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Nanoparticle releasing H2S under hypoxic condition as well as preparation method and application of nanoparticle

A nanoparticle, hydrogen sulfide technology, applied in non-active ingredients medical preparations, medical preparations containing active ingredients, wave energy or particle radiation treatment materials, etc., can solve the problem of uncontrollable release rate, poor water solubility, biological phase problems such as small capacitance, to achieve the effect of improving the poor solubility, good dispersibility and uniform size of the donor

Active Publication Date: 2020-09-11
NANJING UNIV OF POSTS & TELECOMM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Traditional H 2 S donor sodium sulfide and other salts generate H in aqueous solution 2 The S rate is too fast, and other organic H 2 S donors have their own disadvantages, such as the very slow release rate of GYY4137 in water, poor water solubility of diallyl trisulfide (DATS), etc., so it is difficult to achieve effective control of the release of H 2 S
[0004] h 2 S has remarkable effects in biological diagnosis and treatment, and has good development prospects. It is very important for the realization of H 2 There are certain challenges in the controllable release of S; H 2 Excessive concentration of S can cause diseases such as diabetes and Down's syndrome. In the prior art, H 2 S donors have problems such as poor water solubility, low biocompatibility and uncontrollable release rate.

Method used

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  • Nanoparticle releasing H2S under hypoxic condition as well as preparation method and application of nanoparticle
  • Nanoparticle releasing H2S under hypoxic condition as well as preparation method and application of nanoparticle
  • Nanoparticle releasing H2S under hypoxic condition as well as preparation method and application of nanoparticle

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] Example 1: Preparation of Conjugated Polymer P1

[0038]

[0039] 1) Weigh 12.31g of the compound and 0.18g of tetrabutylammonium bromide into a single-necked flask with a stirrer, add 4mL of 1,6-dibromohexane, and then add 40mL of 50wt% potassium hydroxide solution. Stirring under the conditions for 30 min, cooling to room temperature, adding 1M HCl to adjust the solution to be neutral, then adding water and dichloromethane to extract three times, keeping the organic phase, and purifying by column chromatography to obtain compound 2.

[0040] 1 H NMR (400MHz, CDCl 3 )δ (ppm): 7.53 (d, J = 8.0Hz, 2H), 7.48-7.44 (m, 4H), 3.30 (t, J = 6.8Hz, 4H), 1.95-1.91 (m, 4H), 1.71- 1.64(m,4H),1.23-1.17(m,4H), 1.13-1.05(m,4H),0.63-0.55(m,4H).

[0041] 2) Weigh compound 21.02g, potassium acetate 1.19g, bipinacol borate 1.32g, PdCl 2 (dppf) 0.038g was added to a 250mL eggplant-shaped bottle with a stirring bar, and 20mL of 1,4-dioxane was added, and stirred at 85°C for 24h under a...

Embodiment 2

[0048] Example 2: Preparation of water-soluble H2S donor P2

[0049]

[0050] Weigh 9.6mg of acrylamide, 137.8mg of N-isopropylacrylamide, 4.8mg of ADTOR, and 1.0mg of azobisisobutyronitrile, add them into a cylindrical solvent storage bottle with a magnet, seal the Schlenk tube with a high vacuum valve, and freeze -Aspiration-thawing, cycle three times, stir at 80°C for 12h, cool to room temperature, add 10mL of deionized water for dialysis, and obtain polymer P2.

Embodiment 3

[0051] Example 3: Preparation of azaboron fluoride complexed dipyrromethene dyes B1 (X=H)

[0052]

[0053] 1) Weigh 1.10g of compound 6 in a flask, add 10mL of ethanol and stir to dissolve, then add 1.03g of compound 5, add 4mL of 10% NaOH aqueous solution dropwise into the flask under rapid stirring conditions, stir and react at 30°C for 9h, and react After the end, suction filtration, the filter cake was washed with water first, then washed with a mixed solution of ethanol and water, and dried to obtain compound 7;

[0054] 1H NMR (400MHz, CDCl 3 )δ (ppm): 8.02 (d, J = 7.2Hz, 2H), 7.77 (d, J = 15.6 Hz, 1H), 7.58 (d, J = 8.4Hz, 2H), 7.43 (d, J = 15.6Hz ,1H),6.96-6.91(m,4H),4.08-3.97(m,4H),1.88-1.74(m,4H),1.49-1.25(m,12H),0.91(t,J=13.6Hz,6H ).

[0055] 2) Weigh 1.67g of compound 7 into a flask, add 10mL of methanol and stir to dissolve, add 1.25g of nitromethane and 749.7mg of diethylamine, and stir for 7 hours; after the reaction, neutralize the reaction solution with ...

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Abstract

The invention discloses a nanoparticle releasing H2S under a hypoxic condition as well as a preparation method and application of the nanoparticle. The nanoparticle has uniform size, good stability and good dispersity in water. The nanoparticle contains a water-soluble H2S donor, a conjugated polymer with a hypoxia response effect, an aza-BODIPY dye with a photothermal effect and a coating material coating the three materials to form the nanoparticle. The nanoparticle has uniform size and good dispersity in water, can release the H2S in the hypoxic environment and solves the problems of poor solubility, low release rate of a traditional H2S donor and the like, so that the H2S has wider application in biological diagnosis and treatment of diseases.

Description

technical field [0001] The invention belongs to the technical field of organic photoelectric functional materials, and in particular relates to a nanoparticle that releases hydrogen sulfide under anaerobic conditions, a preparation method and application thereof. Background technique [0002] Gas therapy is an emerging biological diagnosis and treatment method, which includes oxygen (O 2 ), carbon monoxide (CO), nitric oxide (NO), hydrogen (H 2 ), hydrogen sulfide (H 2 S), sulfur dioxide (SO 2 ), combined with a functional nanoplatform to form a unique gas therapy nanoplatform that has been successfully developed for a variety of biomedical applications, including diagnostic imaging and therapeutic uses. Conjugated polymers have high light-harvesting and emitting capabilities and have been widely studied in the fields of sensing, imaging, and medical therapy. [0003] h 2 S was considered a poisonous gas in the early days until the 1940s H 2 S is identified as an endog...

Claims

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Application Information

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IPC IPC(8): A61K9/51A61K47/32A61K41/00A61K33/04A61P35/00A61P29/00A61P25/00
CPCA61K9/5138A61K41/0052A61K33/04A61P35/00A61P29/00A61P25/00A61K2300/00
Inventor 刘淑娟朱婷余琦赵强黄维
Owner NANJING UNIV OF POSTS & TELECOMM
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