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Synthetic method of gamma-mangostin

A technology of mangostin and synthetic method, which is applied in the biological field to achieve the effect of high yield and simple process

Inactive Publication Date: 2016-04-20
SHAANXI JIAHE PHYTOCHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] At present, there are few reports on the synthesis of γ-mangostin compounds, and the research has just started. Therefore, it is of great significance to find a synthesis method with mild reaction conditions, low raw material cost and relatively simple operation.

Method used

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  • Synthetic method of gamma-mangostin

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Step 1. Add 40 g of mangosteen extract, 300 ml of dichloroethane, 300 ml of pyridine, 64 g of anhydrous aluminum trichloride, and 0.1 g of sodium iodide into a 1000 ml reaction flask. Heat to reflux for three hours. After cooling the reaction solution, add 6g of concentrated hydrochloric acid to neutralize it until the reaction solution is weakly acidic, reclaim dichloroethane under reduced pressure, place and cool to obtain 30g of crude product of gamma-mangostin.

[0027] Step 2. Recrystallize 30 g of the γ-mangostin crude product obtained in the above steps with 600 ml of absolute ethanol, add 5 g of activated carbon for decolorization, concentrate the ethanol to one-third of the original volume, place it for crystallization, and suction filter after 24 hours to obtain 98 % gamma-mangostin essence 21g.

Embodiment 2

[0029] Step 1. Add 40 g of mangosteen extract, 300 ml of dichloroethane, 150 ml of pyridine, 64 g of anhydrous aluminum trichloride, and 0.1 g of sodium iodide into a 1000 ml reaction flask. Heat to reflux for three hours. After cooling the reaction solution, add 4g concentrated hydrochloric acid to neutralize it until the reaction solution is weakly acidic, reclaim dichloroethane under reduced pressure, place and cool to obtain 29g of γ-mangostin crude product.

[0030] Step 2. Recrystallize 29 g of the γ-mangostin crude product obtained in the above steps with 600 ml of absolute ethanol, add 6 g of activated carbon for decolorization, concentrate the ethanol to one-third of the original volume, place it for crystallization, and suction filter after 24 hours to obtain 98 % gamma-mangostin essence 22g.

Embodiment 3

[0032] Step 1. Add 40 g of mangosteen extract, 300 ml of dichloroethane, 150 ml of triethylamine, 64 g of anhydrous aluminum trichloride, and 0.2 g of sodium iodide into a 1000 ml reaction flask. Heat to reflux for three hours. After cooling the reaction solution, add 4g of concentrated hydrochloric acid to neutralize it until the reaction solution is weakly acidic, reclaim dichloroethane under reduced pressure, place and cool to obtain 28g of γ-mangostin crude product.

[0033] Step 2. Recrystallize 28 g of the γ-mangostin crude product obtained in the above steps with 560 ml of absolute ethanol, add 4 g of activated carbon for decolorization, concentrate the ethanol to one-third of the original volume, place it for crystallization, and suction filter after 24 hours to obtain 98 % gamma-mangostin essence 20g.

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Abstract

The invention provides a synthetic method of gamma-mangostin. The synthetic method comprises the following steps: performing a reflux reaction for a mangosteen extract, dichloroethane, organic alkali, aluminum trichloride anhydrous and sodium iodide, after the reaction is completed, adding hydrochloric acid to neutralize a reaction solution to be neutral, decompressing and recovering the dichloroethane, standing, and cooling to obtain a gamma-mangostin crude product; re-crystallizing the obtained gamma-mangostin crude product by using absolute ethyl alcohol, then decoloring by using an absorbent, concentrating the ethyl alcohol, standing, crystallizing, and performing suction filtration to obtain a gamma-mangostin refined product. According to the process route for semi-synthesizing the gamma-mangostin by virtue of the natural extract, the process is simple and easy, the yield is high, and the industrialized production can be realized.

Description

technical field [0001] The invention belongs to the field of biotechnology, and relates to a synthesis method of γ-mangostin. Background technique [0002] The chemical name of γ-mangostin is 1,3,6,7-tetrahydroxy-2,8-bis(3-methyl-2-butenyl)-9-shanone, and its molecular formula is C 23 h 23 o 6 , molecular weight 396.44, usually exists in the form of bright yellow powder, melting point 181.6-182.6e℃. γ-Mangostin is the main biologically active compound isolated from the husk of Garcinia mangostana L1 of Garcinia mangosteen. Mangosteen is also known as mangosteen, mangosteen, and phoenix fruit. In Southeast Asia, the shell of mangosteen is a traditional folk medicine for treating dysentery, sprains, typhoid, ulcers, skin infections, anti-inflammatory and sterilization. It is also called mangosteen flavonoids. Xanthanone compounds widely used in diet and medicine have antioxidant, anti-inflammatory, antibacterial, and anticancer activities. Mangostin is mainly isolated and...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D311/86
CPCC07D311/86
Inventor 郭文华肖金霞王晓莹肖红张瑜赵景辉
Owner SHAANXI JIAHE PHYTOCHEM
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