Method for removing cephalomannine from paclitaxel

Abstract

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.

Description

technical field [0001] The invention relates to the technical field of separation and purification of paclitaxel, in particular to a method for removing cephalomannine in paclitaxel. Background technique [0002] Paclitaxel is the most promising anticancer drug discovered in the world in the past two decades. It was first isolated from the bark of Taxus brevifolia in 1967 and has been approved by the US FDA for ovarian cancer, breast cancer and non-small cell lung cancer. Waiting for treatment. [0003] Paclitaxel belongs to diterpene alkaloids, and its content in Taxus plants is very low, only 0.0004% to 0.01% (w / w). Such a low content makes it very difficult to extract and purify paclitaxel from raw materials to achieve pure products. difficulty. Natural yew resources are extremely limited, and yew grows slowly, which cannot meet the needs of paclitaxel production. Therefore, the method for purifying paclitaxel is particularly important. [0004] Cephalomannine is a na...

AI Technical Summary

Problems solved by technology

But, also there is shortcoming in these two kinds of methods: when the crude extract is oxidized with ozone, many side reactions will be produced, and the ozonolysis reaction is very strong, and it is non-selective, and can remove paclitaxel and cephalomannine Undesirable oxidation reactions occur in many functional groups of many functional groups, such as reactions with ketones, alcohols, amines, etc. in the paclitaxel molecule, or reactions with the double bond on the taxane ring of paclitaxel and cephalomannine. In addition, the ozone generator equipment It is also very expensive, and the production cost is high; the method of halogen addition has strict requirements on the reaction conditions, which need to be around 0-5°C, protected from light, too long exposure to the reaction or excessive halogen will cause paclitaxel to degrade, and bromine as a low In the case of boiling point liquid halogen and high toxicity, there are higher requirements for production conditions

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