39 results about "Cephalomannine" patented technology

An improved method for the isolation of taxanes of high purity from the crude extract of naturally occurring Taxus canadensis which comprises the steps of: a) filtering the crude extract by liquid column chromatography; b) enriching the taxanes obtained from step a) by precipitation and crystallization; and c) dissolving the taxanes extract in a polar organic solvent mixture comprising an alcohol and a non-alcohol solvent, which solution is then subjected to further separation by liquid column chromatography, and isolating substantially pure paclitaxel from cephalomannine; and all solvent mixtures used may be collected, purified and recycled without separation.

The invention relates to a method for utilizing enzyme, ultraviolet radiation and oxygen as inductors for the high efficient production of 10-deacetylbaccatin III, baccatin III, cephalomannine and paclitaxel in taxus chinensis branches and leaves by the method of fresh grinding homogenization. The invention takes the fresh branches and leaves of taxus chinensis as raw materials for fresh grinding homogenization, then the enzyme is added, the oxygen is introduced, and a solid is treated with 80 percent ethanol ultrasonic extraction under ultraviolet irradiation. The contents of the 10-deacetylbaccatin III, the baccatin III, the cephalomannine and the paclitaxel in the branches and leaves of the taxus chinensis can be averagely improved by more than 17 percent, 23 percent, 74 percent and 23 percent respectively by the biological induction method. The raw materials used by the invention are the renewable fresh branches and leaves of the taxus chinensis, which can not only ensure no damage to ecological resources, but also can extract the effective components of taxus chinensis and the biological semisynthetic precursor substances with high efficiency. Furthermore, the method has simple and easy operation, which is applicable to industrial application and has great significance for industrial production.

The invention provides a method for removing cephalomannine from paclitaxel. The method comprises the following steps: 1) preparation of raw materials: dissolving a cephalomannine-containing paclitaxel crude product into an organic solvent to prepare a solution A, and dissolving potassium permanganate into an organic solvent to prepare a solution B; 2) reaction: reacting the solution A with the solution B, and filtering the solution obtained by reaction; 3) primary crystallization: crystallizing filtrate obtained in step 2); 4) column chromatography: filtering and drying the product obtained in step 3) for column chromatography, collecting paclitaxel-containing effective segments, and performing concentration and drying; 5) secondary crystallization: performing crystallization treatment on a drying product obtained in step 4) to obtain a paclitaxel pure product with paclitaxel content of more than 98.5 weight percent. According to the method, good cephalomannine removal effects are achieved, influence on the paclitaxel is eliminated, the purity and recovery rate of the paclitaxel are both higher, the method can be operated flexibly and conveniently, and is suitable for industrial production, reaction and treatment conditions are mild, and the difficulty of refining steps is lowered.

The invention discloses a method for preparing a taxane natural product. The taxane natural product is 10-deacetyl cephalomannine. The method includes the steps that 7,10-Di-Troc-docetaxel is dissolved in formic acid, dichloromethane is added for dilution after a reaction is completed, a sodium bicarbonate solution is adopted for neutralization until no bubbles are formed, extraction and liquid separation are carried out, and an organic phase is collected and concentrated to obtain a product I; the product I is dissolved in DMF, 2-methylimidazole is added, TesCl is added dropwise slowly, aftera reaction is completed, water is added for quenching the reaction, ethyl acetate is adopted for extraction, and the organic phase is washed with water and concentrated to obtain a product II; the product II is dissolved in the dichloromethane, tiglic acid and DMAP are added, DIC is added dropwise, after a reaction is completed, a reaction solution is subjected to suction filtration, and a filtrate is diluted with the dichloromethane, washed with water and then concentrated to obtain a product III; the product III is subjected to a concentration process twice, purified by column chromatography, concentrated and dried to obtain the 10-deacetyl cephalomannin. No obvious by-products are generated in each step, the yield is high, the product purity is high, preparation processes of starting materials are mature, the starting materials are easy to obtain, and massive taxane natural products can be prepared.

The present invention relates to taxane bromo-analogues with anticancer activity and preparation method thereof. It uses bromine and taxus crude extract containing cephalotmannine and 7-epi-10-deacetyl cephalotmannine to make addition reaction, then uses normal-phase preparation-type HPLC and reversed-phase semi-preparation HPLC to obtain two new taxane analogues: (2''R,3''S)-dibromo-7-epi-10-deacetyl cephalotmannine and (2''S,3''R)-dibromo-7-epi-10-deacetyl cephalotmannine. As compared with taxol said two analogues have similar and stronger anticancer activity for human mammary cancer cell (MCF-7), human pulmonary carcinoma cell (A549) and human oophoroma cell (A2780), and can be used for preparing anticancer medicine.

The invention belongs to the medicine technical field and discloses a preparation method of anti-tumour medicine intermediate, namely a method that cephalomannine is utilized to synthesize taxol and taxotere semisynthesis precursor 10-DAB III. Cephalomannine alcoholic solution is contact with hydrazine hydrate and converts the hydrazine hydrate into 10-DAB III. The method can remove C-10 and C-13ester functional group of cephalomannine and has good selectivity. Synthetic product is separated by silicagel column chromatography, petroleum ether-acetone (3:1) is taken as eluent, so as to obtain10-DAB III main section, and then the main section is subject to secondary recrystallization, thus obtaining high purity 10-DAB III. Primary crystallization system is acetone-petroleum ether or normal hexane; and the secondary crystallization system is chloroform-methyl alcohol-normal hexane or petroleum ether or other low polarity solvent. Cephalomannine can be obtained by separation from taxus plant or is byproduct produced in taxol extraction process. The invention has the characteristics of mild reaction condition and higher product purity and yield.

The present invention provides coproducting process of high purity taxol, 10-deacetyl Bakating III and cephalomtaine from alcohol extractive of leaf, bark or branch of taxad. The copreoducing process includes dissolution of the alcohol extractive with butyl acetate, sodium bicarbonate solution reverse extraction to eliminate impurity, decompression evaporation of the organic phase to eliminate solvent, acetonitrile dissolution of the residuum, cooling crystallization to obtain 10-deacetyl Bakating III, purifying crystallization mother liquid through inversed phase chromatography with polymer stuffing as fixed phase to obtain cephalomtanine and taxol, freezing crystallization to separate the effective components from the inversed phase chromatography eluent and forward phase chromatography with silica gel stuffing as fixed phase to obtain taxol product with purity as high as 99.6%.

An improved method for the isolation of taxanes of high priority from the crude extract of naturally occurring Taxus canadensis which comprises the steps of: a) filtering the crude extract by liquid column chromatography b) enriching the taxanes obtained from step a) by precipitation and crystalization; c) separating the taxanes obrained from step a) by liquid column chromatography and d) desolving the separate taxanes in a polar organic solvent mixture comprising an alcohol and a non-alcohol solvent, which solution is then subjected to further separation by liquid column chromatography and isolaring substantially pure paclitaxel from cephalomannine; and all solvent mixtures used may be collected, purified and recycled without seperation.

The invention discloses a paclitaxel purifying method of a paclitaxel crude product produced by Chinese yew cell culture and belongs to the field of compound purification. With the combination of a crystallization method and a normal phase column-chromatography method, paclitaxel is purified. Firstly, a paclitaxel crude product produced by Chinese yew cell culture is dissolved in an organic solvent with high polarity, and a reverse organic solvent is dropwisely added so as to obtain paclitaxel with purity being more than 85.0%. And then, paclitaxel is further separated and purified by column chromatography. A stationary phase is silica gel of 200 meshes-300 meshes, and a mobile phase is a binary gradient mixed solvent of dichloromethane and ethyl acetate or hexane and acetone. Combining the two methods, the defect that paclitaxel and cephalomannine cannot be separated effectively by a previous separation method is solved, and unknown impurities which are hard to separate can be removed. Thus, a paclitaxel bulk drug which accords with United States Pharmacopeia (USP) standards can be obtained. The method has advantages of good repeatability and reasonable technology, is simple to operate, and is green and safe.

The invention relates to a determining method for a kind of plant yew and the taxol in its cell culture and its homologen. Its characteristic lies in that the chromatographic column is Nova-Pak C18, the mobile phase composed of two chromatographic reagent which is acetonitrile and water, balancing the chromatography system with 30 % acetonitrile and 70 % water.and the cell extractor or the extractor of the cell culture solution of the yew and plant yew enter the system, gradient eluting, the proportion changes from 30:70 to 50:50 and the gradient changing curve is 0.5-0.7. Successively, continuing to elute at the proportion of 50:50 for three minutes; Last, balancing the system for 5 minutes with the proportion of 30:70, the preserval time of taxol is 11.12-11.8 minutes. The invention can determine the yew and its cell culture taxol,10-, simultaneously, easily and quickly. It has the characteristics of accuracy, high sensitivity and economy.

The invention relates to an application of cephalomannine chemical derivation method in taxol preparation, comprising the following steps that: cephalomannine analogues having an alpha-beta unsaturated ketone structure are converted into a single-halogen single-hydroxyl or single-halogen single-alkyl product through addition reaction, and then taxol is obtained through column separation. The process is also suitable for the separation of 10-deacetylated cephalomannine, 10-deacetylated taxol, 10-deacetylated-7-xylose cephalomannine and 10-deacetylated-7-xylose taxol. The application has the advantage of applying an NBS addition method to the separation of taxol and cephalomannine (or analogues of the two) successfully, and using a conventional cheap silica gel column to realize the separation of taxol and cephalomannine so as to achieve the aim of purifying taxol. The method is suitable for the taxol mixtures with different purity and can be used for the separation of other cephalomannine type compounds and analogues. Due to the process of the invention, the taxol with the purity more than 99 percent can be obtained; the overall yield can be up to 80 percent; the overall yield of cephalomannine addition products is over 90 percent.

The invention discloses a method for co-producing taxane effective ingredients and ethyl alcohol by utilizing Chinese yew. The method for co-producing the taxane effective ingredients and ethyl alcohol by utilizing the Chinese yew comprises the following steps: carrying out enzymolysis on cellulose and hemicellulose under a weak acid condition, fermenting for producing ethyl alcohol, and then extracting the taxane effective ingredients by utilizing the produced ethyl alcohol. The cellulose and hemicellulose in the Chinese yew are hydrolyzed, and fermentation is carried out for producing the ethyl alcohol after the cellulose is hydrolyzed by virtue of an enzyme, so that the taxane effective ingredients can be better dissolved into an ethyl alcohol extracting solution, the taxane effective ingredients such as taxol, cephalomannine and 10-DABIII and the ethyl alcohol can be extracted at the same time, extraction ratio of taxol is more than 99%, the extraction ratio of the cephalomannine is more than 99%, the extraction ratio of the 10-DABIII is more than 99%, content of the taxol in extract is 1-5%, content of the cephalomannine is 1-3%, and content of the 10-DABIII is 1-3%.

A method for separating paclitaxel cephalomannin and other related compounds by obtaining a staring material that contains paclitaxel and cephalomannin; dissolving the staring material in any one a number of particularly defined solvents such as butly formate and butly acetate to form a mixture; subjecting the mixture to column chromatography to obtain an eluted fraction of pactitaxel and cephalomannin and a residue ; and separately drying the paclitaxel and cephalomannin fractions to obtain separate crystalline forms of paclitaxel and cephalomannin, respectively.

The invention relates to the field of chemical analysis, in particular to a nuclear-magnetic-resonance-technology-based spatial correlation spectrum (ROESY) test method for cephalomannine. According to the invention, on the basis of the optimized design of a pulse sequence, a spatial correlation spectrum ROESY of cephalomannine is measured by using hydrogen as an observation nucleus. At present, most of spatial correlation spectrums used by instruments are based on the NOESY spectrum and the NOE signals for some medium molecules are zero, so that the spatial correlation conditions can not be characterized by using the NOESY. On the basis of the characteristics of the molecules of cephalomannine, the ROESY spectrum is introduced based on concept changing and the relevant parameters are optimized. Therefore, the defect of weak NOE signal is overcome; and the an effective and simple means for characterizing the spatial structure for medium-sized molecules is provided.