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Polymer materials for complexing copper ions and their anti-tumor applications
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A polymer material and copper-complexing technology, which is applied in the field of polymer materials complexed with copper ions, can solve problems such as limited development and clinical application, and high toxicity
Active Publication Date: 2020-06-30
TIANJIN MEDICAL UNIV
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At present, the existing tumor vascular inhibitors, such as CA4, etc., have limited their development and clinical application because of their high toxicity.
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Embodiment 1
[0045] Example 1: Synthesis and structural characterization of material 1.
[0046] 1) Take 0.03mmol of polyglutamic acid (γ-PGA, Mw=100,000) in 60mL of water, add 3mmol of Na 2 CO 3 , dropwise added anhydrousethanol containing 3mmol di-tert-butyl dicarbonate (Boc), and reacted in ice bath for 24h. After the reaction was completed, it was precipitated with 500 mL of absolute ethanol, washed, and dried to obtain intermediate product 1, Boc-PGA.
[0047] 2) Dissolve 0.003mmol of Boc-PGA in 2mL of water, add 1.8mmol of triethylenetetramine (TETA), add 1mL of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide Aqueous solution of hydrochloride (EDC) and 1.8mmol N-hydroxysuccinimide (NHS), adjust the pH to 6.0 with dilute hydrochloric acid, and react at room temperature for 24h; after the reaction, precipitate and wash with 40mL acetone, and dry to obtain the intermediate product 2, Boc- PGA-TETA.
[0048] 3) Dissolve 0.003mmol of Boc-PGA-TETA in 3mL of water, add 0.615mmol of sodiu...
Embodiment 2
[0053] Example 2: Preparation of material 1 and its encapsulated R848 nanospheres.
[0054] Dissolve 1 mg of material 1 in 400 μL of pH 3.0 glycine-HCl buffer, add 100 μL of pH 3.0 glycine-HCl buffer containing 0.4 mg R848 or without R848, vortex to dissolve, and add to 500 μL pH7.65 while stirring In the borate buffer solution, the final pH is 7.2, the nanosphere structure is observed by transmission electron microscopy, see image 3 .
Embodiment 3
[0055] Example 3: Ultraviolet absorption detection of the complexing ability of materials 1 and 2 to copper ions.
[0056] Take three 5mL centrifuge tubes, add 2mL ultrapure water to each tube, add 200μL of 500μg / mL γ-PGA, material 1 or material 2 solution respectively, and detect the ultraviolet absorption peak in the 190nm~400nm band. Take another 3 5mL centrifuge tubes, add 2mL of CuSO with a concentration of 100μM to each tube 4 200 μL of 500 μg / mL γ-PGA, material 1 or material 2 solutions were added to the solution, and the ultraviolet absorption peak was detected in the 190nm-400nm band (U-3310 spectrophotometer, Hitachi High-Technologies Corporation, Tokyo, Japan). The ultraviolet absorption peaks of materials 1 and 2 shifted to the right after complexing copper ions, see Figure 4 .
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Abstract
The invention relates to a high polymer material for complexing copper ions and anti-tumor application thereof. Shown as a formula I, A is selected from polyglutamic acid or hyaluromic acid, B is selected from triethylenetetramine or diethylenetriamine, and C is selected from poly-L-histidine or polylactic acid. The material is extremely small in toxicity, and can remove copper ions in a tumor micro-environment by complexing to inhibit tumor angiogenesis so as to further inhibit tumor metastasis; in addition, the material can be formed into a nanosphere with the diameter of 200 to 280nm when pH reaches 7.0-8.0; the nanosphere can load immunostumulating agent such as R848, immunologic cells are activated in the tumor micro-environment to kill tumor cells, so that the combined treatment of tumor immunotherapy and anti-tumor angiogenesis is realized. The formula (1) is shown in the specification.
Description
technical field [0001] The invention relates to the field of pharmaceutical polymer materials, in particular to a polymer material for complexing copper ions and its antitumor application. Background technique [0002] Tumor metastasis is the main cause of poor prognosis and high mortality in cancer patients, and tumor metastasis depends on tumor angiogenesis. Angiogenesis plays an important role in tumor development and metastasis. Studies have shown that in benign tumors, angiogenesis is rare and blood vessels grow slowly; while in most malignant tumors, angiogenesis is dense and grows rapidly. The proliferation and migration of vascular endothelial cells are two important conditions for the formation of tumor blood vessels. At present, the existing tumor vascular inhibitors, such as CA4, etc., have limited their development and clinical application because of their high toxicity. Bevacizumab, as a VEGFR inhibitor, also does not bring much benefit to the majority of can...
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