Hinokitiol clathrate compound and preparation method thereof

A technology of hinokitiol and inclusion compound, which is applied in the field of hinokitiol inclusion compound and its preparation, can solve the problems of hinokitiol turning yellow under light, achieve pollution-free, simple and easy preparation method, and improve the effect of light discoloration

Pending Publication Date: 2018-02-06
SHANGHAI JIANHE PHARM & TECH CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0020] The purpose of the present invention is to provide a preparation method of hinoki alcohol-cyclodextrin or cyclodextrin derivative inclusion compound with mild conditions, simple process, high inclusion rate and no pollution to the environment. The prepared inclusion compound is completely Solved the problems of hinokitiol's yellowing, degradation and solubility in water

Method used

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  • Hinokitiol clathrate compound and preparation method thereof
  • Hinokitiol clathrate compound and preparation method thereof
  • Hinokitiol clathrate compound and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0111] (1) Add 20g of hydroxypropyl-β-cyclodextrin into 60ml of water and place it in a heating magnetic stirrer at 40°C. After the hydroxypropyl-β-cyclodextrin is completely dissolved and the temperature of its aqueous solution reaches 40°C, continue to keep warm stir;

[0112] (2) Add dropwise a solution of dissolving hinokitiol in 10ml of ethanol (hydroxypropyl-β-cyclodextrin: hinokitiol mass ratio is 10:1) to the above system;

[0113] (3) After the dropwise addition is completed, continue to stir at 40°C to carry out inclusion reaction, and after the hinokitiol and hydroxypropyl-β-cyclodextrin react for 4 hours, remove ethanol by rotary steaming at 40°C;

[0114] (4) After rotary evaporation, the aqueous solution is freeze-dried to obtain the clathrate.

[0115] Table 1 Hydroxypropyl-β-cyclodextrin: Juniperin = 10:1 (w / w) inclusion complex appearance and light inspection results:

[0116]

[0117] Table 2 Hydroxypropyl-β-cyclodextrin: Juniperol = 10:1 (w / w) inclusion...

Embodiment 2

[0122] (1) Add 20g of hydroxypropyl-β-cyclodextrin into 60ml of water and place it in a heated magnetic stirrer at 45°C. After the hydroxypropyl-β-cyclodextrin is completely dissolved and the temperature of its aqueous solution reaches 45°C, continue to keep warm stir;

[0123] (2) Add dropwise a solution of dissolving hinokitiol in 10 ml of ethanol (the mass ratio of hydroxypropyl-β-cyclodextrin: hinokitiol is 20:1);

[0124] (3) After the dropwise addition is completed, continue to stir at 45°C to carry out the inclusion reaction, and after the hinoki alcohol and hydroxypropyl-β-cyclodextrin react for 3.5 hours, remove ethanol by rotary evaporation at 40°C;

[0125] (4) After rotary evaporation, the aqueous solution is freeze-dried to obtain the clathrate.

[0126] Table 4 Hydroxypropyl-β-cyclodextrin: Juniperin = 20:1 (w / w) inclusion complex appearance and light inspection results:

[0127]

[0128] Table 5 Hydroxypropyl-β-cyclodextrin: Juniperol = 20:1 (w / w) inclusion...

Embodiment 3

[0133] (1) Add 20g of hydroxypropyl-β-cyclodextrin into 60ml of water and place it in a heated magnetic stirrer at 50°C. After the hydroxypropyl-β-cyclodextrin is completely dissolved and the temperature of its aqueous solution reaches 50°C, continue to keep warm stir;

[0134] (2) Add dropwise a solution of dissolving hinokitiol in 10 ml of ethanol (hydroxypropyl-β-cyclodextrin: hinokitiol mass ratio is 50:1);

[0135] (3) After the dropwise addition is completed, continue to stir at 50°C to carry out inclusion reaction, and after the hinokiki alcohol and hydroxypropyl-β-cyclodextrin react for 3.5 hours, remove ethanol by rotary evaporation at 40°C;

[0136] (4) After rotary evaporation, the aqueous solution is freeze-dried to obtain the clathrate.

[0137] Table 7 Hydroxypropyl-β-cyclodextrin: Hinokitirol = 50:1 (w / w) inclusion complex appearance and light inspection results:

[0138]

[0139]

[0140] Table 8 Hydroxypropyl-β-cyclodextrin: Juniperol = 50:1 (w / w) incl...

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Abstract

The invention relates to hinokitiol clathrate compound and a preparation method thereof and specifically relates to the hinokitiol clathrate compound which can obviously improve hinokitiol water solubility and completely solve illumination color change and degradation of the hinokitol and the preparation method thereof. The hinokitiol clathrate compound disclosed by the invention is preferably clathrate compound prepared from the hinokitiol and cyclodextrin or derivative of the cyclodextrin, wherein the cyclodextrin or the derivative thereof is chosen from alpha-cyclodextrin or derivative thereof, beta-cyclodextrin or derivative thereof and gamma-cyclodextrin or derivative thereof, and a mass ratio of the hinokitiol to the cyclodextrin or the derivative thereof is (1 to 8) to (1 to 1000).The preparation method of the hinokitiol clathrate compound is chosen from a precipitation and coprecipitation method, a grinding method, an ultrasonic method, a freeze drying method, a spray drying method, a liquid-liquid method or a liquid-gas method, a solid phase clathration method and the like.

Description

technical field [0001] The invention relates to the fields of daily chemicals and pharmaceuticals, in particular to a hinokitiol inclusion compound capable of significantly improving the water solubility of hinokitiol and completely solving the problem of photochromic and degradation of hinokitiol and a preparation method thereof. Background technique [0002] Hinokinol, the chemical name is: 2-hydroxy-4-isopropyl-2,4,6-cycloheptatrien-1-one, the chemical structure is as follows: [0003] [0004] Juniperol is a compound purified from Taiwanese juniper (hinoki) by Ye Fu et al. in 1963. It has various physiological activities such as antimicrobial, cell barrier effect, metalloproteinase barrier effect, tyrosinase barrier activity, and plant growth inhibition. (Journal of Medicine 39, 1283-1294 (2003); Antimicrob. Agents Chemother. 49, 2519-2521 (2005); Arch. Pharm. Res. 22, 335-339 (1999)). Because it has such a variety of physiological activities, it is used in food pres...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K47/61A61K31/122A61K8/73A61K8/35A23L29/30A23L29/00
CPCA23L29/035A23L29/30A61K8/35A61K8/738A61K31/122A23V2002/00A23V2250/5112
Inventor 张锐
Owner SHANGHAI JIANHE PHARM & TECH CO LTD
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