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Mucus layer-adhesive poly gamma-glutamic acid nanomicelles and drug delivery system using same

A technology of nano micelles and glutamic acid, which can be applied in the fields of nano-drugs, nano-technology, nano-technology, etc., can solve the problems of difficult mucosal layer and so on

Inactive Publication Date: 2016-02-17
BIOLEADERS CORP +3
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Antibodies with a size of about 10 nanometers and larger plasmid DNA can pass through the mucous membrane, but they are decomposed by many enzymes present in the mucous membrane, so it is difficult to pass through the mucous membrane

Method used

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  • Mucus layer-adhesive poly gamma-glutamic acid nanomicelles and drug delivery system using same
  • Mucus layer-adhesive poly gamma-glutamic acid nanomicelles and drug delivery system using same
  • Mucus layer-adhesive poly gamma-glutamic acid nanomicelles and drug delivery system using same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] Preparation of poly-γ-glutamic acid / cholesterol nanomicelles

[0048] Synthesis of cholesteryl-amine

[0049] 250 mmol of ethylenediamine (Sigma-Aldrich, USA) was dissolved in 250 ml of toluene. At this point, the temperature was kept low with ice. 2.25g of cholesterol was dissolved in 50ml of toluene, and after standing for 10 minutes, it was added dropwise to the above-prepared ethylenediamine solution for mixing, and immediately stirred at room temperature for 16 hours to carry out the reaction. After the reaction, it was washed several times with deionized water. The organic layer which became clear through the above process was dried with magnesium sulfate, and the toluene was rotovapped from the dried solution. The evaporated sample was rinsed several times with a mixed solution of 20 ml of dichloromethane and 20 ml of methanol, and filtered with a 1 micron PTFE filter. The filtered and clear solution was re-rotoevaporated to yield a sample of cholesteryl-am...

Embodiment 2

[0055] Characterization of poly-γ-glutamic acid-cholesterol nanomicelles

[0056] Poly-γ-glutamic acid-cholesterol nanomicelles were dispersed in distilled water at 1 mg / mL, and measured with DLS (Dynamic Light Scattering (Dynamic Light Scattering), Otsuga, Japan), the results were as follows figure 1 The diameter was confirmed to be 22.1±2.0nm as in (b), and analyzed by Cryo-TEM, the results are as follows figure 1 Spherical poly-γ-glutamic acid-cholesterol nanomicelles were confirmed as in (c). In addition, as a result of NMR analysis, cholesterol was 1.7 mol%, and elemental analysis confirmed that about 28.1 mol% of amino groups were substituted in the poly-γ-glutamic acid-cholesterol nanomicelles. In addition, as a result of measurement by the dynamic scattering method, it was confirmed that the surface charge was about 36.43 mV.

Embodiment 3

[0057] OVA encapsulation of poly-γ-glutamic acid-cholesterol nanomicelles

[0058] In order to encapsulate OVA (ovalbumin, Sigma-Aldrich, U.S.) in the poly-gamma-glutamic acid-cholesterol nanomicelle prepared in embodiment 1, the OVA of the nanomicelle of 8mg / mL and 10mg / mL is with mass ratio 5: When mixed at a ratio of 1 and reacted for 1 hour, OVA-encapsulated poly-γ-glutamic acid-cholesterol nanomicelles were prepared. In order to find the proportion of OVA that is 100% enclosed and free, 8 mg / mL poly-γ-glutamic acid-cholesterol nanomicelles and 10 mg / mL LOVA were reacted in a ratio of 2:1 to 9:1 in terms of mass ratio, As a result of experimenting with a polyacrylamide gel (SDS-free gel), it was confirmed that 100% was encapsulated at a ratio of 5:1.

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Abstract

The present invention relates to nanomicelles comprising a complex of a poly gamma-glutamic acid of which a part of the carboxylic group is substituted by an amine group and an oleophilic compound and, more specifically, to nanomicelles comprising a complex of a poly gamma-glutamic acid of which a part of the carboxylic group is substituted by an amine group and an oleophilic compound, a method for producing the same, and a drug delivery system using mucus layer-adhesive properties of the nanomicelles. According to the present invention, when the nanomicelles drug delivery system on the basis of the poly gamma-glutamic acid, which is a biogenous natural polymer, is utilized in the field of drug delivery to a mucus layer region, the nanomicelles drug delivery system can improve biostability and effectiveness of a drug.

Description

technical field [0001] The present invention relates to a nanomicelle formed by a complex of poly-γ-glutamic acid and a lipophilic compound in which a part of carboxyl groups are substituted by amino groups. Nano micelles formed by complexes of lipid compounds, a preparation method thereof and a drug carrier utilizing the mucoadhesive properties of the above nano micelles. Background technique [0002] The invention relates to poly-gamma-glutamic acid nano-micelle capable of delivering medicine or fluorescent substance by using poly-gamma-glutamic acid as a biocompatible natural macromolecule and a preparation method thereof. The most common route of drug administration is oral administration, but in the case of drugs that are directly administered to the mucosal site to enhance the therapeutic effect and drugs that are effective in improving bioavailability through mucosal absorption, the mucosa acts as a The main alternative route of administration has attracted attention...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K9/127A61K47/30A61K47/48
CPCA61K47/34A61K9/1075A61K39/12A61K39/39B82Y5/00A61K2039/543A61K2039/55555A61K2039/55566A61K33/18C12N2760/16134A61K47/50A61K9/127A61K9/16A61K39/0005A61K39/145A61K39/385C12N7/00
Inventor 崔在喆林容泽夫夏玲成文喜
Owner BIOLEADERS CORP
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