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Fullerene amino-acid-ester self-assembled medicine-carrying slow-release vesicle material, and preparation method and application thereof

A technology of fullerene amino acid ester and amino acid ester, which is applied in the field of fullerene, can solve problems such as hindering assembly research, hindering biological activity and application in the field of medicine, and achieves hydrophobic performance, simple preparation method, and easy preparation conditions Effect

Active Publication Date: 2016-11-09
XIAMEN UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the extremely hydrophobic nature of fullerenes hinders their assembly research in polar solutions, and further hinders their potential biological activities and applications in the field of medicine.

Method used

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  • Fullerene amino-acid-ester self-assembled medicine-carrying slow-release vesicle material, and preparation method and application thereof
  • Fullerene amino-acid-ester self-assembled medicine-carrying slow-release vesicle material, and preparation method and application thereof
  • Fullerene amino-acid-ester self-assembled medicine-carrying slow-release vesicle material, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044] 1) 500mg of fullerene C 60 Dissolve in 150mL chlorobenzene, stir magnetically at room temperature for 4h to dissolve it completely, add 3.5g ICl, react at room temperature for 4h, use oil pump to remove excess ICl and chlorobenzene solvent, and obtain an orange-yellow solid. Wash 3 times with n-hexane, let it stand, remove the supernatant, keep the solid, and dry to obtain the product;

[0045] 2) HCl gas will be passed into 250mL of methanol to form a saturated methanolic hydrochloric acid solution, and 10.31g of 4-aminobutyric acid methyl ester will be added. At this time, 4-aminobutyric acid methyl ester will form 4-aminobutyric acid methyl ester hydrochloride Dissolve in methanol, heat to 65°C and reflux for 20 minutes, use a rotary evaporator to spin dry the product to remove solvent and excess HCl, and after drying, obtain methyl 4-aminobutyrate dimethyl hydrochloride;

[0046] 3) Add 3.83g of 4-aminobutyric acid methyl ester hydrochloride into 250mL of ethyl ace...

Embodiment 2

[0052] 1) 500mg of fullerene C 60 Dissolve in 150mL chlorobenzene, stir magnetically at room temperature for 4h to dissolve it completely, add 3.5g ICl, react at room temperature for 4h, use oil pump to remove excess ICl and chlorobenzene solvent, and obtain an orange-yellow solid. Wash 3 times with n-hexane, let it stand, remove the supernatant, keep the solid, and dry to obtain the product;

[0053] 2) HCl gas will be passed into 250mL of methanol to form a saturated methanolic hydrochloric acid solution, and 10.31g of 4-aminobutyric acid methyl ester will be added. At this time, 4-aminobutyric acid methyl ester will form 4-aminobutyric acid methyl ester hydrochloride Dissolve in methanol, heat to 65°C and reflux for 20 minutes, use a rotary evaporator to spin dry the product to remove solvent and excess HCl, and after drying, obtain methyl 4-aminobutyrate dimethyl hydrochloride;

[0054] 3) Add 3.83g of 4-aminobutyric acid methyl ester hydrochloride into 250mL of ethyl ace...

Embodiment 3

[0059] 1) 500mg of fullerene C 60 Dissolve in 150mL chlorobenzene, stir magnetically at room temperature for 4h to dissolve it completely, add 3.5g ICl, react at room temperature for 4h, use oil pump to remove excess ICl and chlorobenzene solvent, and obtain an orange-yellow solid. Wash 3 times with n-hexane, let it stand, remove the supernatant, keep the solid, and dry to obtain the product;

[0060] 2) HCl gas will be passed into 250mL of methanol to form a saturated methanolic hydrochloric acid solution, and 10.31g of 4-aminobutyric acid methyl ester will be added. At this time, 4-aminobutyric acid methyl ester will form 4-aminobutyric acid methyl ester hydrochloride Dissolve in methanol, heat to 65°C and reflux for 20 minutes, use a rotary evaporator to spin dry the product to remove solvent and excess HCl, and after drying, obtain methyl 4-aminobutyrate dimethyl hydrochloride;

[0061] 3) Add 3.83g of 4-aminobutyric acid methyl ester hydrochloride into 250mL of ethyl ace...

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Abstract

The invention discloses a fullerene amino-acid-ester self-assembled medicine-carrying slow-release vesicle material, and a preparation method and application thereof, and relates to the field of fullerene. The vesicle material is prepared by enabling fullerene molecule to be connected with an amino-acid ester molecule through nucleophilic substitution, wherein fullerene is C60 fullerene and the molecular general formula is C60R5Cl. The preparation method comprises taking C60 fullerene and ICl as raw materials, taking chlorobenzene as a solvent, and synthesizing C60Cl6; adding an amino acid into a hydrochloric acid methanol saturated solution, and performing heating reflux to obtain the amino-acid ester; performing heating reflux on C60Cl6 and the amino-acid ester in a mixed solvent of ethyl acetate and toluene, so as to obtain the fullerene amino-acid-ester cruder product; and performing chromatographic separation, so as to obtain the fullerene amino-acid-ester self-assembled medicine-carrying slow-release vesicle material.

Description

technical field [0001] The present invention relates to fullerenes, in particular to a class of amphiphilic fullerene amino acid ester derivative self-assembled drug-loaded sustained-release vesicle materials, and the preparation method and application of such self-assembled drug-loaded sustained-release vesicle materials . Background technique [0002] In recent years, organic supramolecular structures with hollow nanosphere structures have developed rapidly. Fullerene, the third allotrope of elemental carbon discovered, is one of the major discoveries of the 20th century. Due to its unique structure and properties, fullerene is an ideal supramolecule for self-assembled nanomaterials, and its derivatives can self-assemble into nanovesicles, nanorods, nanospheres, nanofilms, nanowires and other structures . The vesicles formed by the self-assembly of biocompatible group-modified fullerene derivatives have attracted extensive research by scientists because of their structu...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C227/16C07C229/08C07C229/24C07C229/36A61K9/127A61K47/04A61K47/18
CPCA61K9/0002A61K9/1271A61K9/1277A61K47/02A61K47/183C07C227/16C07C229/08C07C229/24C07C229/36
Inventor 谢素原林民松朱常锋陈睿婷刘雅玲陈淑芬余楠仪崔存浩张美林黄荣彬郑兰荪
Owner XIAMEN UNIV
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