Method of producing d(+) glucosamine hydrochloride
SUBSTANCE: method involves preliminary acetylation of chitin with acetic anhydride, washing and drying the acetylated chitin in order to reduce degree of deacetylation thereof and, as a result, increase output of the desired product - D(+)-glucosamine hydrochloride when obtaining said product through hydrolysis of acetylated chitin with concentrated hydrochloric acid while heating, followed by evaporation, crystallisation, separation, washing and drying the desired product.
EFFECT: high output of the desired product while maintaining its high quality; method is more environmentally friendly since pre-treatment of chitin reduces the amount of processing wastes.
1 cl, 2 ex
The invention is intended for use in medicine, veterinary medicine, cosmetics and relates to a method of obtaining amino sugars that are used as chemical reagents and drugs.
A method of obtaining D(+)-glucosamine hydrochloride, which consists in the hydrolysis of chitin in concentrated hydrochloric acid with stirring and heating in a boiling water bath for 2.5 hours, the Ratio of the mass of chitin and weight of hydrochloric acid with a specific gravity 11,18 g/cm3is 1:5,9. After hydrolysis to the solution was added water (at a ratio of chitin : water 1:5) and active carbon (with a ratio of 1:0,1). The mixture discolor under stirring at 60°C for 1 h and filtered. If necessary, the discoloration of the hydrolyzate repeat. The purified hydrolysate evaporated in vacuum at 50°C up to 2-4% of the original solution 10-15 ml.
Crystals of D(+)-glucosamine hydrochloride is washed with ethyl alcohol and then dried. The product yield is 60-70% (Synthesis of organic products. Collection 4 / Per. from English. - M.: Publishing house of foreign literature, 1953. - 660 S. P.140-141). (Purchase E.R., Braun SE D-Glucosamine hydrochloride // Organic Syntheses. - 1946. - Vol.26. - P.36-37).
Also known is a method of obtaining D(+)-glucosamine hydrochloride by dissolving chitin in excess of concentrated hydrochloric acid and subsequent evaporation of the solution to the images is of the slurry. The resulting suspension is diluted with water at a ratio of chitin and water 1:2.5 and the solution discolor active charcoal for 4-5 minutes, the Coal is separated by filtration, the filtrate is evaporated in a vacuum until the beginning of crystallization, is cooled, and the precipitated crystals are separated by filtration.
Next, the crystals are washed with cold water, alcohol, and dried. Additional purification of D(+)-glucosamine hydrochloride is carried out by recrystallization from hot 80%ethanol.
The product yield is 70-74% (S. Markov Method for polusavan on glucosaminidase // pharmacy (Bhlh). - 1964. - T, No. 2. - P.30-32).
Closest to the present invention is the method according to the invention (Cossacks A.L., Samokish I.I., Kompancev VA, Lobova H., Novikov V.Y., Orlova T.A. Pyatigorsk pharmaceutical Institute; NGO "Sevrybtekhcentr", Murmansk. The method of producing glucosamine hydrochloride with antiarthrotic activity: Patent RU 2038095. - MCI6AC 35/60. - Appl. 05.09.1991; No. 5037787/14; Publ. 27.06.1995. - Bull. No. 18), in which to obtain the target product of the hydrolysis of chitin conduct of concentrated hydrochloric acid (1:10) for 2 h at the temperature of the water bath at 75°C, followed by dilution of the hydrolysate with water and a combination of hydrolysis and purification of its activated carbon at 60°C, the evaporation of the hydrolyzate in vacuum at a temperature not exceeding 60°C to a residual of what Yama liquid 15% of the original quantity of hydrochloric acid and isolation of the target product by crystallization from an aqueous acidic solution under stirring.
Sediment D(+)-glucosamine hydrochloride is separated and washed with 96%alcohol to white, dried at a temperature not exceeding 60°C.
The yield of the target product is 69% when the content of the basic substance D(+)-glucosamine hydrochloride and 99.4-99.6% of the chloride ion and at least 99% by the method of Elson-Morgan.
Known also improved the way, precluding the use of active charcoal (Novikov V.Y. Ivanov A.L. Company "Atlant-SIM-Victor". The way to obtain hydrochloride of D(+)-glucosamine: RF Patent 2042685, MKI6SN 5/06, SW 37/08. - Appl. 02.11.92; No. 92003453/04; Publ. 27.08.95. - Bull. No. 24).
Chitin from crustacean shell dissolved in concentrated hydrochloric acid 30-37%, heated in a boiling water bath for 45-120 min with a ratio of mass of chitin and weight of hydrochloric acid(1:2)-(1:4).
Within 5-10 min after the start of heating chitin is soluble in boiling hydrochloric acid, then the solution stand until complete hydrolysis of chitin, the reaction mixture is cooled to room temperature (10-20°C) and left at this temperature for crystallization of D(+)-glucosamine hydrochloride in 8-48 hours
The precipitation dirty product is separated by decantation, filtration or centrifugation at room temperature. The precipitate is washed with an organic solvent (e.g. ethyl or isopropyl alcohol, acetone and others) when zootoxin and mass of chitin and solvent(1:5)-(1:3), the washed precipitate is dissolved with stirring in water with a temperature of 50-80°C. the mass ratio of chitin and water(1:2)-(1:3).
The solution is filtered (centrifuged), evaporated in vacuo to 5-10% of the original volume at a temperature in the solution is not more than 60°C.
Crystals of D(+)-glucosamine hydrochloride is separated and washed with an organic solvent portions 2-4 times. Washing is carried out until the pH of the leaching solution is not less than 2-3 on universal indicator paper.
The washed crystals of D(+)-glucosamine hydrochloride is dried in air at room temperature for 4-24 h, and then in a drying device at a temperature not exceeding 60°C.
This method eliminates the use of activated carbon to carry out technological process without filtering hot hydrochloric acid solutions without expensive surgery evaporation of concentrated hydrochloric acid. Describes how close to the stated.
No loss of target product on active coal allows to increase the yield of D(+)-glucosamine hydrochloride to 70-76%.
All of the above methods of obtaining D(+)-glucosamine hydrochloride include the hydrolysis of chitin hydrochloric acid when heated, evaporation, crystallization, separation, washing and drying of the target product, the yield of the finished product does not exceed 60-76%, which is insufficient, as this is the results can be improved.
As raw materials typically used chitin, obtained according to the technology, including the deproteinization hot alkaline solution (usually 4% NaOH) and at room temperature a solution of mineral acid (usually 3.5 to 7% Hcl).
Analysis of samples of chitin obtained in this way, and known data on the same analysis described in the scientific literature show that chitin has a degree of deacetylation of about 15%.
This is because in the process of obtaining the product and during alkaline treatment, and when acid is the hydrolysis of amide bonds, causing the deacetylation.
It is also known that glycosidic bonds at the second carbon atom deacetylating unit link partially deacetylating chitin or chitosan) is subjected to acid degradation and depolymerization at a rate several times smaller than the same connection, the acetylated link that is explained by the fact that the amino group in position 2, the positively charged under the conditions of acid-catalyzed hydrolysis, reduces the electron density on the glycosidic centre, destabilizing carbocaine, shifting the equilibrium towards the initial state.
On the other hand, acetylation of the amino group at the second carbon atom accelerates the hydrolysis of glycosides by increasing the electron density and animaroo of things shall who I am. This stabilizes carbocation that increases the probability of dissociation and, therefore, the increase in the rate of cleavage of the glycosidic bonds (Komano T. Studies on the chemical structure of mucopolysaccharides // Thesis or Dissertation. - Kyoto University, 1962. - 112 p. Varum K.M., Ottoy M.H. Smidsrod O. Acid hydrolysis of chitosans // Carbohydrate Polymers. - 2001. - Vol.46, No.1. - P.89-98).
We found that the rate of degradation decreases sharply with increase in the initial degree of deacetylation of chitin (Novikov VY Acid hydrolysis of chitin and chitosan // Journal of applied chemistry. - 2004. - Vol.77, No.3. - P.490-493). This leads to an increase in the yield of by-products and the reduction of the yield of monomer D(+)-glucosamine.
The mechanism involves two ways to increase the yield of the target product: inhibition of deacetylation reaction in an acidic medium or decrease the initial degree of deacetylation of chitin.
The first way is almost impossible in acidic environment in which the amide bond is easily broken down in the presence of protons (acid catalysis).
The second path is successfully used by us to improve the method of obtaining the target product - D(+)-glucosamine hydrochloride.
The proposed method provides the pre-acetylation of chitin acetic anhydride, washing and drying acetylated chitin in order to reduce the degree of deacetylation and, as R is the result, increase the yield of the target product - D(+)-glucosamine hydrochloride at getting it through hydrolysis of acetylated chitin with concentrated hydrochloric acid by heating with subsequent evaporation, crystallization, separation, washing and drying of the target product.
The proposed method 1 h (100 g) of chitin for acetylation fill 10 hours (1 l) 20% solution of acetic anhydride in ethanol, thoroughly stirred for 2-3 h and left at 4°C for 24 hours with occasional stirring. Upon completion of the reaction in solution add 20 hours (2 l) of water and bring the solution to pH 7 using 1N. NaOH, filtered and washed several times with acetylated chitin distilled water. The obtained acetylated chitin pre-dried at a temperature not exceeding 60°C. After the acetylation deacetylation of chitin is reduced and ranges from 1 to 3%.
The degree of acetylation was determined by the method of infrared spectrophotometry (Chebotok H.E., Novikov V.Y., I. Konovalov. The influence of crystallinity of chitin and chitosan on the kinetics of the alkaline deacetylation // Journal of applied chemistry. - 2007. - C, No. 10. - S-1729).
Subsequent obtaining the target product - D(+)-glucosamine hydrochloride from acetylated chitin can be made of the above described known methods, including acid hydro is from when heated (analogues of the proposed method). Thus, for example:
- according to the invention (U.S. Pat. No. 2038095), including the hydrolysis of chitin with concentrated hydrochloric acid under heating, adding activated charcoal, filtration, evaporation, washing and drying, the yield of the target product increased from 69% when the content of the basic substance D(+)-glucosamine hydrochloride and 99.4-99.6 percent to 81% at the same purity of the product;
- according to the invention (U.S. Pat. No. 2042685), including hydrolysis with hydrochloric acid under heating, cooling and crystallization, filtration, washing with ethanol, dissolution and filtration, evaporation, washing, drying, the yield of the target product increased from 70 to 76% to 87%, mass fraction of it in the product was 99.5 to 99.9%.
Studies have shown that pre-acetylation of chitin acetic anhydride in obtaining D(+)-glucosamine hydrochloride by known methods, including the hydrolysis of chitin with concentrated hydrochloric acid when heated, allows to increase the yield of the target product from 60-76% to 81-87% by reducing the degree of deacetylation of chitin subjected to hydrolysis. Thus, the technical result of the invention is a significant improvement in the yield of the target product, while maintaining its high quality.
Examples of the method.
In a round bottom flask with a capacity of 4 liters with a mixing device C is poured in 1 l of a 20% solution of acetic anhydride in ethyl alcohol, was cooled to 4°C. and added with stirring 100 g of chitin. The mixture was continuously stirred for 3 h and then left at 4°C and periodic stirring for 24 hours
After the reaction the mixture under stirring was added 2 l of distilled water and neutralized 1 N. solution of sodium hydroxide to a pH of 7.
The residue acetylated chitin separated by filtration under vacuum on a Buchner funnel through 1-2 layers of filter paper, washed 2-3 times with distilled water until the pH of the leachate is not below 6.5.
The precipitate was dried in air at 20-25°C, and then in a drying Cabinet at a temperature not exceeding 60°C.
Dried acetylated chitin loaded into a round bottom flask with a capacity of 2 liters was filled with 1000 g (at 847.5 ml) of concentrated hydrochloric acid (d=1,18 kg/m3) at room temperature (U.S. Pat. 2038095).
The flask with a reflux condenser and a stirrer was placed in a water bath with a temperature of 75°C. After complete dissolution of chitin spent the hydrolysis at a temperature of 75°C and stirring for 120 minutes
After hydrolysis in the flask with the reaction mixture was added 500 ml of distilled water (1:5 chitin:water) at a temperature of 80°C, 50 g of active charcoal (1:0.5 chitin:coal) and the mixture was stirred at 60°C for 2 h for the purification of the hydrolysate.
The hot solution profile is listed through 4 layers of filter paper on a Buchner funnel under vacuum. After filtering the coal was washed on the filter with hot (70°C) distilled water 500 ml (1:5 chitin-water). The wash water was combined with the filtrate, which should be colorless or have a faint greenish-yellow color.
Then the purified solution was evaporated under vacuum on a rotary evaporator IL-1M at a temperature in a solution of 40-50°C at 85%. The suspension is cooled to a temperature not exceeding 4°C, kept for 8 h to complete crystallization of the dissolved product.
The obtained crystals were washed with 96%ethanol portions 3-4 times to white. The total number of alcohol wash 300 ml (240 g).
The washed crystals are dried first in air at room temperature for 3 h, and then in a drying Cabinet at 60°C for 2 hours
Got 81 g D(+)-glucosamine hydrochloride. The yield of the target product was 81%.
Acetylated chitin obtained from 100 g of chitin, as described in example 1.
Part of the dried acetylated chitin (40 g) was loaded into a round bottom flask with a capacity of 500 ml, poured 120 g (101,7 ml) of concentrated hydrochloric acid (d=1,18 kg/m3) at room temperature (U.S. Pat. 2042685).
The flask with a reflux condenser and a stirrer was placed in a boiling water bath. After 5-10 min of chitin is completely dissolved in boiling acid. When premesis the Institute in the flask was added the rest of acetylated chitin (about 60 g). After complete dissolution of chitin spent hydrolysis at the boiling temperature of the mixture 94-96°C and stirring for 120 minutes
After hydrolysis of the flask with the reaction mixture was cooled to room temperature and left for crystallization at 18 o'clock
Sediment dirty glucosamine hydrochloride was separated from the solution by filtration under vacuum on a Buchner funnel through 5 layers of filter paper.
The precipitate was washed with portions (4 times) with ethyl alcohol. Wash used 200 ml (160 g) of alcohol.
The washed precipitate dirty product was dissolved in 200 cm3hot distilled water with a temperature of 50°C. the Hot solution was filtered through 2 layers of filter paper on a Buchner funnel under vacuum.
Then clean the solution was evaporated under vacuum on a rotary evaporator IL-1M at a temperature in a solution of 40-50°C at 95%. The suspension was cooled to room temperature.
The obtained crystals were washed with ethyl alcohol portions 4 times. The total number of alcohol wash 200 ml (160 g). The washed crystals are dried first in air at room temperature for 3 h, and then in a drying Cabinet at 60°C for 2 hours
Got 87 g of D(+)-glucosamine hydrochloride. The output is 87%.
The obtained D - (+)-glucosamine hydrochloride is a white crystalline powder odourless, non-hygroscopic, mod is CNA humidity of 0.5% ash less than 0.1%. Decomposition temperature (blackening of the sample) 195-200°C, pH of aqueous 20%solution at 20°C 3.5 to 4.5%
Mass fraction of D(+)-glucosamine hydrochloride in the product obtained by the proposed method, 99.5 to 99.9%.
Determination of the mass fraction of the main substances in the product was performed by two methods: titration of hydrogen chloride associated with the molecule of D(+)-glucosamine, a solution of sodium hydroxide with registration of changes in pH or conductivity of the solution; determination of mass fraction of total nitrogen by the method of kildala. Both methods gave similar results.
Identification was performed by infrared spectroscopy method.
The identity and purity of the product was determined by high performance liquid chromatography.
As the standard used drug in THE 6-09-05-936-78, D(+)-glucosamine hydrochloride qualification pure.
The obtained results demonstrate that pre-treatment of chitin, by acetylation with acetic anhydride to reduce the initial degree of deacetylation of chitin in obtaining D(+)-glucosamine hydrochloride by known methods, including the hydrolysis of chitin with concentrated hydrochloric acid when heated, can significantly increase the yield of the target product from 60-76% to 81-87%. The quality of the product remains high.
Cu is IU, the proposed method is more eco-friendly, as the pretreatment of chitin reduces the amount of waste to 11-14%.
The method of obtaining D(+)-glucosamine hydrochloride by hydrolysis of chitin with concentrated hydrochloric acid when heated with selection of the target product, including evaporation, crystallization, separation, washing and drying of the target product, characterized in that before the hydrolysis of chitin with concentrated hydrochloric acid to conduct preliminary preparation of chitin by acetylation with acetic anhydride, washing and drying acetylated chitin.
SUBSTANCE: method of producing chitosan chromate involves reaction of soluble chitosan salts with metal chromates in ratio of 2 moles of the chitosan cation to 1 mole of chromate anion or with metal bichromates in ratio of 4 moles of the chitosan cation to 1 mole of the bichromate anion. The solid chitosan chromate residue formed is then separated and dried at temperature not higher than 150°C. The invention discloses an energy-intensive composition based on chitosan dodecahydro-closo-dodecaborate containing an effective amount of chitosan chromate. The quantitative ratio in the energy-intensive composition is by the required combustion mode: the higher the content of chitosan chromate, the higher the activity of the composition.
EFFECT: invention enables to obtain a chemical compound having sufficiently high oxidative properties and suitable for use in energy-intensive compositions which burn without emitting harmful gaseous products.
3 cl, 5 ex
SUBSTANCE: method involves taking a certain weighed amount of chitosanium chromate which is first purified from extraneous impurities and reduced to constant weight. The weighed amount is then turned into a stable weighted form through thermal treatment on air at temperature 800-900°C to form chromium oxide Cr2O3. The weight of the formed chromium oxide is then determined. Content of chromic acid in the initial weighed amount of chitosanium chromate is then calculated from the weight of chromium oxide. The degree of deacetylation of chitosan is calculated using defined formulae.
EFFECT: invention enables to increase accuracy of determining degree of deacetylation of chitosan.
SUBSTANCE: invention relates to a method of extracting and stabilising ultra low-molecular aminoglycans from eggshell wastes. Aminoglycan extract is used to produce cosmetic creams with skin moisturising and anti-wrinkle properties. The method of extracting low-molecular aminoglycan compound of formula I from a natural source of eggshell wastes, which consists of alternating glucuronic acid and N-acetylglucosamine units, where M can be one or more of Na, Ca, K, Mg; and n is a whole number from 20 to 40, involves the following steps: (a) preparing eggshell wastes for extraction of embryonic low-molecular aminoglycan compound of formula I using a polar organic solvent in water, (b) extracting low-molecular aminoglycan compound of formula I in form of a water-soluble salt, for which the eggshell from step (a) is vigorously shaken with aqueous polar salt solution at 10°C - 35°C for 6-12 hours, then filtered or centrifuged in order to collect an aqueous layer containing a dissolved aminoglycan compound of formula I; (c) extracting a purified low-molecular aminoglycan compound of formula I by forming a gel from an aqueous mixture of salts using a polar organic solvent, for which the solution from step (b) is successively and step-by-step mixed with an organic solvent mixed with water while gently stirring and then cooled to maintain temperature from 20°C to 25°C, and the formed gel is left for 2-24 hours for complete precipitation, then filtered or centrifuged in order to extract a semidry aminoglycan compound of formula I; (d) the extracted aminoglycan compound of formula I from step (c) is stabilised via gradual addition of organic oils to the semidry gel to form aminoglycan compound of formula I. In order to prepare a composition having anti-wrinkle properties, at least one pharmaceutically acceptable filler is added to the stabilised aminoglycan compound of formula I obtained at step (d).
EFFECT: method enables to obtain an aminoglycan compound of formula I with the necessary viscosity and skin penetrating properties for reducing skin wrinkles, as well as excellent softening and moisturising effects.
8 cl, 9 ex
SUBSTANCE: method involves feeding wastes to be treated into artificial containers, biotreatement, tapping the filtrate and removing the obtained biomass. Biotreatement is carried out by culturing hoverfly larvae from the freshly laid eggs phase to the pupation phase in the fermented wastes to be treated, placed in artificial meshed containers the bottom and walls of which are covered with filter cloth. The apparatus has artificial containers, devices for feeding the wastes to be treated, outputting the filtrate and collecting the biomass. The artificial containers have a meshed bottom and walls covered with filter cloth.
EFFECT: invention enables to combine biotreatment of methane wastes with production of chitin containing biomass.
8 cl, 1 dwg
SUBSTANCE: method of producing nanoparticles of low-molecular chitosan involves preparing a solution of pre-purified low-molecular chitosan in filtered 1-2 wt % aqueous acetic acid, adding solutions of hydroxides of alkali metals or ammonia for 2 hours, dispersing the system using a mechanical mixer at a rate of 200-300 rpm at temperature 20°C to pH 6.9-7.0. Further, the dispersion is centrifuged at 10000 rpm. The obtained solid residue is redispersed in bidistillate while mechanically mixing at a rate of 200-300 rpm at temperature 20°C.
EFFECT: invention simplifies the method of producing nanoparticles of low-molecular chitosan and apparatus design without formation of undesirable harmful substances.
SUBSTANCE: starting high-molecular chitosan is dissolved in acid solution. The chitosan dissolved in the acid is then precipitated by adding alkali solution. The re-precipitated high-molecular chitosan is washed from the formed salt and excess alkali using a coarse-porous filter. The re-precipitated chitosan is dissolved in acid solution until achieving pH 5.5. An enzyme preparation is then added and hydrolysis is carried out. The reaction is stopped after formation of low-molecular chitosan.
EFFECT: method is characterised by avoiding the need to remove salts from the enzymatic mixture and the end product, as well as low level of loss of material.
2 dwg, 7 tbl, 6 ex
SUBSTANCE: method for the recovery of high-purity and completely soluble partially deacetylated chitin polymer of deacetylation degree (DD) 30-60 % involves the stages: neutralisation of partially deacetylated chitin; dissolution of partially deacetylated chitin in an acid; removal of undissolved particles by sequential filtration stages; pH reduction of the solution to 8 and more; precipitation of completely dissolved and purified partially deacetylated chitin by temperature rise and salt addition where the precipitate is removed and rinsed after precipitation by filtration or centrifugation and where rinsing water and deposit temperature is 40°C and higher. Also the invention refers to a neogenesis composition containing therapeutically active N-acetylglucosamine (A) and glucosamine (D) chitooligomers where the composition contains heterochitooligomers which shall meet the following criteria: said oligomers have a chain length in the range 5-20 monomer residues; each oligomer chain can have two residues of N-acetyl-D-glucosamine (AA) on any or both ends of the oligomer chain, the remained inside of the oligomer has a maximum number of the residues A; the sequence of said inside of the chain is such that the N-acetyl-D-glucosamine residue (A) does not adjoin to the other N-acetyl-D-glucosamine (A) residue (such as, e.g. AA).
EFFECT: biomaterial based on said compositions intensifies the bone repair and hemostasis in healing of a fractured or seriously injured bone.
21 cl, 32 dwg, 9 tbl, 9 ex
FIELD: medicine, pharmaceutics.
SUBSTANCE: invention relates to field of medicine, cosmetology and to production of biologically active substances. In order to isolate glycosaminoglycans from skins, extraction, proteolysis and sedimentation are carried out. For extraction used is 0.9% NaCl solution, for fermentative proteolysis used is papain enzyme, for sedimentation used is 4% alcohol solution of potassium acetate.
EFFECT: method application makes it possible to obtain target product with the least expenditures for its production.
1 dwg, 1 ex
FIELD: medicine, pharmaceutics.
SUBSTANCE: invention refers to producing chitin and its derivatives, namely to methods for producing low-molecular chitosan. Low-molecular chitosan is produced by dissolving high-molecular chitosan in 1% aqua acetic acid. It is added with hydrogen peroxide in amount 0.5-1.5 wt % to total solution in the presence of catalytic amounts of manganese oxide (IV). The solution is kept at temperature 18-50°C for 30 min. Upon completing reaction time, it is added with an aqueous solution of ammonia, with reducing pH of the reaction mixture to 6.9-7.0. After setting of sediment, acetone is added, and the solution is kept for 2 hours. The sediment is filtered, washed with distilled water and acetone, dried.
EFFECT: use of the method provides producing the end-product with a smaller degree of polydispersity and composition heterogeneity.
2 dwg, 2 tbl, 5 ex
SUBSTANCE: invention relates to synthetic polymer chemistry. The nanocomposite contains a matrix in form of a cross-linked salt of hyaluronic acid which is modified with sulphur-containing compounds and nanoparticles of a noble metal as filler. A film of the cross-linked salt of hyaluronic acid which is modified with sulphur-containing compounds is obtained through chemical reaction of the salt of hyaluronic acid with a mixture of two sulphur-containing compounds and with a cross-linking agent, under conditions with pressure between 50 and 300 MPa and shear deformation in a mechanical reactor at temperature between 20 and 30°C. The reactor used to obtain the film is a Bridgman anvil.
EFFECT: invention enables to obtain a range of new bioactive nanocomposites with quantitative output and in the absence of a liquid medium, where the method does not require high energy, labour and water consumption and significantly increases efficiency of the composite; in particular, resistance to decomposition in the presence of hydroxyl radicals is 2-3 times higher compared to the control result.
16 cl, 7 ex
FIELD: organic chemistry, medicine, pharmacy.
SUBSTANCE: invention relates to geranyl compounds represented by the following formulas (I-1) , (I-2) or (I-3) wherein R1 means compounds of the following formulas: or R2 means a group remaining after removing all carboxyl groups presenting in carboxylic acid chosen from group consisting of malic acid, citric acid, succinic acid, fumaric acid and others; m = 1, 2 or 3; n = 0, 1 or 2, and m + n represent a number of carboxylic groups presenting in indicated carboxylic acid; R3 means p-hydroxyphenyl or mercapto-group. Also, invention relates to derivatives of mevalonic acid represented by the following formula (I-4): wherein R means -CH2OH or CH3. Also, invention to an antitumor agent comprising as an active component geranyl compound of formulas (I-1), (I-2) or (I-3) or derivative of mevalonic acid of the formula (I-4), and optionally a pharmaceutically acceptable carrier or solvent. Also, invention relates to a method for treatment of liver cancer based on using geranyl compound of formulas (I-1), (I-2) or (I-3), or derivative of mevalonic acid of the formula (I-4) and using proposed compounds in manufacturing an antitumor agent. Invention provides using geranyl compounds or derivatives of mevalonic acid as antitumor agents.
EFFECT: valuable medicinal properties of compounds and pharmaceutical composition.
7 cl, 3 tbl, 17 ex
FIELD: organic chemistry, chemical technology, medicine.
SUBSTANCE: invention relates to a method for preparing 1-isonicotinyl-2-D-glucosyl hydrazone. In the glucosylation reaction of isonicotinic acid hydrazide the method involves using anionite AN 31 GS as a catalyst of the enhanced effectiveness, and using 95-96.5% ethanol or 85-90% isopropanol as the reaction medium. At the final stage the method involves sorption of contaminating impurities with activated carbon followed by drying the end product in nitrogen atmosphere.
EFFECT: improved preparing method.
2 cl, 1 ex
R-NH-CO-NH-NH2(I) where R = D-glucosyl-D-galactosyl-L-arabinosyl-that can be used for the synthesis of compounds possessing anti-inflammatory, antimicrobial activity
FIELD: medicine, pharmaceutics.
SUBSTANCE: declared formulation of the combined pharmaceutical chondroprotective drug presented in a solid dosage form contains as active substances sodium chondroitin sulphate and glucosamine sulphate sodium chloride, a binding agent, antifriction substances, an aerating agent, an excipient; the composition is film-coated. The ingredients are taken in proportions, wt %: sodium chondroitin sulphate - 10-35, glucosamine sulphate sodium chloride - 15-45, the binding agent (low-molecular povidone and potato starch) - 3.1-11, the antifriction substances (aerosil, calcium stearate and talc) - 2.7-5, the aerating agent (kollidon) - 1.7-10, the excipient (ludipress) - 10-44.2. The coating ingredients are taken in proportions, wt %: film-forming material (hypromellose) - 1-2, a plasticiser (macrogol and propylene glycol) - 1-1.8, a pigment (titanium dioxide) - 0.5-1.
EFFECT: auxiliary ingredients enables high release rate of a tabletted mass, complete drug absorption and shelf-life stability of all measures.
3 dwg, 3 ex
SUBSTANCE: given invention refers to medicine and concerns a combination for treating an oncological disease, containing as an active ingredient, at least one immunostimulating drug of general formula and one or more chemotherapeutic agents chosen from the group consisting of alkylating agents including carboplatin, cisplatin and oxaliplatin, cytostatic agents chosen from cyclophosphamide and its derivatives, and antimetabolites chosen from fluorouracila and its derivatives, and to a method of treating oncological conditions.
EFFECT: invention provides higher clinical effectiveness.
18 cl, 8 dwg, 5 tbl, 5 ex