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A kind of ce6 derivative, its nano-preparation and its preparation method and application

A nano-formulation and derivative technology, applied in the field of medicine, can solve the problems of low efficiency and insufficient oxygen, and achieve the effect of strong cytotoxicity, good particle size, and improvement of tumor hypoxic microenvironment

Active Publication Date: 2022-02-11
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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  • A kind of ce6 derivative, its nano-preparation and its preparation method and application
  • A kind of ce6 derivative, its nano-preparation and its preparation method and application
  • A kind of ce6 derivative, its nano-preparation and its preparation method and application

Examples

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Effect test

Embodiment 1

[0046] Example 1 TCE6 molecule synthesis

[0047] Analysis of balance is precisely weighing a certain amount of CE6, dissolved in anhydrous N, N-dimethylformamide (DMF), placed in a 50 ml round bottom flask. A certain amount of NHS, DCC, dissolved in anhydrous DMF, adding a Ce6 solution under stirring, reacted under nitrogen protection, 0 ° C, and at 0 ° C for 24 h. The immunity after the activated Ce6-COOH was removed and placed in a 50 ml round bottom flask, weighing a certain amount of DMAP and TPGS dissolved in anhydrous DMF, adding Ce6-COOH under stirring, protecting, normal temperature conditions in nitrogen The reaction was at 48 h. Among them, the molar ratio of Ce6, TPGS, NHS, DCC, and DMAP is 2: 1: 4: 4: 2. The reaction was completed to obtain a crude product, which was purified by DMF dialysis and water dialysis (dialysis bag.) Was purified, and the final TCE6 solution was frozen to give TCE6, TCE6 pure product was deep green solid, and the yield was 51.92%.

Embodiment 2

[0048] Example 2 Identification of TCE6 chemical structures by NMR.

[0049] The TCE6 was given of approximately 5 mg, deuterated dimethyl sulfoxide (DMSO-D6) was dissolved and placed in the nuclear magnetic tube, and the chemical displacement value (PPM) of the recording compound was measured by a 400 MHz nuclear magnetic resonance spectrometer. Such as figure 1 As shown, the nuclear magnetic results may confirm that the peak of the raw material molecules CE6 and TPGS appear in the newly synthetic molecule, confirming the successful synthesis of TCE6; figure 2 On the left, ultraviolet results assisted confirming the successful synthesis of TCE6.

Embodiment 3

[0050] Example 3 Preparation of TCE6 / CHC NPS.

[0051] Precision weighing TCE6 about 5 mg, dissolved in 50 μl DMF; precisely weighing 15 mg CHC in 150 μL DMF, mixing the TCE6 solution and the CHC solution, stirred for 15 min, the resulting mixed solution droplets were added to the stirred 4ml water, nano aggregate spontaneously The resulting formulation was removed by a dialysis method (dialysis bag, the molecular weight: 1000 Da) was removed, and the impurities were removed by the 0.8 nm filter membrane to obtain the final formulation. UV results figure 2 As shown in the right, the feature of TCE6 and CHCs simultaneously occur in the preparative TCE6 / CHC NPS, and the successful preparation of the formulation is confirmed.

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Abstract

The invention provides a Ce6 derivative, its nano-preparation, its preparation method and application. The Ce6 derivative, which is named TCe6, has a structural formula as shown in the following formula. In the present invention, TCe6 and CHC are co-assembled to construct TCe6 / CHC NPs, which solves the problems of insufficient oxygen and low efficiency in PDT, and realizes efficient photodynamic therapy. .

Description

Technical field [0001] The present invention relates to the field of medical technology, and more particularly to a Ce6 derivative, a nanosampler, and a preparation method thereof. Background technique [0002] The information disclosed in the background is disclosed only to increase the understanding of the overall background of the present invention, and is not necessarily considered to admit or imply that the information is intended to be a prior art known to those skilled in the art. [0003] Photodynamic Therapy (PDT) uses photosensitizers and oxygen to produce single-line oxygen to kill tumors, and time and space control is achieved by laser. Compared to traditional therapies (such as surgery, chemotherapy, and radiation therapy), PDT can be selectively acting on tumor sites and greatly reduce side effects. However, the water soluble difference between tumor hypoxic microenvironment and conventional photosensitizer is two major problems that impair PDT anti-tumor treatment ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
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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