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Ternary complex nano-medicine and its preparation method and its application in the preparation of light-controllable release nano-delivery system

A ternary compound and nano-drug technology, which is applied in the fields of polymer material technology and pharmacy, can solve the problems of poor controllability and achieve the effects of cheap raw materials, promoting endocytosis, and improving specific endocytosis

Active Publication Date: 2020-09-25
SUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, endogenous stimuli are poorly regulated

Method used

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  • Ternary complex nano-medicine and its preparation method and its application in the preparation of light-controllable release nano-delivery system
  • Ternary complex nano-medicine and its preparation method and its application in the preparation of light-controllable release nano-delivery system
  • Ternary complex nano-medicine and its preparation method and its application in the preparation of light-controllable release nano-delivery system

Examples

Experimental program
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Effect test

Embodiment 1

[0068] (1) Cysteamine (20.0 g, 176.0 mmol, 1 equiv) was dissolved in methanol (400 mL) containing triethylamine (35.8 g, 353.9 mmol, 2 equiv). Ethyl trifluoroacetate (26.2 g, 184.8 mmol, 1.05 equiv) was added, and the reaction solution was stirred at room temperature overnight. Acetic acid was then added and the pH was adjusted to 6. The solution was extracted with ethyl acetate (3×100 mL), the combined organic layers were washed with anhydrous MgSO 4 dry. The solution was filtered and rotary evaporated, and the residue was further purified by silica gel column chromatography using n-hexane / ethyl acetate (8 / 1) as the eluent to obtain compound 1 with the following structural formula:

[0069]

[0070] (2) Compound 1 (14.2 g, 82.0 mmol, 2.5 eq) and PTSA (0.2 g, 1.1 mmol, 0.03 eq) were dissolved in benzene (250 mL), which was stirred at room temperature for 10 minutes. Molecular sieves (5 Å, 100.0 g) were added, and the mixture was stirred for an additional 10 min. Then 2-...

Embodiment 2

[0078] Compound 4 (25.0 mg) and PEI (600Da) (33.0 mg) were dissolved in 1 mL of methanol and stirred at 45°C in a nitrogen atmosphere protected from light for 48 hours. The mixture was dialyzed against deionized water (deionized water, MWCO = 1kDa) for 2 days and lyophilized to obtain compound 5 (TK-PEI), deuterated heavy water for NMR, figure 2 is the NMR image of compound 5, Figure 4 It is the GPC chart of compound 5, the molecular weight is 11 kDa.

Embodiment 3

[0080] Compound 4 (25.0 mg) and PEI (1800Da) (33.0 mg) were dissolved in 1 mL of methanol and stirred at 45°C in a dark nitrogen atmosphere for 48 hours. The mixture was dialyzed against deionized water (DI water, MWCO = 1 kDa) for 2 days and lyophilized to give compound 5 (TK-PEI) with a molecular weight of 18 kDa.

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Abstract

The invention discloses a ternary complex nanodrug, a preparation method and application thereof in preparation of a light controlled release nano-delivery system. The ternary complex nanodrug comprises a thioketal bond crosslinked low molecular weight PEI-based polymer, a hyaluronic acid polymer attached with a photosensitizer, and a nucleic acid drug. The photosensitizer contained in the complexcan generate reactive oxygen species (ROS) under the control of exogenous red light, realize photochemical internalization (PCI) mediated lysosome escape and photopromoted polymer degradation, thus finally realizing the purposes of reducing the toxic and side effects of materials, improving the transfection efficiency, and enhancing the tumor gene therapeutic effect.

Description

technical field [0001] The invention belongs to the fields of polymer material technology and pharmacy, and relates to a preparation method and application of a light-controllable release nanometer delivery system. Background technique [0002] As a commercial gene carrier, polyethyleneimine (PEI) can effectively carry negatively charged nucleic acids due to its structure containing a large number of positively charged amino groups, thereby forming a stable complex and further delivering into cells . However, while high-molecular cationic polymers have a large number of positive charges, the cytotoxicity of their materials cannot be ignored, and the nucleic acid materials encapsulated in them are difficult to release, which ultimately leads to limited transfection effects. The development of degradable cationic polymers can solve the above contradictions, realize nucleic acid entrapment and intracellular release, and reduce the cytotoxicity of polymer materials themselves. ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A61K47/61A61K41/00A61K48/00A61P35/00C08B37/08C07C323/41C07C319/20
CPCA61K41/0071A61K47/61A61K48/0041A61P35/00C07C323/41C08B37/0072
Inventor 殷黎晨王金慧
Owner SUZHOU UNIV
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