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Preparation method for high-purity echinocandin compound

A technology of echinocandin and compound, which is applied in the field of preparation of high-purity echinocandin compound FR179642, can solve the problem of no separation and purification process, etc., and achieve the effects of shortening process cycle, simple process and high yield

Active Publication Date: 2013-03-06
NCPC NEW DRUG RES & DEV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Chinese patent No. 97194475.X reports that cyclolipopeptide acylase can effectively deacylate the acyl side chain of cyclolipopeptide compound FR901739 and its analogs, so that FR901739 can generate FR179642 through the action of acyl invertase. There is no specific method separation and purification process

Method used

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  • Preparation method for high-purity echinocandin compound
  • Preparation method for high-purity echinocandin compound
  • Preparation method for high-purity echinocandin compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] Take FR179642 fermentation broth 20.0L, fermentation unit 520μg / mL (9.67g). Add 1kg perlite to the fermented liquid, vacuum filter after stirring for 30min, obtain 16.8L clarified filtrate (see attached figure 1 ). The filtrate was introduced into an LX-18 adsorption resin column (Φ8×50cm), with a loading capacity of 1400mL and a sample loading flow rate of 1400mL / h. The saturated resin was purified and washed with deionized water, and then desorbed with 10% acetone at a desorption flow rate of 470 mL / h. The desorption solution was adjusted to PH=4.0 with glacial acetic acid, then concentrated to 193mL, slowly added 1930mL of acetone for powder crystallization, static, and filtered to obtain 12.82g of crude extract of FR179642 (see attached figure 2 ). The crude extract of FR179642 was separated by polymer microsphere chromatography with acetone-water gradient elution. The eluate was concentrated, crystallized, and dried in sections (at a temperature of 40°C and a ...

Embodiment 2

[0037] Take FR179642 fermentation broth 100.0L, fermentation unit 723μg / mL (72.3g). Add 7kg diatomaceous earth in fermented liquid, vacuum suction filtration after stirring 30min, obtain 84.3L clarification filtrate (with attached figure 1 similar peak shape). The filtrate was introduced into an AB-8 adsorption resin column (Φ14×80 cm), with a loading capacity of 8.5 L and a sample loading flow rate of 17 L / h. The saturated resin was purified and washed with deionized water, and then desorbed with 40% methanol at a desorption flow rate of 3.5 L / h. The desorption solution was adjusted to PH=4.5 with oxalic acid, then concentrated to 723mL, slowly added to 5784mL of methanol for powder crystallization, static and filtered to obtain 105.7g of crude extract of FR179642 (with the attached figure 2 similar peak shape). ODS C for crude extract of FR179642 18 Chromatographic separation, methanol-water gradient elution. The eluate was concentrated, crystallized, and dried in sect...

Embodiment 3

[0039] Take FR179642 fermentation broth 500.0L, fermentation unit 643μg / mL (321.5g). Add 50kg perlite in fermented liquid, vacuum suction filtration after stirring 30min, obtain 427L clarification filtrate (with attached figure 1 similar peak shape). The filtrate was introduced into an LX-18 adsorption resin column (Φ24×140cm), with a loading capacity of 50L and a sample loading flow rate of 75L / h. The saturated resin was purified and washed with deionized water, and then desorbed with 25% ethanol at a desorption flow rate of 25 L / h. The desorption solution was adjusted to PH=5.0 with hydrochloric acid, then concentrated to 4.0L, slowly added to 24L of absolute ethanol for powder crystallization, static and filtered to obtain 460g of crude extract of FR179642 (with the attached figure 2 similar peak shape). The crude extract of FR179642 was separated by polymer microsphere chromatography and ethanol-water gradient elution. The eluate was concentrated, crystallized, and dr...

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Abstract

The invention discloses a preparation method for an echinocandin compound by using a Coleophoma sp. fermentation culture. The method comprises the following steps: carrying out filtration, macroporous resin adsorption, desorption, condensation, crystallization and the like on the Coleophoma sp. fermentation culture so as to obtain a crude extract of the echinocandin compound FR179642; and carrying out chromatographic separation on the crude extract of the echinocandin compound FR179642 by using a reversed-phase filling material so as to obtain an echinocandin compound FR179642 product with high purity. The invention has the following advantages: a macroporous resin is used to extract and separate the echinocandin compound FR179642 in the method, and the method is simple and feasible and is suitable for industrial production; and through application of the reversed-phase filling material in chromatographic separation of the echinocandin compound FR179642, the echinocandin compound FR179642 product with high purity is prepared.

Description

technical field [0001] The invention belongs to the technical field of industrial microorganisms, and in particular relates to a preparation method of a high-purity echinocandin compound FR179642. Background technique [0002] In recent years, with the extensive application of broad-spectrum antibacterial drugs and immunosuppressants, tumor chemotherapy, organ transplantation, and the spread of AIDS, the number of people with suppressed immune systems has increased, and the incidence of deep fungal infections has begun to show a clear upward trend. , and with the application of antifungal drugs, the drug resistance of fungi is getting stronger and stronger, making the application of antifungal drugs have a trend of rapid increase. Therefore, anti-deep fungal infection drugs have become one of the research hotspots of anti-infective drugs and have attracted people's attention day by day. [0003] Echinocandin is a new type of antifungal drug, which has a significantly differ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07K7/56C07K1/20C07K1/16
Inventor 王海燕张雪霞李宁李晓露任风芝林毅张丽林旸张金娟陈书红成晓迅李丽红高月麒张艳立蒋沁段宝玲
Owner NCPC NEW DRUG RES & DEV
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