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Polyacrylic acid-S-S-drug copolymer and preparation method thereof

A polyacrylic acid and copolymer technology, applied in the field of pharmaceutical preparations and polymer chemistry, can solve the problems of lack of pertinence, worsening side effects, and limited effects, and achieve good inhibitory effect, reduce toxic side effects, and small toxic side effects.

Active Publication Date: 2018-09-04
同写意(北京)科技发展有限公司
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the use of BSO has limited and untargeted effects, and the drug will also reduce the content of GSH in normal cells, which further worsens the side effects caused by radiotherapy and chemotherapy

Method used

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  • Polyacrylic acid-S-S-drug copolymer and preparation method thereof
  • Polyacrylic acid-S-S-drug copolymer and preparation method thereof
  • Polyacrylic acid-S-S-drug copolymer and preparation method thereof

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Embodiment 1

[0029] Embodiment 1 polyacrylic acid-S-S-gambogic acid copolymer (PAA-S-S-GA)

[0030] (1) Preparation method

[0031] 1. Dissolve 1.57g of gambogic acid in 50mL of dichloromethane, stir until completely dissolved, add 620mg of EDC and 438mg of HOBT under ice bath, and stir overnight at room temperature in the dark to obtain a bright yellow reaction solution, which is added to the reaction solution Add 1.69g of cystamine dihydrochloride, add 10mL of methanol to aid dissolution, adjust the pH to 7.4 with triethylamine, stir for 24h, and use NaHCO 3 After the aqueous solution was washed three times, the organic layer was dried by adding anhydrous sodium sulfate, filtered, and the dichloromethane was removed by rotary evaporation under reduced pressure, and dried in vacuo to obtain a yellow oily compound, which was a gambogic acid derivative, which was directly carried out to the next reaction.

[0032] m / z:763.3[M+H] + ; 1H NMR (CDCl 3 )δ8.64(s,1H), 6.71(d,1H), 6.58(d,1H), 6....

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Abstract

The invention discloses a polyacrylic acid-S-S-drug copolymer and a preparation method thereof, and belongs to the fields of polymer chemistry and medicinal preparations. A drug derivative is preparedfrom a drug and cystamine dihydrochloride; and polyacrylic acid and the drug derivative are condensed to form the polyacrylic acid-S-S-drug copolymer. The polyacrylic acid-S-S-drug copolymer can spontaneously form an amphiphilic polymer micelle in an aqueous solution, the linkage bond is a disulfide bond, and the linkage bond can responsively rupture at the lesion to release the drug; and additionally, the polyacrylic acid can well improve the water solubility of the drug, and can be used to prepare a redox-sensitive polymer prodrug for improving the solubility of the poorly soluble drug. Theinvention also discloses a preparation method of the PAA-S-S-GA copolymer, and a use of the PAA-S-S-GA copolymer as an anticancer drug carrier.

Description

technical field [0001] The invention relates to the fields of pharmaceutical preparations and polymer chemistry, in particular to a redox-type pharmaceutical preparation that can effectively improve the water solubility of insoluble drugs and a preparation method thereof. Background technique [0002] In the 1970s, researchers first proposed the idea of ​​covalently binding water-soluble polymers to chemotherapy drugs, and since then it has become a rapidly developing field with the development of synthesis and polymers. In the 1990s, it began to enter clinical practice, such as poly(L-glutamic acid)-paclitaxel copolymer. Other conjugates are also under development, such as polyethylene glycol-camptothecin with a polyethylene glycol carrier. Polyethylene glycol is an FDA-approved hydrophilic polymer with low toxicity and immunogenicity, but the fact is that even at the tumor site, the polyethylene glycol linker may be difficult to break to release the drug, resulting in a s...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K47/58A61K31/352A61P35/00C08F8/34C08F120/06
CPCA61K31/352A61K47/58A61P35/00C08F8/34C08F120/06
Inventor 陈立江宋柯郭鸣睿韩嘉艺
Owner 同写意(北京)科技发展有限公司
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