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Polyselenoamino acid amphiphilic block copolymer as well as preparation method and application thereof

A technology of amphiphilic block and selenoamino acid, which is applied in the direction of pharmaceutical formulations, medical preparations of non-active ingredients, etc., can solve the problems of poor water solubility, degradation rate and cycle difficult to control, etc., to reduce the frequency of administration, reduce the Toxic and side effects, the effect of improving the therapeutic effect

Active Publication Date: 2021-03-05
SHENZHEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to the strong hydrogen bonding between amino acid molecules, etc., its water solubility is poor, the degradation rate and cycle in the body are difficult to control, and it is easy to be recognized and cleared by the immune system in the body, etc.

Method used

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  • Polyselenoamino acid amphiphilic block copolymer as well as preparation method and application thereof
  • Polyselenoamino acid amphiphilic block copolymer as well as preparation method and application thereof
  • Polyselenoamino acid amphiphilic block copolymer as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0116] Polyethylene glycol monomethyl ether polyaspartic acid polyselenomethionine block copolymer (mPEG 45 -Pasp2-PMet(Se) 2 )Synthesis

[0117] Weigh 0.1g mPEG-NH 2 (0.05 mmol, Mn=2000) was vacuum-dried in a vacuum oven for 4 hours, and then dissolved in 3 ml of dried DMF to be used as a macroinitiator. Weigh 25mg of newly prepared benzyl L-aspartate NCA (BLA-NCA) (0.1mmol) and dissolve it in 1ml of ultra-dry DMF, then mix the two reaction solutions with a syringe, place under nitrogen atmosphere, and stir the reaction 24h. After the reaction, 22.3 mg of newly prepared seleno-L-methionine NCA (0.1 mmol) was weighed and dissolved in 1 ml of ultra-dry DMF, added to the above mixed reaction solution, and the reaction was continued with stirring. After 24 hours, the reaction was complete. The tri-block polymer was settled in ice anhydrous isopropyl ether, centrifuged, freeze-dried, and dried in a vacuum oven for 24 hours to obtain the product polyethylene glycol monomethyl ...

Embodiment 2

[0119] Polyethylene glycol monomethyl ether polyaspartic acid polyselenomethionine block copolymer (mPEG 45 -PAsp 2 -PMet(Se) 4 )Synthesis

[0120] Weigh 0.1g mPEG-NH 2(0.05 mmol, Mn=2000) was vacuum-dried in a vacuum oven for 4 hours, and then dissolved in 3 ml of dried DMF to be used as a macroinitiator. Weigh 25 mg of newly prepared L-benzyl-aspartate NCA (0.1 mmol) and dissolve it in 1 ml of ultra-dry DMF, then mix the two reaction solutions with a syringe, place under nitrogen atmosphere, and stir for 24 h. After the reaction, 44.6 mg of newly prepared seleno-L-methionine NCA (0.2 mmol) was weighed and dissolved in 1 ml of ultra-dry DMF, added to the above mixed reaction solution, and the reaction was continued with stirring. After 24 hours, the reaction was complete. The tri-block polymer was settled in ice anhydrous isopropyl ether, centrifuged, freeze-dried, and dried in a vacuum oven for 24 hours to obtain the product polyethylene glycol monomethyl ether polyaspa...

Embodiment 3

[0122] Polyethylene glycol monomethyl ether polyaspartic acid polyselenomethionine block copolymer (mPEG 45 -PAsp 2 -PMet(Se) 6 )Synthesis

[0123] Weigh 0.1g mPEG-NH 2 (0.05 mmol, Mn=2000) was vacuum-dried in a vacuum oven for 4 hours, and then dissolved in 3 ml of dried DMF to be used as a macroinitiator. Weigh 25 mg of newly prepared L-benzyl-aspartate NCA (0.1 mmol) and dissolve it in 1 ml of ultra-dry DMF, then mix the two reaction solutions with a syringe, place under nitrogen atmosphere, and stir for 24 h. After the reaction, weigh 66.9g of newly prepared seleno-L-methionine NCA (0.3mmol) and dissolve it in 1ml of ultra-dry DMF, add it to the above mixed reaction solution, and continue to stir the reaction. After 24 hours, the reaction was complete. The tri-block polymer was settled in ice anhydrous isopropyl ether, centrifuged, freeze-dried, and dried in a vacuum oven for 24 hours to obtain the product polyethylene glycol monomethyl ether polyaspartate benzyl este...

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Abstract

The invention relates to a polyselenoamino acid amphiphilic block copolymer as well as a preparation method and application thereof, and the polyselenoamino acid amphiphilic block copolymer has a structure as shown in a formula (I) which is described in the specification. The polyselenoamino acid amphiphilic block copolymer nano-micelle can be self-assembled to form nano-drug carriers (such as nano spherical micelles, nano rodlike micelles and nano vesicles) in different forms in different environments. The nano-drug carrier can be used for research and development of various drugs, can load drug molecules to prepare a sustained-release drug delivery system, and can be administrated in various modes, and the entrapped drugs can be released from a delivery system in a sustained-release modeaccording to needs, so that the administration frequency is reduced, the treatment effect is improved, and the toxic and side effects of the drugs are reduced.

Description

technical field [0001] The invention relates to the technical field of biomedical drug carriers and slow-release materials, in particular to a polyselenoamino acid amphiphilic block copolymer, its preparation method and application. Background technique [0002] Drug carriers are mainly natural or synthetic polymer materials, which are chemically bonded, physically adsorbed or packaged with drug molecules in different forms to form a drug control system, which can be used without reducing the efficacy of the original drug molecule and suppressing its side effects. Through a series of physical, chemical and biological controls, the timing, positioning and quantitative release of drugs can be realized to help enhance their curative effect. Drug carrier systems have been used in various routes of administration, including injection, oral administration, and transdermal absorption. There are many types of drug carriers. Nano-drug carriers refer to a new type of carrier with a p...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G69/40A61K47/34
CPCC08G69/40A61K47/34
Inventor 吴海强欧阳娜许晨舒王亦男徐盼尚琦
Owner SHENZHEN UNIV
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