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Preparation method and application of ROS-responsive marine fucoidin nano-carrier based on Fenton reaction and AIE effect

A technology of fucoidan and nano-carriers, applied in medical preparations with non-active ingredients, medical preparations containing active ingredients, nanotechnology, etc.

Active Publication Date: 2021-12-31
OCEAN UNIV OF CHINA +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] At present, there is no drug carrier that is applied to the above-mentioned multiple anti-tumor substrates at the same time. Based on this, the present invention is proposed

Method used

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  • Preparation method and application of ROS-responsive marine fucoidin nano-carrier based on Fenton reaction and AIE effect
  • Preparation method and application of ROS-responsive marine fucoidin nano-carrier based on Fenton reaction and AIE effect
  • Preparation method and application of ROS-responsive marine fucoidin nano-carrier based on Fenton reaction and AIE effect

Examples

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preparation example Construction

[0078] In a specific embodiment, the preparation method of the first amphiphilic block copolymer includes, using chemical methods to connect AIEgens and caffeic acid to the marine active polysaccharide fucoidan chain to form an amphiphilic carrier material . The overall steps are as follows: firstly, using the sulfur ketal bond as the linking arm, the photosensitizer tetraphenylethylene is connected to the fucoidan chain to obtain the fucoidan-thioketal-tetraphenylethylene polymer, and then the caffeic acid is connected to To the fucoidan-thioketal-tetraphenylethylene polymer chain to form the first amphiphilic block copolymer (CA-FUC-tkTPE carrier material). The whole process involves the esterification reaction between the carboxyl group and the hydroxyl group. If EDC / DMAP cannot effectively activate the carboxyl group, the carboxyl group will be acyl chlorinated and then react with the hydroxyl group.

[0079] Specifically, it includes the reaction of thioketal with tetrap...

Embodiment 1

[0116] The preparation of embodiment 1CA-FUC-tkTPE and FUC-tkVE amphiphilic block copolymer

[0117] 1.1 Preparation of CA-FUC-tkTPE amphiphilic block copolymer

[0118] like image 3 As shown in the synthetic route diagram, weigh 0.25mmol 3,3'-(propane-2,2-diylbis(sulfanediyl))diacetic acid (thioketal bond) into a brown round bottom flask, tetrahydrofuran ( THF) was dissolved, under the condition of ice-water bath, oxalyl chloride was added dropwise into the reaction flask, and activated at room temperature for 3h. After the reaction was completed, the THF solution of 1-(4-hydroxybenzene)-1,2,2-triphenylethylene (TPE-OH) containing an appropriate amount of triethylamine was added dropwise to the reaction flask under ice-bath conditions, Reaction at 55°C for 6h. The obtained product was subjected to rotary distillation to remove triethylamine and then purified by column chromatography to obtain a purified single carboxyl terminal substituted product. Activate the above pur...

Embodiment 2

[0123] Example 2 Preparation of nanomicelles loaded with paclitaxel

[0124] Using the product obtained in Example 1, weigh 8mg CA-FUC-tkTPE and 2mg FUC-tkVE, mix and dissolve in 4mL formamide to form solution A, mix 1mg / mL PTX formamide solution and 1mL FeCl 2 4H 2 The aqueous solution of O (1 mg / mL) was slowly added dropwise to solution A which was added dropwise, and the solution B was stirred and mixed. Solution B was dialyzed with a dialysis bag (MWCO 2000Da) for 10 hours, and the water was changed every 2 hours with a volume of 1000 mL. After dialysis, filter through 800 nm, 450 nm and 220 nm microporous membranes in turn to obtain CT / PTX. Dynamic light scattering (DLS) measurements were performed on a Delsa Nano C (Beckman Coulter Inc.) particle size analyzer to observe particle size, zeta potential (eg Image 6 shown) and polydispersity index (PI, such as Figure 7 shown), the morphology of CT / PTX was observed by transmission electron microscope (TEM) (such as Fi...

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Abstract

The invention relates to the technical field of biomedical materials, in particular to a preparation method and application of an ROS response marine fucoidin nano-carrier based on a Fenton reaction and an AIE effect. The ROS response marine fucoidin nano-carrier based on the Fenton reaction and the AIE effect is constructed, the fucoidin nano-carrier is composed of at least two amphiphilic block copolymers, the amphiphilic block copolymers take fucoidin as a main chain, the side chain contains at least one of thioketal or a photosensitizer, the side chain of at least one amphiphilic block copolymer is grafted with a Fenton reaction catalyst, the thioketal has an ROS response characteristic, the photosensitizer has a photodynamic function, and the Fenton reaction catalyst can further promote the ROS corresponding mechanism through a Fenton reaction, so that the fucoidan nano-carrier can make anti-tumor drugs realize the function of combined treatment of tumor by chemical kinetics, photodynamics and chemotherapeutic drugs at the same time, and play the function of the anti-tumor drugs.

Description

technical field [0001] The invention relates to the technical field of biomedical materials, in particular to a preparation method and application of a ROS-responsive marine fucoidan nanocarrier based on Fenton reaction and AIE effect. Background technique [0002] Drug therapy is one of the important means of clinical treatment of tumors. Among the many means of cancer treatment, chemotherapy is still the most widely used. However, after continuous treatment, many tumor cells will develop multidrug resistance (MDR) to chemotherapy drugs, leading to tumor recurrence. What's more serious is that once the tumor develops drug resistance, it will affect the therapeutic effect when it is replaced with other structures. Compared with traditional chemotherapeutic drugs, nano drug delivery system can increase drug solubility and improve drug targeting, thereby improving the therapeutic effect. [0003] Along with metabolism, cells will continuously produce reactive oxygen species...

Claims

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Application Information

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IPC IPC(8): A61K47/61A61K47/54A61K47/36A61K47/12A61K47/20A61K47/22A61K31/715A61K41/00A61K31/337A61K9/107A61P35/00B82Y5/00B82Y40/00
CPCA61K47/61A61K47/542A61K47/54A61K47/545A61K47/36A61K47/12A61K47/20A61K47/22A61K31/715A61K41/0057A61K31/337A61K9/1075A61P35/00B82Y5/00B82Y40/00A61K2300/00
Inventor 郭春静陈大全苏彦国陈强郭慧敏程紫婷孔明
Owner OCEAN UNIV OF CHINA
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