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PH responsiveness supramolecular vesicle drug load system and preparation method thereof

A supramolecular, responsive technology, applied in pharmaceutical formulations, carboxylate preparation, organic active ingredients, etc., to achieve the desired effect of drug loading

Active Publication Date: 2019-11-12
HAINAN UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Some literatures have reported the host-guest chemistry of triphenyltripentene, but only in hydrophobic systems

Method used

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  • PH responsiveness supramolecular vesicle drug load system and preparation method thereof
  • PH responsiveness supramolecular vesicle drug load system and preparation method thereof
  • PH responsiveness supramolecular vesicle drug load system and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] (1) Synthesis of compound 2 (triphenyltripentacene hexa-substituted oxymethyl acetate)

[0041] Compound 1 (0.56mmol), potassium carbonate catalyst (10.17mmol), acetonitrile solvent (15mL) and a teaspoon of potassium iodide (catalyst) were added to a round bottom flask and stirred, under the protection of nitrogen, refluxed for 12 hours, and pumped under reduced pressure after reaction Filter to obtain a reddish-brown viscous substance, namely compound 2.

[0042] (2) Synthesis of compound 3 (triphenyltripentacene hexasubstituted oxyacetate)

[0043] Compound 2 (5.7 mmol), 40% sodium hydroxide solution (10 mL) and absolute ethanol (5.0 mL) were added into a round bottom flask and stirred, and refluxed for 12 hours under nitrogen protection. After the reaction was stopped, a brown solid, namely compound 3, was obtained after distillation under reduced pressure.

[0044] Add water to dissolve compound 3, then use HCl to adjust pH ≤ 2, compound 3 is precipitated, and the...

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Abstract

The invention discloses a pH responsiveness supramolecular vesicle drug load system and a preparation method thereof. Tribenzotriquinacene with carboxylate radical as the end group is used as a host molecule, and the guest molecule of quaternary ammonium salt with a hydrophobic long chain is used as a guest molecule, and the host and the guest molecules are combined by electrostatic force to selfassemble in a solution to form a super amphiphilic supramolecular vesicle which can be used as a drug carrier. In an acid condition, due to the combination of the carboxylate radical and hydrogen ion,thus the supramolecular vesicle is disintegrated, the drug is released, and potential application value is achieved.

Description

technical field [0001] The invention relates to the field of organic synthesis, more specifically, to a pH-responsive supramolecular vesicle drug-carrying system and a preparation method thereof. Background technique [0002] Self-assembly is a very important definition in supramolecular chemistry, that is, some basic components interacting through non-covalent bonds spontaneously organize or aggregate to form a stable pattern or structure with a certain regular geometric appearance. promising research areas. Because it can not only prepare new and practical complex nanomaterials, but also optimize the reversible drug loading system. Since both biology and life science are studied in aqueous media, water-soluble components have attracted increasing attention. In order to obtain better amphiphiles, it is necessary not only to have hydrophobic moieties, but also to have hydrophilic groups, so that they can be attached to amphiphiles through non-covalent interactions in water...

Claims

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Application Information

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IPC IPC(8): A61K47/69A61K9/127A61K31/704A61P35/00C07C51/09C07C59/13
CPCA61K47/6949A61K9/1277A61K31/704A61P35/00C07C67/31C07C51/09C07C69/21C07C59/13
Inventor 许文茸王新睿张玉苍
Owner HAINAN UNIVERSITY
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