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Preparation method of near-infrared light-controlled visual medicine carrier

A near-infrared light and drug technology, applied in drug delivery, pharmaceutical formulations, medical preparations of non-active ingredients, etc.

Inactive Publication Date: 2019-08-02
DALIAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Self-assembly of amphiphilic small molecules to form vesicle-encapsulated ligand-modified water-soluble upconverting nanoparticles (Ligand-UCNPs) has not been reported yet

Method used

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  • Preparation method of near-infrared light-controlled visual medicine carrier
  • Preparation method of near-infrared light-controlled visual medicine carrier
  • Preparation method of near-infrared light-controlled visual medicine carrier

Examples

Experimental program
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preparation example Construction

[0069] This general formula Im, the synthetic method of n-P-DTPA comprises the following steps:

[0070] (1) Dehydration reaction: Add diethylenetriaminepentaacetic acid, anhydrous acetic anhydride and anhydrous pyridine into a single-necked flask, under the protection of nitrogen, heat to reflux, react for 12-24 hours, suction filter, and wash the filter cake to no color, and vacuum-dried at 50-80°C to obtain diethylenetriaminepentaacetic dianhydride.

[0071]

[0072] The synthesis of formula 1 diethylenetriamine bisanhydride (DTPAA)

[0073] (2) Hydroxyl substitution reaction: 4-bromomethyl-3-nitrobenzoic acid and potassium carbonate were dissolved in a mixed solution of acetone and water, refluxed for 5 hours, the reaction solution was adjusted to acidity, extracted three times with ethyl acetate, The organic layers were combined, dried over anhydrous sodium sulfate, and the spin-dried tan 4-hydroxymethyl-3-nitrobenzoic acid was filtered.

[0074]

[0075] Synthesi...

Embodiment 1

[0101] Example 1 14,14-P-DTPA and biotin-modified upconversion nanoparticles NaYF 4 ,Yb 0.2 / Tm 0.005 compound

[0102] (1) Synthesis of oil-soluble upconversion nanoparticles NaYF 4 ,Yb 0.2 / Tm 0.005 (OA-UCNPs)

[0103] 272mg CF 3 COONa(2mmol),394.3mg Y(CF 3 COO) 3 (0.795mmol), 102.4mg Yb (CF 3 COO) 3 (0.2mmol) and 2.54mg Tm (CF 3 COO) 3 (0.005mmol) was dissolved in 10mL oleic acid and 10mL octadecene and placed in a three-necked flask, heated in vacuum at 120°C to remove water for 1h, then rapidly raised to 320°C, and reacted for 1h. Naturally cooled to room temperature, methanol was added to wash and centrifuge to obtain a white solid. The white solid is dried, and its XRD diffraction pattern is measured by an X-ray diffractometer and compared with a standard card such as figure 1 , indicating that the structure is correct.

[0104] (2) Synthesis of biotin-modified upconversion nanoparticles NaYF 4 ,Yb 0.2 / Tm 0.005 (Biotin-UCNPs)

[0105] The resulting s...

Embodiment 2

[0116] Example 2 10,10-P-DTPA and 2-aminoethylphosphonic acid modified up-conversion nanoparticles NaYF 4 ,Yb 0.2 / Tm 0.005 compound

[0117] (1) Synthesis of oil-soluble upconversion nanoparticles NaYF 4 ,Yb 0.2 / Tm 0.005 (OA-UCNPs)

[0118] As in Example 1(1)

[0119] (2) Synthesis of 2-aminoethylphosphonic acid modified upconversion nanoparticles NaYF 4 ,Yb 0.2 / Tm 0.005 (AEP-UCNPs)

[0120] Add 5 mL of 0.1M hydrochloric acid solution to the obtained solid and sonicate for 2 h, extract the washed oleic acid with ether, and centrifuge to obtain a white solid. Vigorously stir the resulting white solid and 5mL 2-aminoethylphosphonic acid solution for 2h, add the resulting dispersed solution into 10mL ethylene glycol, stir at 140°C for 1h to remove water, and transfer it to a 20mL autoclave, 130 °C for 3 h, centrifuged to obtain a white solid, which was dispersed in aqueous solution.

[0121] (3) 10,10-P-DTPA encapsulated 2-aminoethylphosphonic acid modified upconve...

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Abstract

The invention discloses a near-infrared light-controlled medicine carrier, namely a carrier with medicine carrying ability which is formed by o-nitrobenzyl ester amphiphilic molecule vesicles encapsulating water-soluble upconversion nanoparticles (Ligand-UCNPs), and belongs to the field of surfactants. The total number of alkyl carbon atoms of a fatty chain is 6 to 36. A preparation method of thecarrier comprises the following three steps of synthesizing oil-soluble upconversion nanoparticles (OA-UCNPs); synthesizing the water-soluble upconversion nanoparticles (Ligand-UCNPs); encapsulatingthe upconversion nanoparticles by the o-nitrobenzyl ester amphiphilic molecules. The near-infrared light-controlled medicine carrier has the advantages that the o-nitrobenzyl ester amphiphilic molecules have ultraviolet light crackability; by introducing the upconversion nanoparticles (UCNPs) which have large tissue penetration depth and can convert the near-infrared light with little injury to ahuman body into the ultraviolet light, the defects of small penetration depth and large injury to the human body of the ultraviolet light are overcome, and the purpose of medicine release by photolysis is realized; the near-infrared light-controlled medicine carrier is a potential near-infrared light-controlled medicine release carrier.

Description

technical field [0001] The invention relates to a preparation method of a near-infrared light-controlled visible drug carrier, in particular to a water-soluble up-conversion nanoparticle (Ligand- UCNPs) compounding belongs to the field of surfactant compounding. Background technique [0002] Light is a kind of clean energy, which has the characteristics of non-invasiveness, high spatial and temporal resolution and remote real-time regulation. Light-controlled drug release is very popular. Due to the strong scattering properties of soft tissue to ultraviolet (UV) and visible light, the tissue penetration depth is low. Therefore, lasers (700-1000nm) using near-infrared (NIR) light sources can achieve deeper tissue penetration, detect deeper and smaller targets, and have less damage to normal human cells and tissues than ultraviolet and visible light . Therefore, the near-infrared light-triggered drug delivery system has better clinical application prospects. [0003] O-nit...

Claims

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Application Information

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IPC IPC(8): A61K47/18A61K47/02A61K9/00
CPCA61K9/0009A61K47/02A61K47/183
Inventor 乔卫红姚维贺王宁刘宸宇周恒君陈海亮
Owner DALIAN UNIV OF TECH
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