Poly(aspartic acid-co-lactic acid)-phosphatidyl ethanolamine graft polymer and preparation method and application thereof

A technology of phosphatidylethanolamine and graft polymer, which is applied in the field of poly-phosphatidylethanolamine graft polymer and its preparation, can solve problems such as poor hydrophilicity, achieve strong lethality, prolong drug efficacy, and good biocompatibility The effect of sex and biocompatibility

Inactive Publication Date: 2012-07-04
THE NAT CENT FOR NANOSCI & TECH NCNST OF CHINA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0011] The object of the present invention is to overcome the shortcoming that polylactic acid and phosphatidylethanolamine are poor in hydrophilicity, utilize the hydrophilicity and biocompatibility of polyaspartic acid, provide a kind of novel amphiphilic poly(aspartic acid-co -lactic acid)-phosphatidylethanolamine graft polymer

Method used

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  • Poly(aspartic acid-co-lactic acid)-phosphatidyl ethanolamine graft polymer and preparation method and application thereof
  • Poly(aspartic acid-co-lactic acid)-phosphatidyl ethanolamine graft polymer and preparation method and application thereof
  • Poly(aspartic acid-co-lactic acid)-phosphatidyl ethanolamine graft polymer and preparation method and application thereof

Examples

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Embodiment 1

[0077] (1) L-aspartic acid (3.33 grams, 0.025mol) (Alfar Aesar company, 98% by weight, analytically pure), L-lactide (7.2 grams, 0.05mol) (Alfar Aesar company, 97% by weight , analytically pure) was added in a 50-mL single-necked round-bottomed flask, vacuumed for 1 hour to remove oxygen, fed with nitrogen, and stirred and reacted in an oil bath at 180°C under nitrogen protection, the solution turned into a yellow transparent liquid. After 2.5 hours of reaction, the temperature was lowered to 160° C. for 21 hours of reaction, and the reaction liquid was a viscous light brown liquid. It was taken out from the oil bath and cooled to produce a tan solid, which was dissolved in 15 ml of N,N-dimethylformamide (Beijing Chemical Plant, analytically pure), and filtered to remove unreacted lactide. The filtrate was precipitated in 250 ml of deionized water and washed three times with 100 ml of deionized water. Dried in a vacuum oven at 25°C for 36 hours to obtain 8.4 grams of brown so...

Embodiment 2

[0097] (1) L-aspartic acid (3.33 grams, 0.025mol) (Alfar Aesar company, 98% by weight, analytically pure), L-lactide (7.2 grams, 0.05mol) (Alfar Aesar company, 97% by weight, Analytical grade) was added in a 50 ml single-necked round-bottomed flask, vacuumized for 1 hour to remove oxygen, fed with nitrogen, and stirred and reacted in an oil bath at 180°C under nitrogen protection, the solution turned into a yellow transparent liquid. After reacting for 3 hours, the temperature was lowered to 150° C. for 23 hours, and the reaction liquid was viscous light brown liquid. It was taken out from the oil bath and cooled to produce a tan solid, which was dissolved in 20 ml of N,N-dimethylformamide (Beijing Chemical Plant, analytically pure), and filtered to remove unreacted lactide. The filtrate was precipitated in 250 ml of deionized water and washed three times with 100 ml of deionized water. Dried in a vacuum drying oven at 20°C for 48 hours to obtain 8.9 grams of brown solid prod...

Embodiment 3

[0103] (1) L-aspartic acid (6.66 grams, 0.05mol) (Alfar Aesar company, 98% by weight, analytically pure), L-lactide (7.2 grams, 0.05mol) (Alfar Aesar company, 97% by weight , analytically pure) was added in a 100-mL single-necked round-bottomed flask, vacuumed for 1 hour to remove oxygen, fed with nitrogen, and stirred and reacted in an oil bath at 190°C under nitrogen protection, the solution turned into a yellow transparent liquid. After reacting for 5 hours, the temperature was lowered to 160° C. and reacted for 16 hours, and the reaction liquid was viscous light brown liquid. It was taken out from the oil bath and cooled to produce a tan solid, which was dissolved in 10 ml of N,N-dimethylformamide (Beijing Chemical Plant, analytically pure), and filtered to remove unreacted lactide. The filtrate was precipitated in 300 ml of deionized water and washed three times with 50 ml of deionized water. Dried in a vacuum oven at 30°C for 24 hours to obtain 11.1 grams of brown solid...

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Abstract

The invention provides a poly(aspartic acid-co-lactic acid)-phosphatidyl ethanolamine graft polymer, which is characterized in that: the poly(aspartic acid-co-lactic acid)-phosphatidyl ethanolamine graft polymer has a structure shown as a formula (I), wherein n is 15-30, x is 10-120, y is 10-120, z is 10-120, and A is a group with a structure shown as a formula (2). The invention further providesa preparation method of the poly(aspartic acid-co-lactic acid)-phosphatidyl ethanolamine graft polymer and an application thereof to the preparation of a medicinal composition. Nano-micelle of an amphiphilic poly(aspartic acid-co-lactic acid)-phosphatidyl ethanolamine graft polymer can be taken as a water-soluble medicament carrier as well as a fat-soluble medicament carrier, and has a wide application range; and moreover, a medicament effect can be prolonged effectively, and the bioavailability and biological activity are enhanced.

Description

technical field [0001] The invention relates to a poly(aspartic acid-co-lactic acid)-phosphatidylethanolamine graft polymer, a preparation method thereof, and an application in the preparation of a pharmaceutical composition. Background technique [0002] Polyaspartic acid (PASP) is a polymeric amino acid with a carboxylic acid side chain. It is a polymer formed by shrinking the amino and carboxyl groups of aspartic acid monomers. It has two configurations, α and β. Polyaspartic acid fragments in natural polyamino acids exist in α configuration, while most of the synthetic polyaspartic acid is a mixture of α and β configurations (Wang Haiping, Haixia, Li Chunmei, etc., Research and Application Progress of Polyaspartic Acid, Journal of Hebei Normal University / Natural Science Edition, 2008, 32(4):517). [0003] The polyaspartic acid obtained by thermal condensation polymerization is easily broken by the action of microorganisms and fungi because of the peptide bond on the mai...

Claims

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Application Information

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IPC IPC(8): C08G69/48C08G69/44A61K47/34A61K9/00
Inventor 吴雁陈春英韩思媛焦芳
Owner THE NAT CENT FOR NANOSCI & TECH NCNST OF CHINA
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