Charge reversal type supramolecular polypeptide prodrug nanoparticles as well as preparation method and application thereof

A charge inversion, nanoparticle technology, applied in the field of biomedicine, can solve problems such as low drug loading efficiency, drug leakage, and nano-drug instability, and achieve the effects of enhanced interaction, improved uptake, and good stability.

Pending Publication Date: 2021-11-26
NANTONG UNIVERSITY
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  • Abstract
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  • Claims
  • Application Information

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Problems solved by technology

[0005] Aiming at the deficiencies of the above-mentioned prior art, the present invention provides the preparation and anti-tumor application of a charge-reversal supramolecular polypeptide prodrug nanoparticle to solve the problems of low drug loading efficiency, nano-drug instability and drug The problem of leakage, and the combination therapy of chemotherapy and photodynamic therapy, etc.

Method used

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  • Charge reversal type supramolecular polypeptide prodrug nanoparticles as well as preparation method and application thereof
  • Charge reversal type supramolecular polypeptide prodrug nanoparticles as well as preparation method and application thereof
  • Charge reversal type supramolecular polypeptide prodrug nanoparticles as well as preparation method and application thereof

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Embodiment 1

[0032] 1. Pillar[5]arene-poly( L - the preparation of lysine)

[0033] Step 1: Refer to the existing literature to obtain monoaminopillar[5]arene and ε-benzyloxycarbonyl- L -Lysine anhydride, in a glove box, take monoaminopyr[5]arene (0.033mmol, 31.76mg), dissolve it in 2mL of anhydrous N,N-dimethylformamide, and then add ε-benzyloxycarbonyl - L -Lysine anhydride (0.68mmol, 200mg), after reacting at room temperature for 48h, the reaction solution was settled in 16mL of anhydrous ether, centrifuged again, repeated 3 times, and vacuum dried for 24h to obtain 124.2mg of white solid. The yield is 82.3-84.3%.

[0034]

[0035]Step 2: Dissolve the white solid (0.0224mmol, 100mg) obtained in Step 1 in a mixed solvent of 10mL glacial acetic acid / trifluoroacetic acid (1:1 by volume), and add 1.1mL hydrobromic acid / ice at 0°C Acetic acid (33wt%) mixed solution was continued for 1.5h. After the reaction, the reaction solution was settled in 80 mL of anhydrous ether, centrifuged a...

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Abstract

The invention discloses charge reversal type supramolecular polypeptide prodrug nanoparticles, a preparation method thereof and application of the charge reversal type supramolecular polypeptide prodrug nanoparticles in preparation of tumor treatment drugs, and belongs to the technical field of biological medicines. The charge reversal type supramolecular polypeptide prodrug nanoparticles are prepared by loading dihydroporphin on column [5] arene-poly (L-lysine) and pyridine-poly (L-lysine). After the nanoparticles enter tumor cells, under the irradiation of 660 nm near-infrared light, the loaded dihydroporphin can release active oxygen, so that the tumor cells are killed, and photodynamic therapy is realized; and meanwhile, the active oxygen can break a copper mercaptan link bond linked with adriamycin, so that free chemotherapeutic drug adriamycin is released, tumor cells are killed, and chemotherapy is carried out.

Description

technical field [0001] The invention belongs to the technical field of biomedicine, and in particular relates to a charge-reversal supramolecular polypeptide prodrug nanoparticle, a preparation method thereof, and an application in preparing tumor treatment medicines. Background technique [0002] At present, the synthesis method of polypeptide is mainly the ring-opening polymerization (ROP) of monomer α-amino acid-N-carboxy anhydride (NCA) initiated by primary amine or basic initiator, and its functionalization is to use the functional group Group amino acid monomers (such as cysteine, aspartic acid, glutamic acid, etc.) to functionalize the side chain of the polypeptide. In the application of drug delivery, researchers mainly synthesize amphiphilic peptide copolymers, and use their self-assembly to form nanocarriers such as vesicles, micelles, nanotubes and nanowires to load one or more drugs. However, traditional amphiphilic peptides link hydrophilic and hydrophobic segm...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K47/64A61K47/69A61K41/00A61K31/704A61P35/00B82Y5/00B82Y40/00
CPCA61K47/64A61K47/6931A61K41/0071A61K31/704A61P35/00B82Y5/00B82Y40/00A61K2300/00
Inventor 丁月王陈威马宇轩朱吕明
Owner NANTONG UNIVERSITY
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