Preparation and application of red light induced singlet oxygen response polymer nano anti-cancer drug

A technology of singlet oxygen and anticancer drugs, which is applied in the photodissociation of drugs in vivo, drug combination, antineoplastic drugs, etc., can solve the problems of monitoring, systemic toxic and side effects, lack of real-time imaging of drug enrichment, etc. Easy to obtain, reduce toxic and side effects, and avoid premature release

Active Publication Date: 2021-09-17
FUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

At present, chemotherapy is still one of the commonly used clinical treatments, but chemotherapy can cause systemic side effects, is non-selective, and lacks real-time imaging monitoring of drug accumulation in the body

Method used

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  • Preparation and application of red light induced singlet oxygen response polymer nano anti-cancer drug
  • Preparation and application of red light induced singlet oxygen response polymer nano anti-cancer drug
  • Preparation and application of red light induced singlet oxygen response polymer nano anti-cancer drug

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Experimental program
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Effect test

Embodiment 1

[0033] (1) will (10g, 5.0mmol) with (0.87g, 13mmol) was added to 30mL of toluene, then p-toluenesulfonic acid (0.22g, 1.3mmol) was added as a catalyst, and the water separator was refluxed for 48 hours at 135°C. After the reaction, the reaction solution was spin-dried with a rotary evaporator, and the crude product was co-precipitated with dichloromethane and ether to obtain a light yellow polymer (3.01g, 29%). 1 H NMR (400MHz, CDCl 3 )δ: 4.34(t, J=4.8Hz, 2H), 3.83-3.45(m, 174H), 3.38(s, 3H), 2.97(s, 1H);

[0034] (2) Will (2.01g, 0.97mmol) with (0.11g, 0.97mmol) was added to 10mL tetrahydrofuran, stirred at room temperature for 30min, and the tetrahydrofuran was spin-dried to obtain a light yellow polymer (2.06, 97%), 1 H NMR (400MHz, CDCl 3 )δ: 7.39(d, J=13.2Hz, 1H), 4.67(d, J=13.2Hz, 1H), 4.22(t, J=4.4Hz, 2H), 3.81(t, J=4.4Hz, 1H) ,3.74-3.44(m,176H),3.37(s,3H),2.96(br s,4H),1.84-1.70(m,5H);

[0035] (3) Will (0.50g, 0.23mmol) with (0.94g, 8.20mmol) was a...

Embodiment 2

[0037] Red-light-induced singlet oxygen-responsive polymer nano-anticancer drug (SOR-NP BDP / PTX ) preparation: aminoacrylate bridged polyethylene glycol-polycaprolactone block copolymer SOR-mPEG-b-PCL (50 mg), BDP (2 mg) and PTX (2 mg) were dissolved in 1 mL of dichloromethane middle. A 1 wt % sodium cholate aqueous solution (2 mL) was added to the above solution. The mixture was emulsified by continuous ultrasonication for 4 min with a probe-type ultrasonic instrument under the condition of ice bath. Add 8 mL of newly prepared 0.5 wt % sodium cholate aqueous solution to the above emulsion, and stir overnight. After stirring, the volatile dichloromethane was removed with a rotary evaporator. Get stable nanoparticles SOR-NP BDP / PTX ,like figure 1 shown. SOR-NP BDP / PTX The hydrated particle size is about 84nm, and the particle size taken by the transmission electron microscope is about 44nm.

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Abstract

The invention discloses preparation and application of a red light induced singlet oxygen response polymer nano anti-cancer drug. According to the invention, amino acrylate, which is a singlet oxygen response linking group, is used for covalently bridging polyethylene glycol-polycaprolactone through an esterification reaction, a click reaction, ring-opening polymerization and other reactions. The copolymer has amphipathy, and can be used for self-assembling and wrapping a photosensitizer boron dipyrromethene (BDP) and a chemotherapeutic drug paclitaxel (PTX) in an aqueous solution so as to obtain the red light induced singlet oxygen response polymer nano anti-cancer drug (SOR-NPBDP / PTX). Meanwhile, according to the invention, the nano anti-cancer drug (SOR-NPBDP / PTX) is taken as a research object, in-vivo illumination treatment is carried out on a hepatocarcinoma-bearing mouse tumor model, a foundation is laid for application of SOR-NPBDP / PTX to cancer treatment, and the nano material and amphiphilic polymer synthesis method is simple, relatively high in yield and beneficial to industrial production.

Description

technical field [0001] The invention belongs to the fields of anticancer drug carrier design, polymer synthesis and research on anticancer effects in living bodies. It specifically relates to the synthesis of aminoacrylate-bridged polyethylene glycol-polycaprolactone block copolymers, the preparation of nanomaterials, and tumor suppression in mice. Background technique [0002] The number of people suffering from cancer in the world is increasing year by year, and the number of deaths from cancer is also increasing day by day. At present, there are very few means of effectively treating malignant tumors, and the treatment methods (radiotherapy, surgery, chemotherapy) implemented during the treatment process have relatively large side effects on patients, so efficient treatment of cancer is particularly important. At present, chemotherapy is still one of the commonly used clinical treatments, but chemotherapy can cause systemic side effects, is non-selective, and lacks real-...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K41/00A61K9/51A61K31/337A61K47/34A61P35/00C08G63/685C08G63/78
CPCA61K41/0042A61K41/0057A61K31/337A61K9/5153A61P35/00C08G63/6852C08G63/78A61K2300/00
Inventor 刘见永杨德潮王帅翁晓露张红霞
Owner FUZHOU UNIV
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