160 results about "Ursodesoxycholic acid" patented technology

The invention provides a preparation method of ursodeoxycholic acid. Commercial available chenodeoxycholic acid is taken as raw materials, the ursodeoxycholic acid is obtained by four steps including selective oxidation, esterification, deoxidation and hydrolyzation, and the total yield is 85.7%. In a mixture of acetone and water, NBS is used for selective oxidation of hydroxy at C- 7 bit of the chenodeoxycholic acid, and the selective oxidation possesses excellent selectivity and high yield. NaBH14/CeC13 may be used to deoxidize carbonyl at C-7 bit into hydroxy, and the ratio of alpha/beta is as high as 5/95.

The invention discloses a preparation method of ursodesoxycholic acid, which comprises the flowing steps of: a. carrying out 3-bit esterification on chenodeoxycholic acid to obtain 3-esterification protected chenodeoxycholic acid; b. carrying out 7-bit oxidation reaction on 3-bit ester to obtain 3-estergroup-7-oxocompounds; c. carrying out hydrolysis reaction or reduction reaction on the 3-estergroup-7-oxocompounds; d, carrying out 7-bit reduction reaction on 3a-hydroxy-7-oxo-5 beta-cholic acid or hydrolysis reaction on 3a-estergroup-7 beta- hydroxyl-5 beta-cholic acid to obtain crude products of the ursodesoxycholic acid; e. forming salt through the crude products of the ursodesoxycholic acid and organic base; and f. carrying out steps such as water adding dissolution, acid adding crystallization and the like on ursodesoxycholate to obtain pure ursodesoxycholic acid products with the purity higher than 99.0 percent. The invention aims at overcoming the defects in the prior art to provide a novel method for preparing the ursodesoxycholic acid, and the ursodesoxycholic acid prepared by the method has high yield and high purity.

The invention discloses a method for preparing an ursodesoxycholic acid by the chiral catalytic hydrogenation of a 7-ketodesoxycholic acid, which is characterized by comprising the following steps of: performing oxidation to prepare the 7-ketodesoxycholic acid from a chenodeoxycholic acid serving as an initiative raw material by using a common method; dissolving the 7-ketodesoxycholic acid into a solvent, adding a chiral catalyst, maintaining the pressure of 0 to 20 MPa under alkali condition, introducing nitrogen to perform hydrogenation reduction reaction at 10 to 80 DEG C, and performing distillation after the reaction is finished to remove the solvent; adding purified water in a volume which is 10 to 100 times that of a hydrogenation reduction reaction product, and adding acid liquor to crystallize the hydrogenation reduction reaction product; and separating solids from liquid, and performing washing and drying to obtain solid powder which is the ursodesoxycholic acid. The method for preparing the ursodesoxycholic acid by the chiral catalytic hydrogenation of the 7-ketodesoxycholic acid aims to overcome the shortcomings of the prior art, and ensures a short production flow, high yield and high quality.

The invention relates to a method for respectively recovering ursodesoxycholic acid and chenodeoxycholic acid from ursodesoxycholic acid waste mother liquor. Firstly waste mother liquor is dissolved in an inorganic base solution, and inorganic acid is added to form mixed sediment containing the ursodesoxycholic acid and the chenodeoxycholic acid; secondly, an organic solvent and an organic amine are added to separate ursodesoxycholic acid ammonium salt; and thirdly the ursodesoxycholic acid ammonium salt is acidized to recover the ursodesoxycholic acid, chenodeoxycholic acid ammonium salt left in the organic solvent is acidized and filtered to recover the chenodeoxycholic acid. The recovering method can effectively utilize the ursodesoxycholic acid waste mother liquor, recovers the ursodesoxycholic acid and the chenodeoxycholic acid contained in the ursodesoxycholic acid waste mother liquor, and is high in recover efficiency and product purity. The recovering method is simple to operate and mild in reaction conditions, used reagent is low in cost and wide in source, and the method is suitable for large-scale industrialized production.

The invention relates to a method for preparing an ursodesoxycholic acid by using a biological enzyme catalysis technology and 7beta-hydroxysteroid dehydrogenase for preparation of the ursodesoxycholic acid. The method comprises the following steps: adopting a 3alpha-hydroxyl -7-oxo-5beta-cholanic acid as a substrate and catalyzing the 3alpha-hydroxyl -7-oxo-5beta-cholanic acid by using the 7beta-hydroxysteroid dehydrogenase to prepare the ursodesoxycholic acid in the presence of an NADP, glucose, glucose dehydrogenase and a buffer solution, wherein the 7beta-hydroxysteroid dehydrogenase is from Turneriella parva. The method is simple in operation, short in reaction time, the reaction conditions are mild and easy to control, the conversion rate of the substrate can reach 99.8% and the content of the obtained product is greater than 98.5%.

The invention relates to a bile acid-anti-hepatitis virus drug conjugate which is shown in the following formula, non-toxic pharmaceutically acceptable salts thereof, a preparation method, a pharmaceutical composition containing the compounds and a use. In the structural formula of figure (I), R represents OH (bile acid) or H (ursodeoxycholic acid), A represents amino acid, n is an integer from 1 to 3, and the structure of the amino acid is D type or L type. D represents the above structure (II).

The invention discloses a composition for resisting ageing and improving male energy. The composition is prepared from a raw material and an auxiliary material; the raw material is prepared from the following components in parts by weight: 1-15 parts of nicotinamide mononucleotide, 1-10 parts of protopanoxadiol, 1-9 parts of icarisid I, 2-8 parts of baohuoside I, 3-7 parts of dehydroepiandrosterone and 2-10 parts of ursodesoxycholic acid. The composition is reasonable in composing prescription and proper in compatibility; in the composition, the four of the nicotinamide mononucleotide (NMN), the icarisid I, the baohuoside I and protopanoxadiol are used as monarch drugs together, the composition is capable of comprehensively regulating gonad axis and invigorating kidney-yang and liver, candelay ageing period of the gonad axis and improve the sexual function after being taken for a long time; through intercoordination and synergistic effect of various components, the composition is comprehensive in nutrition, has very good palatability, is particularly suitable for males to take and thus relieving the symptoms of male ageing syndrome and improving the male energy. The invention alsoprovides a preparation containing the composition and a preparation method of the preparation. The preparation method is simple, is moderate in condition and is suitable for industrial batch production.

The invention relates to 12 α-hydroxysteroid dehydrogenases, nucleic acid sequences coding for the same, expression cassettes and vectors, recombinant microorganisms containing the corresponding coding nucleic acid sequences, a method for producing said 12 α-hydroxysteroid dehydrogenases, a method for enzymatic oxidation of 12 α-hydroxysteroids using said enzyme, a method for enzymatic reduction of 12-ketosteroids using said enzyme, a method for qualitative or quantitative determination of 12-ketosteroids and/or 12α-hydroxysteroids using said 12α-hydroxysteroid dehydrogenases and a method for production of ursodesoxycholic acid, comprising the enzyme-catalysed cholic acid oxidation using said 12 α-hydroxysteroid dehydrogenases.

The invention discloses a platinum (II) coordination complex and a preparing method and application thereof. The preparing method includes the steps that active natural products such as oleanolic acid and ursodesoxycholic acid and derivatives of the active natural products serve as ligand; potassium tetrachloroplatinate(II) and ammonia or (R,R)-cyclohexanediamine are subjected to coordination reaction under the condition of potassium iodide, then iodide ions are removed through silver nitrate under the light shielding condition, and the mixture and sodium salt of ursodesoxycholic acid or oleanolic acid or the derivatives of oleanolic acid are reacted to obtain the product. The platinum (II) coordination complex has the good in-vitro antitumor activity, and can be applied to preparing medicine for treating malignant tumor.

The invention discloses a method for preparing obeticholic acid, 7-ketolithocholicacid and ursodeoxycholic acid. Cholic acid is used as a raw material for preparing obeticholic acid through selectiveprotection by a 3-alpha-hydroxyl group, selective oxidation of a 7-alpha-hydroxyl group, esterification of a 24th carboxyl group, methanesulfonation of a 12-alpha-hydroxyl group, elimination, hydrolysis, silylation, condensation, hydrolysis, catalytic hydrogenation, carbonyl reduction and other reactions; an intermediate is subjected to catalytic hydrogenation to prepare the 7-ketolithocholicacidand then is reduced to prepare the ursodeoxycholic acid. The method provided by the invention uses cheap cholic acid as the raw material, and has advantages of novel synthesis method, low cost, high yield, mild reaction condition, high simplicity in operation, environmental friendliness and high convenience in industrial production.

The invention discloses a purification method of ursodesoxycholic acid. The method comprises the following steps: firstly, preparing a triethylammonium ursodesoxycholicate; secondly, hydrolyzing the triethylammonium ursodesoxycholicate; and finally, performing recrystallization and refining. The purification method of ursodesoxycholic acid disclosed by the invention is simple in step and easy to operate. The used solvent is simple and easily available, and small in energy consumption. The purity of the refined ursodesoxycholic acid obtained by the purification method reaches up to 99.8%.

The invention provides a novel method for synthesizing UDCA (ursodesoxycholic acid) by catalyzing CA (cholic acid) by a whole-cell combined chemical method. According to the method, cholic acid is oxidized by the aid of sodium hypochlorite to obtain dehydrocholic acid, the dehydrocholic acid is catalyzed by the aid of a built Escherichia coli engineering bacterium cell to synthesize 12-keto-ursodesoxycholic acid, and the 12-keto-ursodesoxycholic acid is reduced into the ursodesoxycholic acid by a Wolff-Kishner method. The Escherichia coli engineering bacterium cell comprises a co-expression system of three foreign genes such as 7beta-hydroxysteroid dehydrogenase (7beta-HSDH), 3alpha-hydroxysteroid dehydrogenase (3alpha-HSDH) and coenzyme NADP (nicotinamide adenine dinucleotide phosphate) +regenerative glucose dehydrogenase (GDH). The method is cheap in chemical oxidation raw material, less in catalytic by-products and by-products, high in yield and cell catalyst yield and applicable to industrial production, and addition of coenzyme is omitted.

The invention discloses a synthesis method of ursodeoxycholic acid, and the method comprises the following steps: by using a botanical compound BA as a raw material, carrying out ethylene glycol protection, oxidation, side chain extension reaction, ethylene glycol removal protection, reduction, hydrolysis and the like to synthesize the ursodeoxycholic acid. Raw materials for synthesizing the ursodeoxycholic acid are cheap and easy to obtain, synthesis steps are easy and convenient to operate, the yield is high, environmental friendliness is achieved, and industrial production is facilitated.

The invention provides a method for preparing chenodeoxycholic acid and ursodesoxycholic acid by directly extracting and synthetizing from porcine bile paste or leftovers, comprising the following steps: using lower content (15-35%) porcine bile paste or leftovers and pre-processing it to remove off non-cholic acids impurities; removing off cholic acid impurities below the chenodeoxycholic acid in the thin layer chromatography by bromine oxidation or chromium oxidation; removing off cholic acid impurities above the chenodeoxycholic acid or the ursodesoxycholic acid in the thin layer chromatography by conventional reduction method; directly preparing the chenodeoxycholic acid or the ursodesoxycholic acid.

The invention discloses a method for synthesizing ursodesoxycholic acid with chenodeoxycholic acid by a photochemical method. The method comprises the following steps: preparing chenodeoxycholic acid methyl ester, preparing 3alpha-hydroxyl-7-keto-5beta-methyl cholanate by a photochemical oxidation process, preparing ursodesoxycholic acid methyl ester by a photochemical reduction method, and preparing ursodesoxycholic acid. The method mainly uses the photochemical method for converting chenodeoxycholic acid to ursodesoxycholic acid, the method has the advantages of mild reaction condition, high reaction efficiency and high selectivity; and the prepared ursodesoxycholic acid has the advantages of high yield, high purity and stable quality.

The invention discloses a novel detection method of the tauroursodeoxycholic acid content and relevant substances. The relevant substances are taurochenodeoxycholic acid and ursodesoxycholic acid. The method includes the steps of preparing a reference substance solution and a reference substance test article solution, injecting the solutions into a liquid phase chromatographic instrument, recording the peak area of tauroursodeoxycholic acid in a chromatograph, calculating the HPLC content through anhydrous tauroursodeoxycholic acid according to an external standard method, preparing an impurity reference substance solution and a sample solution, injecting the solutions into the liquid phase chromatographic instrument, recording the peak areas of taurochenodeoxycholic acid and ursodesoxycholic acid in the chromatogram, and calculating the amounts of the relevant substances in the tauroursodeoxycholic acid sample according to the external standard method. By means of the method, an RID is applied through the efficient liquid phase chromatography. Under the same liquid phase spectrum conditions, two cholic acid substances, namely tauroursodeoxycholic acid and ursodesoxycholic acid which are large in polarity difference, can be effectively separated and accurately and quantitatively detected.