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Polymer compound and promoter for introducing compound into cells using same

A technology of macromolecular compounds and molecular weights, applied in the field of intracellular compound introduction promoters and macromolecular compounds, which can solve the problems of limited and achieve the effect of low cytotoxicity and low cost

Active Publication Date: 2021-02-26
JOSHO GAKUEN EDUCATIONAL FOUND +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

As a classic absorption enhancer, there are examples of sodium caprate used as an additive to ampicillin suppositories, but it is extremely limited

Method used

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  • Polymer compound and promoter for introducing compound into cells using same
  • Polymer compound and promoter for introducing compound into cells using same
  • Polymer compound and promoter for introducing compound into cells using same

Examples

Experimental program
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preparation example Construction

[0071] >

[0072] The preparation method of the polymer compound of the present invention is not particularly limited. For example, it can be obtained by combining a polymerizable monomer with a side chain containing one arginine, or a base containing one or more arginines with a chain length of 2 to 6. It is prepared by polymerizing a polymerizable monomer of a side chain of a sex peptide. In addition, it is also possible to introduce a side chain containing one arginine (for example, one arginine) or a basic peptide containing more than one arginine and a chain length of 2 to 6 on the main chain polymer. side chains (such as basic peptides containing more than one arginine and a chain length of 2-6). However, from the viewpoint of ease of preparation, it is preferable to introduce the side chain containing one arginine (for example, one arginine) or a side chain containing more than one arginine and a chain length of 2 to the main chain polymer. ~6 side chains of basic pep...

Embodiment 1

[0103] In this embodiment, an acrylic acid / N-vinylacetamide copolymer is used as a main chain polymer to prepare a polymer compound having an arginine in a side chain.

[0104] (Synthesis of succinimide of acrylic acid / N-vinylacetamide copolymer)

[0105] Referring to Example 14 of Japanese Patent Application Laid-Open No. 08-081428, a copolymer (NVA-AANa polymer) was synthesized according to a conventional method using 30.0 g of sodium acrylate and 70.0 g of N-vinylacetamide as raw materials.

[0106] Next, a cation exchange resin (IR120B, manufactured by ORGANO CORPORATION) was filled in the column tube, and 130.0 g of a 5.0 wt % NVA-AANa polymer aqueous solution was passed through at 2.6 mL / min to obtain an NVA-AANa polymer aqueous solution . The obtained NVA-AANa polymer aqueous solution was freeze-dried to obtain 5.7 g of NVA-AANa polymer.

[0107] NVA-AANa polymer (5.0 g) and DMF (142.0 g) were added to a 300-mL five-neck flask, and cooled to below 10° C. with an ice-w...

Embodiment 2

[0121] In this example, acrylic acid / N-vinylacetamide copolymer was used as the main chain polymer to prepare a polymer compound having two arginines in the side chain.

[0122] In addition to using a basic peptide composed of 2 L-arginines (NH 2 -R2 / L) except that mono-L-arginine was replaced, the operation of Example 1 was repeated to obtain 16.5 mg of a polymer compound introduced with 2 arginines (hereinafter sometimes referred to as NVA-AA-R2 / L) . The molecular weight measured by GPC was 482000 (PEG / PEO conversion). The density of guanidine groups was calculated in the same manner as in Example 1. The results are shown in Table 1.

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Abstract

The purpose of the present invention is to provide a technology which is for promoting the permeation of drugs through a membrane and which has high versatility and higher safety. Said purpose can beachieved by this polymer compound having a molecular weight of at least 1,000 and a basic peptide that has a chain length of 2-6 and contains one or more arginines at the end of a side chain, and including 0.5-20 mmol / g of a guanidino group derived from arginine.

Description

technical field [0001] The present invention relates to a polymer compound and an intracellular compound introduction promoter using the polymer compound. According to the present invention, compounds such as drugs can be efficiently introduced into cells. Background technique [0002] Biopharmaceuticals such as peptides, proteins, antibodies, and nucleic acids are highly specific to target molecules that cause diseases and are considered to be effective in the treatment of diseases. About half of the new drugs launched in 2015 are biological drugs, and it is expected that the number will increase further in the future. As the pharmacokinetic properties of the biopharmaceutical, low membrane penetration is exemplified. Due to these properties resulting from high water solubility and high molecular weight, most biopharmaceuticals are developed as highly invasive injections. Therefore, not only does it cause pain to patients, but there are also problems such as management o...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F8/30A61K47/32A61K47/34A61K47/36A61K47/42C07K4/00C07K5/068C07K5/09C07K5/11C07K7/06C08B37/08
CPCC07K7/06C08F8/30C08G69/10C07K2/00C08F226/02C08B37/0072C08L5/08C08F220/06C08F220/603C08F220/44C07K4/00A61K47/32A61K47/42A61K47/34A61K47/36C08F220/54C08G63/912
Inventor 佐久间信至鹈川真实高日俊辅福岛一范武藤美音宫田康平田崎晃子松本萤
Owner JOSHO GAKUEN EDUCATIONAL FOUND