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Redox dual-sensitive nano-drug delivery system as well as preparation method and application thereof

A drug delivery system and sensitive technology, applied in the field of biomedicine, can solve the problems of the tumor microenvironment cannot achieve rapid response, complex redox sensitivity, poor biosafety of carrier materials, etc., and achieve good biosafety and biocompatibility. , good biodegradability, reproducible effect

Active Publication Date: 2022-07-12
THE SEVENTH AFFILIATED HOSPITAL SUN YAT SEN UNIV SHENZHEN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, many redox-responsive drug delivery platforms have been developed based on the tumor-specific microenvironment, but there are still problems such as poor biological safety of carrier materials, general degradation performance, and a single redox-sensitive ability cannot achieve rapid response to the complex tumor microenvironment etc. need to be further improved

Method used

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  • Redox dual-sensitive nano-drug delivery system as well as preparation method and application thereof
  • Redox dual-sensitive nano-drug delivery system as well as preparation method and application thereof
  • Redox dual-sensitive nano-drug delivery system as well as preparation method and application thereof

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preparation example Construction

[0059] Based on the applicant's previous research work and on the basis of the above embodiments, the present invention provides a preparation method of the above-mentioned redox dual-sensitive nano drug delivery system, and the preparation method includes the steps of preparing a polymer:

[0060] S01. Provide cystine ester as shown in general formula (II) and thioketal as shown in general formula (III), X 1 and X 2 Each independently selected from halogen:

[0061]

[0062] (II) (III)

[0063] S02. The above-mentioned cystine ester and the thioketal are subjected to amidation reaction to obtain the polymer represented by the general formula (I).

[0064] Wherein, the specific reaction conditions for the amidation reaction in step S02 can be flexibly adjusted with reference to the types of cystine esters and thioketals, which are not specifically limited in the specification of the present invention.

[0065] The cystine ester can be selected from a commercially avail...

Embodiment 1

[0081] In this example, polymer I was synthesized 1 , and its chemical structure is as follows:

[0082] p=5-60

[0083] The specific synthesis process includes the following steps:

[0084] (1) Take 1 equivalent of thioglycolic acid and 2 equivalents of anhydrous acetone, dissolve them in anhydrous dichloromethane, stir at room temperature, and slowly drop 2 ml of concentrated hydrochloric acid into the stirring mixture, and react until the crystallization is completed. The crystals were repeatedly washed and filtered three times with n-hexane at -20°C and cold water at 4°C, and then freeze-dried in vacuum to obtain dry crystals. Dissolve 1 equiv of dry crystals in dry dichloromethane, add thionyl chloride (1.2 equiv) dropwise, stir at 90 °C for 6 h, and rotate to obtain 2,2'-[propane-2,2- Dithio]diacetyl chloride.

[0085] (2) L-cystine dimethyl ester dihydrochloride ((L-Cys-OMe) 2 2HCl) into a conical flask, add an appropriate amount of saturated sodium carbonate so...

Embodiment 2

[0088] This embodiment provides an unloaded redox dual-sensitive nano drug delivery system, and the specific preparation process includes:

[0089] (1) with polymer I 1 As carrier material, distearoyl phosphatidylethanolamine-polyethylene glycol (DSPE-PEG2000) as stabilizer, 2 mg of polymer I 1 , 1 mg DSPE-PEG2000 was dissolved in 1 mL DMSO as the oil phase; under the stirring speed of 1000 rpm, 100 μL of the above oil phase was added dropwise to 9 mL of deionized water at a rate of 10 μL / s, and 1 mL of 10×PBS made the resulting nanoparticles in a buffer in a pseudo-physiological state.

[0090] (2) Concentrate the nanoparticle solution by ultrafiltration with a Millipore ultrafiltration centrifuge tube (15 mL / 10000 D) and dilute to 1 mL to obtain an unloaded redox dual-sensitive nano-drug delivery system, labeled as NPs.

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Abstract

The invention belongs to the technical field of biological medicine, and particularly relates to a redox double-sensitive type nano drug delivery system as well as a preparation method and application thereof. The redox double-sensitive nano drug delivery system provided by the invention comprises a polymer as shown in a general formula (I), p is equal to 5-60, R1, R2, R3 and R4 are independently selected from alkyl or naphthenic base with the number of carbon atoms being less than 6, and x, y, m and n are independently positive integers being less than 6. The polymer is mainly used as a carrier material to promote the formation of a nano drug delivery system, has good biological safety and biocompatibility, and also has good biodegradability and high drug loading capacity. (I).

Description

technical field [0001] The invention belongs to the technical field of biomedicine, and in particular relates to a redox dual-sensitive nano drug delivery system and a preparation method and application thereof. Background technique [0002] During cancer progression, the tumor microenvironment undergoes a series of molecular and cellular changes, including hypoxia, aerobic glycolysis, angiogenesis, immune tolerance, and chronic inflammation. Despite great efforts by clinicians, medical interventions in tumors are still ineffective. The complex tumor microenvironment is a major cause of preventing the penetration of anticancer drugs into tumor tissues and leading to treatment failure. To overcome these great challenges in cancer therapy, stimuli-responsive nano-drug delivery systems have attracted much attention as an emerging therapeutic modality in recent decades. Through rational design, protons, redox, reactive oxygen species (ROS) and some overexpressed enzymes in the...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K9/51A61K47/34A61K45/00A61P35/00C08G69/42
CPCA61K9/5146A61K45/00A61P35/00C08G69/42
Inventor 康洋童彤宇庞俊
Owner THE SEVENTH AFFILIATED HOSPITAL SUN YAT SEN UNIV SHENZHEN
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