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pH and light dual-response target medicine loading system and preparation method thereof

A dual-response and targeting technology, applied in the field of biochemistry, can solve the problems of low drug release and release speed, and achieve the effects of easy adjustment, good application prospects, and favorable reactions

Inactive Publication Date: 2016-12-14
NANJING UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Zink et al. reported for the first time a smart nanocontainer functionalized with an azobenzene-cyclodextrin photo-stimuli-responsive supramolecular switch, in which pyrene-β-CD can self-assemble with azobenzene derivatives and encapsulate fluorescent molecules by inclusion complexation , pyrene molecules can be used to monitor the status of nano-valve under light-controlled conditions, and the drug release of the light-responsive smart nanomaterials can be tested by ultraviolet absorption spectroscopy, but the release amount and release rate of the drug are not large (Ferris, D.P., et al.J Am Chem Soc. 2009, 131, 1686.)

Method used

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  • pH and light dual-response target medicine loading system and preparation method thereof
  • pH and light dual-response target medicine loading system and preparation method thereof
  • pH and light dual-response target medicine loading system and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] 1. Synthesis of aldehyde triethoxysilane and hydrazinomethylazobenzene

[0035] Stir 2mL of vinyltriethoxysilane in 15mL of dichloromethane, keep the temperature at -90°C with liquid nitrogen and ethanol, pass ozone into the solution until the solution turns light blue, and blow off excess ozone with nitrogen, Add 2.488g of triphenylphosphine, leave the mixture overnight, dry with anhydrous sodium sulfate, and rotary evaporate to obtain aldehyde triethoxysilane.

[0036]Dissolve 4.66mL of hydrazine hydrate (0.1mol) in 200mL of chloroform, otherwise known as 4.4g Diboc (0.02mol) in 20mL of chloroform, and add hydrazine hydrate three times (5mL each time) dropwise under ice bath conditions. Chloromethane solution (dropped within 24h), and then reacted at room temperature for 24h. After concentrating by rotary evaporation, 100 mL of ethyl acetate was added to dissolve the product, and extracted three times with half-saturated brine, 50 mL each time. The product was dried...

Embodiment 2

[0047] 1. Synthesis of aldehyde triethoxysilane and hydrazinomethylazobenzene

[0048] Stir 2mL of vinylmethoxysilane in 15mL of dichloromethane, keep the temperature at -70°C with liquid nitrogen and ethanol, pass ozone into the solution until the solution turns light blue, blow away excess ozone with nitrogen, add 2. 488g of triphenylphosphine, the mixture was left overnight, dried with anhydrous sodium sulfate, and rotary evaporated to obtain aldehyde methoxysilane.

[0049] Dissolve 4.66mL of hydrazine hydrate (0.1mol) in 200mL of chloroform, and dissolve 2.2g of Diboc (0.01mol) in 20mL of chloroform. Under ice-bath conditions, add hydrazine hydrate three times (5mL each time) dropwise. Chloromethane solution (dropped within 24h), and then reacted at room temperature for 24h. After concentrating by rotary evaporation, 100 mL of ethyl acetate was added to dissolve the product, and extracted three times with half-saturated brine, 50 mL each time. The product was dried over...

Embodiment 3

[0060] 1. Synthesis of aldehyde triethoxysilane and hydrazinomethylazobenzene

[0061] Stir 2mL of vinyltriethoxysilane in 15mL of dichloromethane, keep the temperature at -78°C with liquid nitrogen and ethanol, pass ozone into the solution until the solution turns light blue, and blow away excess ozone with nitrogen, Add 2.488g of triphenylphosphine, leave the mixture overnight, dry with anhydrous sodium sulfate, and rotary evaporate to obtain aldehyde triethoxysilane.

[0062] Dissolve 4.66mL of hydrazine hydrate (0.1mol) in 200mL of chloroform, otherwise known as 4.4g Diboc (0.02mol) in 20mL of chloroform, and add hydrazine hydrate three times (5mL each time) dropwise under ice bath conditions. Chloromethane solution (dropped within 24h), and then reacted at room temperature for 24h. After concentrating by rotary evaporation, 100 mL of ethyl acetate was added to dissolve the product, and extracted three times with half-saturated brine, 50 mL each time. The product was dri...

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Abstract

The invention discloses a pH and light dual-response target medicine loading system. Medicine molecules in the medicine loading system are stored in mesoporous silicon dioxide microspheres through adsorption, the surfaces of the microspheres are modified by silane coupling agent with aldehyde groups as end groups and ylmethyl azobenzene, and the microspheres are packaged with macrocycle molecule-alpha cyclodextrin. By synthesizing the silane coupling agent containing aldehyde groups and ylmethyl azobenzene and modifying the surfaces of the mesoporous silicon dioxide microspheres with the silane coupling agent and ylmethyl azobenzene, medicine molecules are adsorbed, and the medicine molecules are packaged with cyclodextrin to prepare the target medicine loading system. Compared with other medicine loading systems, the target medicine loading system has the advantages of being large in release amount, high in release speed, easy to adjust and high in sensitivity, synergetic controlled release can be achieved under stimulation of pH and ultraviolet, and dual-response release performance is achieved; by controlling the pH and ultraviolet conditions, controllable release and periodical release of medicine are achieved. Cell experiments prove that the target medicine loading system has good application prospects in the field of biological medicine in the aspect of target medicine loading.

Description

technical field [0001] The invention belongs to the field of biochemistry, and relates to a pH- and light-responsive targeted drug loading system and a preparation method thereof. Background technique [0002] Mesoporous silica has the advantages of easy surface modification, large mesoporous pore size, controllable particle size, good stability, good biocompatibility, and low toxicity. Smart nanocontainers can be prepared through surface modification and are widely used in many fields. [0003] Among common external environmental stimuli, pH is the most widely and maturely studied as an external stimulus response factor. The pH value of normal human cells and tissues is about 7.4, but tumor cells are weakly acidic, especially the pH value of advanced tumor cells is about 5. The pH-responsive smart nanocontainer is relatively stable under neutral conditions, and the pH-sensitive bond is broken at the acidic tumor tissue cells to achieve targeted and controlled drug release....

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K47/48A61K31/352A61K31/4192A61K47/24A61K47/16A61K9/16A61K47/40A61K41/00A61P35/00
CPCA61K9/0009A61K31/352A61K31/4192A61K41/0042
Inventor 傅佳骏冯晶宫光彩王明东丁晨迪
Owner NANJING UNIV OF SCI & TECH
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