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Phosphorus-containing crown macromolecular hybrid nano material as well as preparation and application thereof

A technology of nanomaterials and macromolecules, which is applied in the field of phosphorus-containing macromolecular hybrid nanomaterials and their preparation and application, can solve the problems of undiscovered tumor gene silencing and chemotherapy combined therapy, and achieve easy operation, separation, and final product Uniform molecular weight and low cost

Active Publication Date: 2020-09-04
DONGHUA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Searching the literature at home and abroad has not found any research on the combination therapy of using phosphorous canopy macromolecule surface-modified aminopyrrolidine as a drug and gene carrier for tumor gene silencing and chemotherapy

Method used

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  • Phosphorus-containing crown macromolecular hybrid nano material as well as preparation and application thereof
  • Phosphorus-containing crown macromolecular hybrid nano material as well as preparation and application thereof
  • Phosphorus-containing crown macromolecular hybrid nano material as well as preparation and application thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0061] (1) Dissolve hexachlorocyclotriphosphazene (0.4mmol) in 10mL of anhydrous tetrahydrofuran, add anhydrous cesium carbonate (4.8mmol) for activation; then add 10mL of tetrahydrofuran dissolved in p-hydroxybenzaldehyde (2.0mmol) dropwise Solution, reacted at room temperature for 12 hours, thin layer chromatography (TLC) detection reaction process, filtered to remove precipitate, then purified by column chromatography (ethyl acetate and n-hexane, v:v=1:1.5), and finally vacuum dried to obtain AB 5 (MW=775).

[0062] (2) Dissolve 4-dodecyloxybenzoic acid (3.64mmol) in 10mL of anhydrous dichloromethane, add EDC*HCl (3.64mmol) for activation; then add 10mL of tyramine (3.64mmol) dropwise methanol solution, reacted at room temperature for 12 hours, thin layer chromatography (TLC) to detect the reaction process, purified by column chromatography (methanol and dichloromethane, v:v=1:19), and finally vacuum-dried to obtain amide (C12H25, MW=425).

[0063] (3) Dissolve C12H25 (0...

Embodiment 2

[0090] Prepare solutions of 1-C12G1 at concentrations ranging from 0.001 mg / mL to 2 mg / mL. Add the prepared solution to the solution containing the fluorescent probe pyrene (10 μL, 4.0×10 -4 M) in the flask, the final concentration of pyrene is 6.0 × 10 -7 M. Sonicate for 30 minutes and store overnight at room temperature to determine micelle formation. A fluorescence spectrophotometer measures the fluorescence spectrum with an excitation wavelength of 335 nm, and an excitation and emission bandwidth of 5 nm. Analyze the lg value of 1-C12G1 concentration and the fluorescence intensity ratio of I373 / I393 as the abscissa and ordinate (as attached Image 6 shown). The results showed that the fluorescence intensity ratio of I373 / I393 decreased significantly at 151 μM with the increase of 1-C12G1 concentration, which indicated that the material 1-C12G1 could form micelles, and the critical micelle concentration was 151 μM.

Embodiment 3

[0092] Doxorubicin (DOX) was dissolved in methanol, and then a certain amount of DOX methanol solution was added to the 1-C12G1 in aqueous solution, stirred overnight at room temperature. Then transfer the mixed solution into a centrifuge tube, centrifuge twice at 7000 rpm for 20 minutes, take out the supernatant after each centrifugation, resuspend the precipitate with an appropriate amount of ultrapure water, and then perform the next centrifugation. Dissolve the precipitate in 1 mL of methanol, measure its UV absorbance at 481 nm, and calculate the encapsulation efficiency and loading efficiency of DOX by comparing with the standard curve of pure DOX (Table 2). The results showed that as the molar ratio of 1-C12G1 to DOX increased, the encapsulation efficiency and uploading rate of DOX gradually increased, and when it reached 1:30, the uploading rate reached the maximum value, so 1:30 was chosen as the best of both Mixing ratio for subsequent experiments.

[0093] 1-C12G1...

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Abstract

The invention relates to a phosphorus-containing crown macromolecular hybrid nano material as well as preparation and application thereof. The structural formula of the hybrid nano-material is shown as a formula I in the specification. The raw materials are commercialized sources, the prepared phosphorus-containing crown macromolecules are uniform in molecular weight, the preparation method is simple, the controllability of the reaction process is high, and the operation is easy. The nano material prepared by the invention can be used for tumor chemotherapy and gene combined therapy research,and has a good application prospect.

Description

technical field [0001] The invention belongs to the field of functionalized hybrid nanomaterials and their preparation and application, in particular to a phosphorus-containing crown macromolecule hybrid nanomaterial and its preparation and application. Background technique [0002] In the treatment of cancer, traditional drug therapy often causes damage to normal cells and tissues due to the non-specificity of drugs. In order to avoid the disadvantages of traditional drug therapy, it is very important to choose an excellent carrier, mainly because a good drug delivery system can overcome the problems of non-specific binding of anticancer drugs to normal cells and poor water solubility. Among them, amphiphilic dendrimers can generate supramolecular micelles, which can effectively encapsulate hydrophobic drugs and have high drug loading capacity. At the same time, the size of its supramolecular micelles often exceeds the renal threshold, making it difficult to be filtered ou...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/572A61K9/107A61K47/34A61K48/00A61P35/00
CPCA61K9/1075A61K47/34A61K48/0041A61P35/00C07F9/572
Inventor 史向阳陈亮
Owner DONGHUA UNIV
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