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Method for separating lanosterol and dihydrolanosterol

A technology of lanosterol and dihydrogoat, applied in steroids, organic chemistry and other directions, can solve the problem of large amount of solvent used, and achieve the effect of reducing the amount of solvent, high yield and reducing pollution

Pending Publication Date: 2022-03-22
ZHEJIANG GARDEN BIOCHEM HIGH TECH +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0006] Aiming at the technical problems existing at present, the present invention provides a method for separating lanosterol and dihydrolanosterol, which can realize efficient separation of lanosterol and dihydrolanosterol, and has simple operation steps, reduces production cost, and avoids It solves the problem of large solvent usage and has the advantages of environmental protection

Method used

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  • Method for separating lanosterol and dihydrolanosterol

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Weigh 30g of the raw material and 30g of the protic solvent methanol in a volumetric flask to make a raw material solution at a ratio of 1:1. Using calcium chloride as a complexing agent, weigh 8.5 g of calcium chloride and add it to the above raw material solution, stir and react at 60° C. and 350 r / min for 1 hour, cool, and filter to obtain a complex. Dissolve the complex with a certain amount of water and organic matter, choose ethyl acetate as the organic matter, stir at 40°C for 30 minutes, separate the organic layer, and evaporate to dryness by rotary evaporation to obtain the crude product of lanosterol, and then obtain the pure product of lanosterol through solvent crystallization 13.2g, its product purity is 95.7%, and the yield reaches 78.5%. The complex mother liquor was crystallized by solvent at 60°C to obtain 10.5 g of pure dihydrolanosterol with a purity of 90.1% and a yield of 95.7%.

Embodiment 2

[0028] Weigh 30g of raw materials and 60g of methanol in a volumetric flask to make a raw material solution at a ratio of 1:2, use calcium chloride as a complexing agent, weigh 8.5g of calcium chloride and add it to the above raw material solution, and mix it under the conditions of 60°C and 350r / min The reaction was stirred for 1h, cooled and filtered to obtain the complex. Dissolve the complex with a certain amount of water and organic matter, choose ethyl acetate as the organic matter, stir at 40°C for 30 minutes, separate the organic layer, and evaporate to dryness by rotary evaporation to obtain the crude product of lanosterol, and then obtain the pure product of lanosterol through solvent crystallization 12g, its product purity is 93.5%, and the yield reaches 69.3%. The complexed mother liquor was crystallized by solvent at 60°C to obtain 10 g of pure dihydrolanosterol with a purity of 86.4% and a yield of 90.3%.

Embodiment 3

[0030] Weigh 60g of raw material and 30g of methanol in a volumetric flask to make a raw material solution at a ratio of 2:1, use calcium chloride as a complexing agent, weigh 8.5g of calcium chloride and add it to the above raw material solution, at 60°C and 350r / min The reaction was stirred for 1h, cooled and filtered to obtain the complex. Dissolve the complex with a certain amount of water and organic matter, choose ethyl acetate as the organic matter, stir at 40°C for 30 minutes, separate the organic layer, and evaporate to dryness by rotary evaporation to obtain the crude product of lanosterol, and then obtain the pure product of lanosterol through solvent crystallization 23.5g, its product purity is 94.9%, and the yield reaches 70.4%. The complexed mother liquor was crystallized by solvent at 60°C to obtain 20.2 g of pure dihydrolanosterol with a purity of 87.4% and a yield of 91.7%.

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Abstract

The invention relates to a method for separating lanosterol and dihydrolanosterol. The method comprises the following steps: dissolving a lanosterol and dihydrolanosterol mixture crude product in a solvent to prepare a raw material solution; adding a complexing agent into the raw material solution to carry out complexation reaction, and after the reaction is finished, cooling, crystallizing and separating to obtain a complex crystal and a complexation mother solution; decomplexing the complex crystal to obtain a complex crude product, and recrystallizing to obtain a lanosterol pure product; and recrystallizing the complexing mother liquor to obtain a pure product of the dihydrolanosterol. Separation of lanosterol and dihydrolanosterol can be effectively achieved through a complexing crystallization method, and the method has the advantages of being high in separation purity, high in yield, simple in process, low in cost, environmentally friendly and the like.

Description

technical field [0001] The invention belongs to the technical field of natural organic matter purification, and in particular relates to a method for separating lanosterol and dihydrolanosterol. Background technique [0002] The chemical name of lanosterol is (3β)-8,24-lanostadien-3-ol, a white crystal, belonging to tetracyclic triterpenoids, and the molecular formula is C 39 h 50 O, molecular weight 426, melting point 140-141 ° C, soluble in chloroform, ethanol and ether. Lanosterol has a variety of important biological activities and extensive pharmacological effects. It can be used as an important intermediate in the biosynthesis of cholesterol and sterol hormones. An important precursor of biologically active triterpenoids (Nat.Prod.Rep., 15,653-696,1998), in addition, it can also be used as a cosmetic raw material. Earlier studies reported that lanosterol had a chemopreventive effect on colon cancer (Cancer Detection and Prevention, 26(6):419-425, 2006). Therefore, ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07J9/00
CPCC07J9/00
Inventor 单伟达卢艳蓉郭阳钱国平刘建刚
Owner ZHEJIANG GARDEN BIOCHEM HIGH TECH
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