A method of obtaining a concentrate of ecdysone and ecdysone from vegetable raw materials

 

(57) Abstract:

The invention relates to a method of extraction of biologically active compounds from plant material. From freshly harvested leaves of plants of the genus Rhaponticum squeeze out juice. It is filtered and the filtrate concentrated. To the obtained concentrate, add an equal volume amount of ethyl acetate, stirred and separated solution monopolarly impurities in ethyl acetate. From the thus purified concentrate extract ecdysterone by extraction with ethyl acetate. The extract was concentrated by evaporation, cooled and filtered the precipitated crystals of ecdysone. The invention allows the use of more affordable raw materials, to simplify the process and reduce the consumption of reagents.

The invention relates to a method of extraction of biologically active compounds from plant material, in particular emphases of phytoecdysteroids, namely the ecdysone-ecdysone). Ecdysterone is the insect molting hormone, used in medicine and agriculture.

A method of obtaining ecdysteroids from the plant Rhaponticum carthamoides [Baltaev U. A., Abubakirov U. A. - "Chemistry of natural compounds", 1987, S. 681], according to which the secretion of ecdysone lead from the roots with root hydrophobic substances hexane, the butanol extraction of ecdysone from the further separation on a column of silica gel in the solvent system chloroform-methanol. The disadvantage of this method is the low output of ecdysone (0.066%), multi-stage, the use of significant amounts of organic solvents

According to another method of obtaining ecdysteroids from finely ground (less than 0.25 mm) of rhizomes with roots of the plant Rhaponticum carthamoides [the patent of Russian Federation N 2112540, a 61 K 35/78, 1998] is extracted with 70% ethanol, from the primary extract remove related compounds next sequential liquid-phase extraction, the obtained product was then purified column adsorption chromatography on aluminum oxide with subsequent crystallization. The disadvantages of this method are the long-term drying of raw materials, the use of significant volumes of ethanol in the first stage of extraction of large volumes of organic solvents in subsequent liquid-liquid extraction, multi-stage and duration of the process.

A significant drawback of both methods is the use of roots as raw material for production of ecdysone, which leads to the destruction of wild species of plants Rhaponticum or tribusteron from plants of the genus Serratula. According to one of them [Kholodova Y. D., Baltaev U., Volovenko C. O. and other Phytoecdysteroids Serratula xerathomoides. -Chemistry of natural compounds", 1979, S. 171], according to which the secretion of ecdysone from the air dry, Mature Serratula xerathomoides produced by grinding with subsequent extraction of them with methanol. The obtained extract was evaporated, diluted with water and repeatedly extracted with hexane, conduct additional distillation of methanol, extraction with butanol, its evaporation, chromatography chloroform-methanol on a column of alumina. The disadvantage of this method is the use of only inflorescences of plants, the use of methanol in the extraction, as well as the multistage and the long duration of the process (ten operations at 115 hours).

According to another method [USSR author's certificate N 1146050, a 61 K 35/78, 1985] primary extraction of raw materials spend methanol with simultaneous evaporation in the extractor vacuum-circulating installation, with the subsequent removal of related substances liquid extraction and purification of the product liquid-adsorption column chromatography on aluminium oxide. The method includes nine consecutive operations: three extraction, three residues, one operation By 66 - 70 hours. The disadvantages of this method are the use of operations liquid-liquid extraction, which require multiple repetition and at least three times the volume of the extractant to extractable volume for each extraction surgery, duration, complexity and multi-stage process, as well as high energy way as a result of three operations residue and the length of time vacuum-circulating installation.

According to the method described in [the patent of Russian Federation N 2063763, a 61 K 35/78, 1996], to obtain the ecdysone aboveground part of the plants of the genus Serratula crushed and extracted with water at a temperature not exceeding 100oC for 1 hour. The extract obtained is passed through a layer of solid hydrophobic sorbent, such as activated carbon, diasorb, Polisorb, while concurrently separation of related substances and the final product and its purification. Then the final product is extracted from the sorbent with an organic solvent. The disadvantage of this method is the use of large amounts of organic solvents and distilled water. In a typical example of the description of the invention to obtain 1 g of ecdysone spent 8 l deireanach coal.

The aim of the invention is the use of a more available source of raw material aerial parts of the plant Rhaponticum carthamoides instead of roots, simplifying the way, the improvement of performance and reduction of specific consumption of organic solvents and energy consumption.

A distinctive feature of the proposed method, which allows to solve tasks is to use more of the available raw materials, failure of the primary extraction of the target product from plant material using organic solvents or water, pre-treatment of the concentrate from monopolarly impurities. Instead of extraction applied squeezing juice with subsequent filtering, that allows to get the concentrate amounts of ecdysteroids. This technique greatly simplifies the process for the isolation of ecdysteroids. It also eliminates the long process of drying of plant material, which greatly simplifies the way, increases the efficiency of the process, reduces energy consumption, reduces the consumption of organic solvents and the complexity of the method and, consequently, significantly reduces the whole process. From the moment of collection until receipt of the final product, the process takes only thirty-five is I as follows.

From the aerial parts of the plant of the genus Rhaponticum carthamoides day collection or next day pressed juice (use a juicer, press or other devices), which is filtered, and the filtrate (brown) concentrate to 0.25 the initial volume of the concentrate by evaporation, freezing water with separation of ice or other techniques. To the obtained concentrate, add an equal volume amount of ethyl acetate, stirred for 15-30 seconds, and separating the solution monopolarly impurities in ethyl acetate. From the thus purified concentrate the target product is extracted with a 3-fold volume of ethyl acetate, separate the ethyl acetate extract, the extract evaporated to 0.25 of its volume, cooled and filtered the precipitated crystals of ecdysone.

Examples of the method.

Example 1. 1 kg of above-ground parts of the plant Rhaponticum carthamoides on the day of collection squeezed juice (0.65 l), which is filtered and the resulting filtrate brown to concentrate 0.16 HP To the remaining concentrate is added 0.16 l of ethyl acetate, stirred for 15-30 sec and separated the organic layer with dissolved maloponyatnymi impurities. From the thus purified concentrate extract ecdysterone extraction with ethyl acetate (0.3 l x 3), extracts obediance crystals of ecdysone. The product yield 0.164 g, which is 0.02% of wet leaves or 0.12% in terms of air dried leaves (1 kg of fresh leaves after drying the obtained 0.140 kg of dry leaves), so pl. 244-245oC (ethyl acetate:methanol 9:1), the content of the basic substance 98% (HPLC).

Example 2. 1 kg of above-ground parts of the plant Rhaponticum carthamoides on the day of collection squeezed juice (0.65 l), which is filtered and the obtained filtrate brown color concentrate to 0.17 l by partial freezing of water and separation of ice. The remaining concentrate is added 0.17 l of ethyl acetate, stirred for 15-30 sec and separated the organic layer with dissolved maloponyatnymi impurities. From the thus purified concentrate is extracted with ethyl acetate (0.3 l x 3), the extracts combined evaporated at a temperature of 40-65oC to a volume of 165 ml, cooled to room temperature and filtered off the precipitated crystals of ecdysone. The product yield 0.152 g, which is 0.015% of wet leaves or 0.11%, calculated on the air dried leaves (1 kg of fresh leaves after drying the obtained 0.140 kg of dry leaves), so pl. 244-245oC (ethyl acetate: methanol 9: 1), the content of the basic substance 98% (HPLC).

A method of obtaining a concentrate of ecdysone and ecdysone is Aria for extraction using squeezed from freshly harvested leaves of plants of the genus Rhaponticum juice, which is filtered, concentrated and the resulting concentrate is cleaned from monopolarly impurities by processing an equal volume amount of ethyl acetate, thus purified concentrate is extracted with ethyl acetate, ecdysterone, from the obtained extract was partially evaporated the solvent, the concentrated extract is cooled and filtered off the precipitated crystals of ecdysone.

 

Same patents:

The invention relates to the synthesis of allobetulin (19, 28-epoxy-oleana-3-Ola) isomerization of Betulinol(loop-20(29)-EN-3, 28-diol) in the presence of catalysts

,21-diacetate 17,21-dihydroxypregna-4-ene-3,20-dione with alcohol and adaptogenic activity" target="_blank">

The invention relates to medicine, namely to pharmacology, and relates to the use of compounds of formula I

< / BR>
as alcohol and adaptogenic means increased efficiency

The invention relates to 14,17-C2-bridged steroids of formula I, where R3- O, R6- Hor-(C1-C4)-alkyl, where R6and R7together form an additional bond; R7-or-(C1-C4)-alkyl, where R6and R6both H, or R9and R10each H or together form a bond, R11and R12each H or together form a bond, R13- CH3or2H5; R15- H or C1-C3-alkyl; R16and R16independently H, (C1-C3)-alkyl or C1-C4alkenyl or together form a (C1-C3-alkyliden; R15and R16together form a cyclewhere n = 1, and h - O and R16- N- H, (C1-C3)-alkyl,- H, (C1-C3)-alkyl,- H, (C1-C3)-alkyl or HE; except 14,17-ethano-19-norpregna-4-ene-3,20-dione

The invention relates to substituted derivatives of 19-norpregnane, methods of producing these compounds and pharmaceutical compositions containing them

The invention relates to substituted derivatives of 19-norpregnane, methods of producing these compounds and pharmaceutical compositions containing them

Steroid compound // 2160279
The invention relates to extrenely steroids that are associated with neuroepithelial cells in the vomeronasal organ of the human body
The invention relates to pharmaceutical and food industry and for the allocation of biologically active substances from plant material
The invention relates to the field of medicine, tonic and anti-inflammatory remedies of plant origin
The invention relates to medicine, namely to the means of plant origin, which has anti-inflammatory and absorbing effects

The invention relates to medicine, namely to the combined drug, possess expectorant, anti-inflammatory and antiallergic effect, and can be used in complex therapy of inflammatory diseases of the Airways and lungs

The invention relates to medicine, namely to create bioproof-readers of vegetable origin and use of their
The invention relates to medicine, specifically to the creation of herbal medicines for the treatment of neurosis and neurasthenia

The invention relates to medicine, namely to the means, which has diuretic, anti-inflammatory and disinfecting action
The invention relates to medicine, to pharmaceutical compositions based on natural products, and food and food concentrates industry and the receipt of medicinal products from vegetable raw materials, high-molecular liquid minerals, resins of vegetable origin, vegetable fats, bee products

The invention relates to medicine, in particular to Infectology, and for the treatment of various diseases in the etiopathogenesis involving infection

The invention relates to medicine, in particular to ophthalmology
Up!