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Ce6 derivative and nano preparation thereof, and preparation methods and application thereof

A technology of nano preparations and derivatives, applied in the field of medicine, can solve problems such as low efficiency and insufficient oxygen, and achieve the effects of strong cytotoxicity, good particle size and uniform shape

Active Publication Date: 2021-05-28
SHANDONG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The present invention further provides a Ce6 / CHC NPs, which are co-assembled from the Ce6 derivative TCe6 and α-cyano-4-hydroxycinnamate (CHC). The combination of the solubility of the agent and the improvement of the tumor hypoxic microenvironment can effectively solve the problem of oxygen deficiency and inefficiency in PDT, thus enabling efficient photodynamic therapy.

Method used

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  • Ce6 derivative and nano preparation thereof, and preparation methods and application thereof
  • Ce6 derivative and nano preparation thereof, and preparation methods and application thereof
  • Ce6 derivative and nano preparation thereof, and preparation methods and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] Example 1 TCe6 Molecular Synthesis

[0047] A certain amount of Ce6 was accurately weighed with an analytical balance, dissolved in anhydrous N,N-dimethylformamide (DMF), and placed in a 50 mL round bottom flask. A certain amount of NHS and DCC were weighed, dissolved in anhydrous DMF, added to the stirring Ce6 solution, and reacted for 24 hours under nitrogen protection at 0°C. The activated Ce6-COOH was passed through the membrane to remove impurities and placed in a 50mL round bottom flask, weighed a certain amount of DMAP and TPGS dissolved in anhydrous DMF, added to the stirring Ce6-COOH, under nitrogen protection, normal temperature conditions Under reaction 48h. Wherein the molar ratio of Ce6, TPGS, NHS, DCC, DMAP is 2:1:4:4:2. The crude product obtained after the reaction was purified by DMF dialysis and water dialysis (dialysis bag molecular weight cut-off: 1500Da) respectively, and the final TCe6 solution was freeze-dried to obtain TCe6. The pure product o...

Embodiment 2

[0048] Example 2 The chemical structure of TCe6 was identified by proton nuclear magnetic resonance spectrum (1H-NMR).

[0049] About 5 mg of TCe6 was weighed, dissolved in deuterated dimethyl sulfoxide (DMSO-d6) and placed in a nuclear magnetic resonance tube, and its hydrogen nuclear magnetic resonance spectrum was measured by a 400MHz hydrogen nuclear magnetic resonance spectrometer, and the chemical shift value (ppm) of the compound was recorded. The result is as figure 1 As shown, the NMR results can confirm that the peaks of raw material molecules Ce6 and TPGS have appeared in the newly synthesized molecules, confirming the successful synthesis of TCe6; similarly, figure 2 The UV results in the left figure help to confirm the successful synthesis of TCe6.

Embodiment 3

[0050] Example 3 Preparation of TCe6 / CHC NPs.

[0051] Accurately weigh about 5 mg of TCe6 and dissolve it in 50 μLDMF; accurately weigh 15 mg of CHC and dissolve it in 150 μLDMF, fully mix the TCe6 solution and CHC solution, and stir for 15 minutes. Formation, the obtained preparation was removed by dialysis (dialysis bag molecular weight cut-off: 1000Da) to remove the organic solvent, and passed through a 0.8nm filter membrane to remove impurities to obtain the final preparation. UV results such as figure 2 As shown in the right figure, it shows that the characteristic peaks of TCe6 and CHC appear simultaneously in the prepared TCe6 / CHC NPs, confirming the successful preparation of the preparation.

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Abstract

The invention provides a Ce6 derivative and a nano preparation thereof, and preparation methods and application thereof. The Ce6 derivative is named as TCe6, and the structural formula of the Ce6 derivative is shown in the description. TCe6 and CHC are jointly assembled to construct TCe6 / CHC NPs, so the problems of insufficient oxygen and low efficiency in PDT are solved, and efficient photodynamic therapy is achieved.

Description

technical field [0001] The invention relates to the technical field of medicine, in particular to a Ce6 derivative, its nano-preparation, its preparation method and application. Background technique [0002] The information disclosed in this background section is only intended to increase the understanding of the general background of the present invention, and is not necessarily taken as an acknowledgment or any form of suggestion that the information constitutes the prior art already known to those skilled in the art. [0003] Photodynamic therapy (PDT) uses photosensitizers and oxygen to generate singlet oxygen to kill tumors, and realizes spatiotemporal control of treatment by laser. Compared with traditional therapies such as surgery, chemotherapy and radiotherapy, PDT, as a minimally invasive therapy, can selectively act on tumor sites and greatly reduce side effects. However, the hypoxic microenvironment of tumors and the poor water solubility of traditional photosen...

Claims

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Application Information

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IPC IPC(8): C08G65/333C07D487/22A61K31/409A61K31/77A61K9/51A61K47/22A61K41/00A61P35/00
CPCC08G65/33396C07D487/22A61K9/5146A61K41/0071A61P35/00
Inventor 栾玉霞秦晓晗
Owner SHANDONG UNIV
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