37 results about "Swainsonine" patented technology

A biological fermenting process for purifying swainsonine includes such steps as biological fermenting engineering with pulse rhizoctonia 7-3 strain to culture its mycelia containing high content of swainsonine, extracting in alcohol solvent, cationic exchange, silica-gel column chromatography and segmental sublimation. Its advantages are low cost, high purity (more than or equal to 99%) and high output rate.

The invention provides a swainsonine derivative and a preparation method of a research reagent of the swainsonine derivative. The swainsonine is prepared through the following synthesis steps: a, adding chloroacetic acid and potassium hydroxide by taking swainsonine as a raw material and taking water as a solvent; b, feeding hematoporphyrin into thionyl chloride, and then adding cordycepin; and c, pouring the product obtained in the step a into the product obtained in the step b, and dropwise adding newly prepared potassium ethoxide into the obtained mixture, so that a swainsonine derivative solution is obtained. The swainsonine derivative disclosed by the invention is a product derived on the basis of a swainsonine structure, and by comparing, the difference is as follows: an enriched heterocyclic ring is connected, so that the swainsonine derivative disclosed by the invention has a function of enriching cancer cells, and can allow drugs to tend to parts with tumors but allow the drug concentration of other parts to be little.

The invention discloses a swainsonine antigen, which has the following chemical structure formula: wherein, BSA is bovine serum albumin. Its preparation process includes: (1) swainsonine reacts with glutaric acid monoethyl chloride to obtain compound I: compound I is dechlorinated under the action of alkali, and acidified to obtain compound II: Under the action of propyl)-3-ethylcarbodiimide hydrochloride and 1-hydroxybenzotriazole, the compound II is condensed with BSA to obtain the described swainsonine antigen. The synthesis process of the swainsonine antigen of the invention is simple, easy to operate, low in cost and high in coupling ratio, and the antigen can produce high-titer antibodies, opening up a new way for the rational development and utilization of locoweed plants.

The invention provides a 8, 8-difluoro-swainsonine [(-)-Swainsonine] derivative and a preparation method thereof. The preparation method includes following steps: reacting S-tert-butyl sulfonamide with acrolein to prepare S-sulfoximine; reacting S-sulfoximine, zinc powder and difluro ethyl bromoacetate (BrCF2CO2Et) to generate a compound shown as a formula 4; reducing the compound shown as the formula 4 to obtain aldehyde; subjecting aldehyde directly to Wittig reaction to obtain alpha, beta-unsaturated ester; reducing the alpha, beta-unsaturated ester to obtain primary alcohol; adding mesyl on primary hydroxyl of the primary alcohol; enablig an obtained compound to be in intramolecular nucleophilic substitution reaction to obtain a compound shown as a formula 11; removing sulfinyl from the compound shown as the formula 11 to obtain a hydrochloride; adding allyl on the hydrochloride to obtain a compound shown as a formula 3; using the compound shown as the formula 11 as a raw material to prepare a target product. The compound prepared serves as both a glycosidase inhibitor and monosaccharide having inhibition selectivity.

The invention discloses a method for separating swainsonine by using counter-current chromatography. According to the invention, methyl tert-butyl ether, n-butanol and water are mixed and then stood for layering so as to form a solvent system for a counter-current chromatographic stationary phase and a counter-current chromatographic mobile phase; the stationary phase is pumped into a separation column of a counter-current chromatographic instrument at a great flow velocity; after the separation column is full of the stationary phase, the instrument is started, the main engine of the counter-current chromatographic instrument is allowed to rotate at a set rotating speed, and then the mobile phase is pumped into the separation column at a certain flow velocity; after the two phases reach dynamic balance in the separation column, sample introduction is carried out through a sample introduction valve; fractions are collected by an automatic fraction collector; and thin layer chromatography and high performance liquid chromatography are used for detection, fractions containing a swainsonine component are combined together, then a solvent is recovered, and recrystallization is carried out so as to obtain swainsonine with a purity greater than 90%. The method provided by the invention has the advantages of easiness, convenience, fastness, a good separation effect, a great preparation quantity, small loss of a sample, low separation cost, high product purity and suitability for industrial production.

The invention discloses Arthrobacter sp. HW08 for degrading swainsonine, which is preserved in a common microbe center of the China Microbial Culture Preservation Commission in September 28th, 2009 and has the preservation number of CGMCC No. 3313. The bacterial colony of a bacterial strain is in a circular shape and gradually changed into faint yellow from oyster white with the prolongation of culture time, has a smooth, moist and raised surface and neat edges and is non-transparent; and the bacterial strain is cultured within 48 hours in an inorganic salt culture medium, basically belongs to a stab cell, has the size of 0.3-0.5 micrometer*0.5-1.0 micrometer, is gradually changed into a ball shape after cultured for 48 hours and has the diameter about 0.60-0.8 micrometer. The bacterial strain is obtained by separating and screening from soil embedding yellowflower crazyweed herbs (loco weeds) and has the capacity of efficiently degrading the swainsonine, i.e. toxins of the loco weeds.

A process for purifying swainsonic contained in loco weed includes extracting macropolar alkaloid crude product by cationic exchange, further extracting with alkaline chloroform, silica gel chromatography to obtain swainsonic crude product and finally sublimating by steps. Its advantages are low cost and high purity.

The invention discloses an enzymatic extraction process of swainsonine, which comprises the following steps: (1) drying the straight Astragalus membranaceus, crushing it and passing it through a 40-80 mesh sieve; (2) using water with a pH of 4.5 as a solvent , adding cellulase and the Radix Astragali prepared in the step (1) to water; the amount of cellulase added is 1%-5% of the weight of Astragalus, and the weight-to-volume ratio of Astragalus to solvent is 1:10-50g / ml; (3) React at 50°C for 1-5h to obtain the extract of swainsonine. The enzymatic extraction process of swainsonine proposed by the invention has the advantages of high extraction rate, low energy consumption and short extraction time.