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Method for preparing compound of luteolin

A technology for luteolin and compound, applied in the field of preparation of luteolin compound, can solve problems such as low yield, achieve the effects of high product purity and yield, simple and easy operation and control, and low price

Inactive Publication Date: 2005-10-26
ZHEJIANG UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

literature [4] The disclosed preparation method is obtained by using hesperidin (hesperidin) as a raw material through a three-step reaction of "dehydrogenation, hydrolysis, and demethylation", and the yield is less than 50%; [5] The disclosed preparation method needs to react for 12 to 72 hours

Method used

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  • Method for preparing compound of luteolin
  • Method for preparing compound of luteolin
  • Method for preparing compound of luteolin

Examples

Experimental program
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Effect test

Embodiment 1

[0024] 1. Purification of raw materials: add 30 grams of rutin to 1000 mL of water, slowly add 30% NaOH solution under stirring at a constant temperature of 80°C until the rutin is completely dissolved, filter and cool to room temperature, and adjust the pH of the filtrate to 3.2 with hydrochloric acid , yellow crystals were precipitated, filtered, washed with water, and vacuum-dried at 95°C to obtain 24.4 g of refined rutin.

[0025] 2. Preparation of luteolin: add 20 grams of NaOH to 600 mL of deionized water, after dissolving, add 18 grams of refined rutin, stir to obtain a dark red solution. Add 90g Na 2 S 2 o 4 , 300W microwave heating and reflux for 1 hour (20min.×3), cooled to room temperature, the reaction solution was neutralized with hydrochloric acid to pH=4.0, left to stand, filtered, washed with water, and vacuum-dried at 85°C to obtain 97.8% luteolin 5.3 g, yield 61.3%.

[0026] 3. Purification of luteolin products: add 5.3 grams of luteolin to 300 ml of 60% ...

Embodiment 2

[0028] 1. Purification of raw materials: Heat 2000mL of water to 70°C, add 60g of isoquercetin, slowly add 30% NaOH solution at 70°C with stirring until the isoquercetin is completely dissolved, filter and cool to room temperature, Adjust the pH to 3.2 with hydrochloric acid, precipitate yellow crystals, filter, wash with deionized water, and vacuum-dry at 95°C to obtain 50.5 g of refined isoquercetin.

[0029] 2. Preparation of luteolin: add 70 grams of sodium carbonate to 2000 mL of deionized water, after it dissolves, add 50 grams of isoquercetin refined product and 320 grams of Na 2 S 2 o 4 , 250W microwave heating and reflux for 1.5 hours (15min.×6), stop heating, cool to room temperature, neutralize with hydrochloric acid to pH = 2.2, stand overnight at room temperature, filter, wash with water, and vacuum dry at 95°C to obtain 92.2% 23.7 grams of luteolin, yield 72.9%.

[0030] 3. Purification of luteolin products: add 23.7 grams of crude luteolin to 1200 ml of 95% e...

Embodiment 3

[0032] 1. Purification of raw materials: heat 1000mL of water to 90°C, add 40g of rutin, slowly add 30% NaOH solution at 90°C with stirring until the rutin is completely dissolved, filter and cool to room temperature, adjust the pH with hydrochloric acid =3.2, yellow crystals were precipitated, washed with deionized water, and vacuum-dried at 100° C. to obtain 31.8 grams of refined rutin.

[0033] 2. Preparation of luteolin: add 18 grams of KOH to 500 mL of deionized water, after it dissolves, add 12 grams of refined rutin and 96 grams of Na 2 S 2 o 4 , 300W microwave heating to reflux for 1 hour (20min.×3), stop heating, cool the reaction solution to room temperature, neutralize with hydrochloric acid to pH=5.6, cool to below 5°C, filter, wash with deionized water, and vacuum dry at 75°C , 4.1 grams of 94.2% luteolin can be obtained, and the yield is 71.2%.

[0034] 3. Purification of luteolin products: Add 4.1 grams of crude luteolin to 200 ml of methanol, heat to dissolv...

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Abstract

The preparation method of luteolin compound includes the following steps: adding raw material rutin or its derivative in water, adding NaOH under the condition of heating and stirring to completely dissolve raw material, cooling to room temperature, regulating pH to 2-6, filtering, wasing and drying to obtain raw material refined product; then adding solid alkali, prepared raw material refined product and Na2S2O4 into water according to mole ratio of raw material refined product; solid alkali: Na2S2O4: water=1:15-20:8-70:1110-3330, using 100-500 W microwave to heat and reflow of 0.25-2 hr, cooling to room temperature, regulating reaction liquor pH to 2-7, filtering, washing, drying, and using organic solvent to make recrystallization so as to obtain the invented product.

Description

technical field [0001] The invention relates to a preparation method of a luteolin compound. technical background [0002] Luteolin, also known as luteolin, is an active ingredient isolated from medicinal plants such as Prunella vulgaris, Chrysanthemum, and whole-leaf Qinglan. Its structure is 5, 7, 3′, 4′-tetrahydroxyflavone : [0003] [0004] Luteolin has antibacterial, anti-inflammatory and anti-cancer effects. Its natural products have been used clinically for cough relief, expectoration, and anti-inflammation, and have good curative effects; The role of permeability [1] . Because of its antioxidant properties, it is used to inhibit the rancidity of oily foods, as a food preservative [2] . The content of luteolin in plants is not high, such as 0.03-0.08% in chrysanthemum [3] , and the limited resources and low extraction rate have greatly affected its clinical and other applications. The significance of the present invention is that it makes it possible to art...

Claims

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Application Information

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IPC IPC(8): C07D311/30
Inventor 自俊青闫卫东邵云东李胜迎
Owner ZHEJIANG UNIV
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