5a79/polymers-12-02640-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/de3e/7696737/bb5d84c332d8/polymers-12-02640-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/de3e/7696737/a5237ae77622/polymers-12-02640-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/de3e/7696737/2bf70a00a317/polymers-12-02640-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/de3e/7696737/0c0297b3d5cb/polymers-12-02640-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/de3e/7696737/2f6981926d0c/polymers-12-02640-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/de3e/7696737/232f085fab28/polymers-12-02640-g005.jpg

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