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Oritavancin purification method

A purification method and polymer technology, applied in peptide preparation methods, chemical instruments and methods, organic chemistry, etc., to achieve the effects of reducing impurity content, improving product quality, and convenient operation

Pending Publication Date: 2019-07-09
SHANGHAI LAIYI BIOMEDICAL RES & DEV CENT
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, from the current literature, due to various defects, there is no production method of oritavancin suitable for commercial production with high purity (chromatographic purity reaching more than 98.5%)

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Example 1: Utilizing Uni PSN to prepare high-purity oritavancin finished product

[0039] Take 80ml Uni PSN 40-300 polymer microspheres and pack them into a column. The column size is 1.8cm*50cm. After the microspheres settle freely, use 300ml 0.5% NaOH aqueous solution: acetonitrile=1:1 (volume ratio) to regenerate the microspheres. The column was equilibrated with 300 ml of 5% acetonitrile in water. Get oritavancin crude product 3.2g, add 100ml 5% acetonitrile aqueous solution, adjust pH value to 2.1 with 4M HCl, shake and dissolve, the chromatographic content of oritavancin in the crude product solution is 70.1% (such as figure 2 Shown), sample loading, sample loading speed is 300ml / hr. Pre-wash with 200ml of 10% acetonitrile aqueous solution to remove unreacted raw material A82846B; 2 PO 4 , phosphoric acid to adjust the pH value to 3.3) gradient elution, the elution rate is 400ml / hr, 80ml / bottle collects fractions, and HPLC detects the content and purity of t...

Embodiment 2

[0041] Example 2: Utilizing Uni PS to prepare high-purity oritavancin finished product

[0042] Take 80ml Uni PS 40-300 polymer microspheres and pack them into a column. The chromatographic column specification: 1.8cm*50cm. After the microspheres settle freely, use 300ml 0.5% NaOH aqueous solution: acetonitrile=1:1 (volume ratio) to regenerate the microspheres. The column was equilibrated with 300 ml of 5% acetonitrile in water. Take 2.0g of oritavancin crude product, add 100ml of 5% acetonitrile aqueous solution, adjust the pH value to 2.1 with 4M HCl, shake and dissolve, the chromatographic content of oritavancin in the crude solution is 70.3%, and load the sample at a speed of 300ml / hr. Pre-wash with 200ml of 10% acetonitrile aqueous solution to remove unreacted raw material A82846B; 2 PO 4 , phosphoric acid to adjust the pH value to 3.3) gradient elution, the elution rate is 400ml / hr, 80ml / bottle collects fractions, and HPLC detects the content and purity of the main...

Embodiment 3

[0044] Example 3: Utilizing Uni PMM to prepare high-purity oritavancin finished product

[0045]Take 80ml Uni PMM 40-300 polymer microspheres and pack them into a column. The chromatographic column specification: 1.8cm*50cm. After the microspheres settle freely, use 300ml 0.5% NaOH aqueous solution: acetonitrile=1:1 (volume ratio) to regenerate the microspheres. The column was equilibrated with 300 ml of 5% acetonitrile in water. Take 2.0g of oritavancin crude product, add 100ml of 5% acetonitrile aqueous solution, adjust the pH value to 2.1 with 4M HCl, shake and dissolve, the chromatographic content of oritavancin in the crude solution is 70.3%, load the sample, and the sample loading speed is 300ml / hr. Pre-wash with 200ml of 10% acetonitrile aqueous solution to remove unreacted raw material A82846B; 2 PO 4 , phosphoric acid to adjust the pH value to 3.3) gradient elution, the elution rate is 400ml / hr, 80ml / bottle collects fractions, and HPLC detects the content and pu...

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Abstract

The invention provides an oritavancin purification method. The oritavancin purification method includes the following steps: step (1), dissolving crude oritavancin in an aqueous solution of acetonitrile, performing column chromatography by a polymer microsphere chromatography column, and collecting a chromatographic solution having the oritavancin content higher than 98.5%; step (2), removing solvents from the collected chromatographic solution, and performing concentration to obtain an oritavancin concentrate; step (3), performing filtering and freeze-drying to obtain oritavancin powder. Theoritavancin purification method has the advantages that high-purity oritavancin is obtained through polymer microsphere chromatography, and accordingly, the content of impurities is greatly reduced; the content of the oritavancin can reach more than 98.5% through one-step chromatography, and the method is simple; phosphate and methanol / ethanol / acetonitrile serve as mobile phases for chromatography, later treatment and solvent recovery are facilitated, concentration can be conducted through nanofiltration membranes, and the method is convenient to operate; the purification method improves the product quality and is suitable for expanded commercial production.

Description

technical field [0001] The invention belongs to the technical field of chemical purification, and in particular relates to a purification method of high-purity oritavancin. Background technique [0002] Oritavancin (LY333328) is a second-generation glycopeptide antibiotic developed on the basis of the first-generation glycopeptide antibiotic vancomycin. It was first researched and developed by Lilly Company. It is A82846B and 4' - Derivatives produced by the reaction of biphenyl formaldehyde. On August 6, 2014, the FDA approved oritavancin injection for acute bacterial skin and skin structure infections (ABSSSIs) caused by susceptible gram-positive bacteria, including methicillin-resistant Staphylococcus aureus (MRSA). Treatment of adult patients. [0003] With a greatly extended half-life compared to vancomycin, oritavancin is the first and only single-dose antibiotic approved by the FDA for the treatment of ABSSSIs. The patient received only one infusion of oritavancin,...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07K9/00C07K1/16
CPCC07K9/008
Inventor 阮林高魏维孟庆前饶敏邵昌夏兴戈梅
Owner SHANGHAI LAIYI BIOMEDICAL RES & DEV CENT
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