Curcumin-4-aminophenol eutectic crystal and preparation method thereof

A technology of aminophenol and curcumin, applied in the field of drug co-crystal, can solve the problems of potential toxicity, curcumin degradation, low drug loading, etc., and achieve the effect of protecting the liver

Active Publication Date: 2018-02-23
MEDONCARE PHARMA CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the above methods have some improvements in dissolution or oral absorption, there are still deficiencies, such as low drug loading, potential toxicity, and possible degradation of curcumin during the preparation process.

Method used

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  • Curcumin-4-aminophenol eutectic crystal and preparation method thereof
  • Curcumin-4-aminophenol eutectic crystal and preparation method thereof
  • Curcumin-4-aminophenol eutectic crystal and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0055] Co-crystals were synthesized by solvent evaporation at room temperature using curcumin and 4-aminophenol:

[0056] The reactants are fed in a mass ratio of curcumin: 4-aminophenol=1:1. Accurately weigh 40.00 mg of curcumin and 40.00 mg of 4-aminophenol with an electronic analytical balance, and put them into a transparent glass vial.

[0057] Dissolution of API:

[0058] Use a pipette gun to accurately pipette 3mL of ethanol, 2mL of dichloromethane and 3mL of diethyl ether solvent into a glass vial, stir on a magnetic stirrer for 4 hours at 25°C, take out the stirring bar, and place it between the bottle cap and the bottle body. Add a layer of tin foil to increase the airtightness and tighten.

[0059] Solvent room temperature evaporation method:

[0060] Place the glass vial at room temperature, seal it slightly with tin foil to prevent foreign matter from entering the culture solution, let it stand for 30 hours, the solution reaches saturation, and crystals begin t...

Embodiment 2

[0066] Co-crystals were synthesized by solvent evaporation at room temperature using curcumin and 4-aminophenol:

[0067] The reactants are fed in a mass ratio of curcumin: 4-aminophenol=1:5. Accurately weigh 10.00 mg of curcumin and 50.00 mg of 4-aminophenol with an electronic analytical balance, and put them into a transparent glass vial.

[0068] Dissolution of API:

[0069] Use a pipette gun to accurately pipette 2mL of ethanol, 2mL of dichloromethane and 2mL of diethyl ether solvent into a glass vial, stir on a magnetic stirrer for 4 hours at 25°C, take out the stirring bar, and place it between the bottle cap and the bottle body. Add a layer of tin foil to increase the airtightness and tighten.

[0070] Solvent room temperature evaporation method:

[0071] Place the glass vial at room temperature, seal it slightly with tin foil to prevent foreign matter from entering the culture solution, let it stand for 30 hours, the solution reaches saturation, and crystals begin t...

Embodiment 3

[0073] Co-crystals were synthesized by solvent evaporation at room temperature using curcumin and 4-aminophenol:

[0074] The reactants are fed in a mass ratio of curcumin: 4-aminophenol=1:1. Accurately weigh 20.00 mg of curcumin and 20.00 mg of 4-aminophenol with an electronic analytical balance, and put them into a transparent glass vial.

[0075] Dissolution of the raw material drug: Use a pipette gun to accurately pipette 2mL of ethanol and 2mL of ether solvent into a glass vial, stir on a magnetic stirrer for 4 hours at a temperature of 25°C, take out the stirring bar, and place it between the bottle cap and the bottle body. Add a layer of tin foil to increase the airtightness and tighten.

[0076] Solvent room temperature evaporation method:

[0077] Place the glass vial at room temperature, seal it slightly with tin foil to prevent foreign matter from entering the culture solution, let it stand for 30 hours, the solution reaches saturation, and crystals begin to preci...

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Abstract

The invention discloses a curcumin-4-aminophenol eutectic crystal which is eutectic crystal prepared from curcumin and 4-aminophenol. The curcumin-4-aminophenol eutectic crystal is prepared by self-assembling, volatilizing and crystallizing the curcumin and the 4-aminophenol in a mixed solvent, wherein a mass ratio of the curcumin to the 4-aminophenol is (1 to 1) to (1 to 5), and the mixed solventis prepared from at least two of dichloromethane, ethyl alcohol and diethyl ether. The invention further provides a preparation method of the eutectic crystal. The eutectic crystal disclosed by the invention inherits self pharmacological activity of traditional bulk pharmaceutical chemicals, and aspects of solubility, stability and the like of the eutectic crystal are all obviously improved.

Description

technical field [0001] The invention belongs to the technical field of drug co-crystals, and in particular relates to a novel curcumin drug co-crystal and a preparation method thereof. Background technique [0002] In 1978, Professor J.M.Lehn of France proposed the concept of "supramolecular chemistry" based on the traditional research on the host-guest system rooted in organic chemistry. Supramolecular chemistry is a science that studies complex and orderly molecular aggregates with specific structures and functions formed by the conclusion of intermolecular interactions. It is "chemistry beyond the scope of molecules". Therefore, the basis of supramolecular chemistry is the non-covalent bond interaction between molecules, and the science of functional systems formed by the non-covalent bond interaction between multiple different kinds of molecules. Supramolecular chemistry has the following salient features: 1) The strong binding force that forms supramolecular compounds ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C49/255C07C45/81C07C215/76C07C213/08
CPCC07B2200/13C07C45/81C07C49/255C07C213/08C07C215/76
Inventor 刘晓忠靳奇峰潘蕊郑和校李郡
Owner MEDONCARE PHARMA CO LTD
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