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Preparation method of linear diblock polymeric prodrugs with pH simulative responsibility

A stimuli-responsive, di-block technology, which is applied in the direction of pharmaceutical formulations, medical preparations with non-active ingredients, medical preparations containing active ingredients, etc., can solve the problem of damage to normal cells and tissues, poor water solubility of anti-tumor drugs, immune power loss etc.

Active Publication Date: 2017-10-10
SOUTHWEST UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Antineoplastic drugs are widely used in the treatment of cancer. It can effectively inhibit the proliferation of tumors and promote the apoptosis of cancer cells by regulating DNA replication, transcription and translation. Commonly used are methotrexate, pirarubicin, hydrochloric acid Doxorubicin and camptothecin, paclitaxel, etc. extracted from natural products, but these chemical drugs damage normal cells and tissues while killing cancer cells, causing symptoms such as vomiting, high fever, hair loss, and decreased immunity. The main reason for a series of problems is that anti-tumor drugs have poor water solubility and poor selectivity so that they cannot effectively exert their drug effects on the lesion site, resulting in their clinical application being limited

Method used

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  • Preparation method of linear diblock polymeric prodrugs with pH simulative responsibility
  • Preparation method of linear diblock polymeric prodrugs with pH simulative responsibility
  • Preparation method of linear diblock polymeric prodrugs with pH simulative responsibility

Examples

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Embodiment 1

[0044] Example 1 Preparation of pH-stimulus-responsive polymeric prodrugs

[0045] 1. Preparation of P(OEGMA) m : Under argon (Ar, 2-10Pa) conditions, CPPA-NHS is used as the macroinitiator of RAFT reaction, and it is dissolved in 1,4-dioxane together with ethylene glycol methacrylate (OEGMA) (Dio), after adding azoisobutyronitrile (AIBN), freeze-thaw cycle three times, react at 70°C in the dark for 24 hours, freeze with liquid nitrogen to terminate the reaction, thaw, add 3~5mL methanol to dilute, and use A dialysis bag with a molecular weight cut-off (MWCO) of 3500Da was dialyzed in methanol for 24 hours, concentrated and then deuterated-dimethyl sulfoxide (DMSO-d6) was used as a solvent (DMSO-d6) to measure the hydrogen spectrum. The results are as follows: figure 2 As shown in (A), 1 (3.24 ppm) and 2 (3.60 ppm) are the signal peaks of methoxy and methylene hydrogen on OEGMA, respectively, indicating that the hydrophilic monomer P(OEGMA) m successfully synthesized;

[...

Embodiment 2

[0051] Example 2 Preparation of a pH-stimulus-responsive polymeric prodrug, which also has targeting

[0052] (I) Preparation of FA-NH2: Dissolve folic acid (FA) in anhydrous DMF in an ice bath (temperature ≤0°C) and argon (Ar, 2-10Pa), add catalysts EDC and NHS, After stirring for 0.5h, add NH2-BOC dissolved in TEA-containing DMF to form a mixed solution, react at room temperature (25°C) for 24h, slowly add dropwise to the secondary water under constant stirring, filter, and obtain FA-NH after vacuum drying -BOC 。 Add DCM and TFA solvent and stir for 0.5h, concentrate, add DCM and TEA, stir at room temperature (25°C) in the dark for 24h, rotate at 5000r / min, centrifuge for 3min, wash twice with DCM, and vacuum dry to obtain FA-NH 2 ;

[0053](II) Preparation of FA-P (OEGMA) m -b-P(MGMA) n : P(OEGMA) at room temperature (25°C) with argon (Ar, 2-10Pa) m -b-P(MGMA) n with FA-NH 2 Dissolved in TEA-containing DMSO solution, reacted in the dark for 48 hours, precipitated in ...

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Abstract

The invention discloses a preparation method of linear diblock polymeric prodrugs with pH simulative responsibility and in-vitro activity of the prodrugs with pH simulative responsibility. The preparation method is characterized in that with an RAFT (reversible addition and fragmentation chain transfer) polymerization reaction as a main reaction, different polymeric prodrugs are synthesized by changing the proportion of a hydrophilic block and a hydrophobic block, and folic acid is further used to partially modify and synthesize a drug delivery system with pH simulative responsibility and targeting performance. An experiment proves that the system has high drug load capacity, good water solubility and low toxic and side effects and has accurate and efficient cancer treatment potential, and the utilization rate of the drugs is effectively increased.

Description

technical field [0001] The invention relates to the field of antitumor drugs, in particular to a preparation method of a linear diblock polymeric prodrug with pH stimulus responsiveness and its in vitro activity. Background technique [0002] Cancer is one of the major diseases that threaten human health. Its morbidity and mortality are second only to cardiovascular diseases. How to effectively treat cancer has attracted much attention. Antineoplastic drugs are widely used in the treatment of cancer. It can effectively inhibit the proliferation of tumors and promote the apoptosis of cancer cells by regulating DNA replication, transcription and translation. Commonly used are methotrexate, pirarubicin, hydrochloric acid Doxorubicin and camptothecin, paclitaxel, etc. extracted from natural products, but these chemical drugs damage normal cells and tissues while killing cancer cells, causing symptoms such as vomiting, high fever, hair loss, and decreased immunity. The main reas...

Claims

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Application Information

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IPC IPC(8): C08F293/00C08F220/28C08F8/32C08F8/30C08J3/00A61K47/69A61K47/54A61K31/704A61P35/00
CPCA61K31/704C08F8/32C08F220/28C08F220/281C08F220/283C08F293/005C08F2438/03C08J3/00C08J2353/00C08F8/30
Inventor 许志刚马晓倩白霜高永娥石潇潇侯美丽
Owner SOUTHWEST UNIVERSITY
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