SU1710062A1 - Method of preparation of sesquiterpene lactones - Google Patents

Abstract

This invention relates to the chemical and pharmaceutical industry and relates to a method for producing sesquiterpene lactones from vegetable raw materials. The purpose of the invention is to reduce the time of the method and increase the yield of the target product. The method is carried out by extracting the roots and rhizomes of the virgins with a high ethanol – hexane mixture at boiling, the combined extracts are filtered, evaporated, purified with ethanol – hexane and crystallized from hexane. At the same time, the time of the method is reduced from 192 hours by a known method to 58 hours according to the inventive method, and the yield is increased from 1.3-1.5% to 1.7-1.9%.

Description

This invention relates to the chemical and pharmaceutical industry and relates to the recovery of sesquiterpene lactones from vegetable raw materials.

The closest solution to the described method according to the technical essence and the achieved result is a method of obtaining sesquiterpene lactones by extracting the roots of virgin roots with high 85% ethanol, evaporation of the extract, treatment with methylene chloride, chromatography, removal of methylene chloride, followed by purification of the residue obtained 96 % ethanol and precipitation with distilled water at a ratio of alcohol: water 1.0: 0.25-1.0: 0.75. The precipitate is filtered off, washed on the filter with gasoline and dried. The output of the loaded raw material is 1.3-1.5%.

The disadvantage of this method is its duration and the low yield of the target product.

The purpose of the invention is to reduce the time of the method and increase the yield of the target product.

The method is illustrated by the following examples.

Example 1. 50 g of air-dried finely divided roots and rhizomes of virgins force high placed in a round bottom flask equipped with a mechanical stirrer, thermometer, reflux condenser, and extracted twice with a mixture of (10 + 30) ml 96% ethanol - hexane (1: 3 ) boiling at a mass ratio of roots and rhizomes and extractant (1: 4) for 2 hours and 45 minutes.

The obtained extracts are combined, filtered from mechanical impurities and evaporated to 1/4 volume. This results in a precipitate, which, in addition to the fraction of sesquiterpene lactones, contains resinous substances.

For the purpose of purification from related substances, the precipitate (15.31 g) is dissolved in a minimum volume (40 ml) of an ethanol-hexane mixture (10 + 30) ml and sesquiterpene lactones are planted by adding pure hexane until a stable cloudiness occurs (the amount of hexane in the mixture becomes 45 ml)

The maximum precipitation of sesquiterpene lactone crystals is achieved by leaving the mixture to crystallize at room temperature for 24 hours. 0.92 g of yellow-needle crystals (1.8% of the taken raw material) of the purified amount of sesquiterpene lactones of alantholactone and isoalantolactone, which are quantitatively obtained ratio (2: 1) with a melting point of 86-88 C.

Example 2. 50 g of air-dried finely divided roots and rhizomes of virgins are high force placed in a round bottom flask equipped with a mechanical stirrer, thermometer, reflux condenser and extracted twice with a mixture of (10 + 20) ml 96% ethanol - hexane (1: 2) boiling at a mass ratio of roots and rhizomes with an extractant (1: 3) for 2 hours and 30 minutes.

The obtained extracts are combined, filtered from mechanical impurities and evaporated to 1/4 volume. When this precipitates.

For the purpose of purification from related substances, the precipitate (14.18 g) is dissolved in a minimum volume (30 ml) of ethanol hexane (10 + 20) ml and sesquiterpene lactones are precipitated by adding pure hexane to a stable turbidity (the amount of hexane in the mixture becomes 40 ml ).

The maximum precipitation of sesquiterpene lactone crystals is achieved by leaving the mixture to crystallize at room temperature for 24 hours. 0.85 g of yellowish needle-like crystals (1.7% of the taken raw material) of purified sesquiterpene lactones are obtained in a quantitative ratio (2 : 1) with t.plavleni 86-88 C.

Example 3. 50 g of air-dried finely divided roots and rhizomes of virgins are high force placed in a round bottom flask equipped with a mechanical stirrer, a thermometer, a reflux condenser and extracted twice with a mixture of (10 + 40) ml 96% ethanol - hexane (1: 4) boiling at a mass ratio of roots and rhizomes with an extractant (1: 5) for 3 h 00 min.

The obtained extracts are combined, filtered from mechanical impurities and evaporated to 1/4 volume. When this precipitates.

 For the purpose of purification from related substances, a precipitate (15.8 g) is dissolved in a minimum volume (50 ml) of an ethanol-hexane mixture (10 + 40) ml and sesquiterpene lactones are planted by adding pure hexane to a stable turbidity (the amount of hexane in the mixture becomes 65 ml ).

The maximum precipitation of sesquiterpene lactone crystals is achieved by leaving the mixture to crystallize at room temperature for 24 hours. 0.97 g of yellowish crystals (1.9% of the taken raw material) of the purified sum of sesquiterpene lactones of alantholactone and azoalanthanolactone are obtained in a quantitative ratio 2: 1 with t.plavleny 8688 0.

At the same time, the time of the method is reduced from 192 hours by a known method to 58 hours according to the inventive method, and the yield is increased from 1.3-1.5% to 1.7-1.9%.

Claims (1)

Invention Formula The method of obtaining sesquiterpene lactones by extracting the roots and rhizomes of virgins high (Inula helenium L) organic solvent, evaporation, purification and crystallization, in that, in order to reduce the process time and increase the yield of the target product, the extraction is carried out twice with ethanol hexane 1 mixture : (2-4) with a ratio of raw materials: extractant 1: (3-5) for 2.5-3 hours, the combined extracts are filtered and, after evaporation, purified with ethanol-hexane mixture, and the crystallization of the target product is carried out from hexane.