Separation and/or purification of pneumocandin b0 from c0

An echinocandin, percentage technology, applied in the field of separation and purification of echinocandin compounds, can solve the problems of limited usefulness for analytical purposes, low stability, and low solubility of echinocandins

Inactive Publication Date: 2012-05-30
克塞里尔制药公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the disadvantage of this method is the low solubility and slightly lower stability of echinocandins in the loading solution
In addition, this mobile phase is not well suited for mass spectrometry, limiting the method's usefulness for analytical purposes

Method used

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  • Separation and/or purification of pneumocandin b0 from c0
  • Separation and/or purification of pneumocandin b0 from c0
  • Separation and/or purification of pneumocandin b0 from c0

Examples

Experimental program
Comparison scheme
Effect test

Embodiment I

[0094] In this experiment, an Agilent 1200 HPLC system coupled to an Agilent 6520 Q-TOF mass spectrometer was used. The Agilent 1200HPLC system is composed of a binary pump, a degasser, a constant temperature autosampler and a constant temperature column chamber (the temperature is set at 25°C). Supelco Ascentis ExpressHILIC 15 cm x 4.6 mm, 2.7 micron columns were used. The mobile phase consisted of 15% v / v 0.1% w / w ammonium acetate (pH=4.5) and 85% v / v acetonitrile. The flow rate was 1 ml / min. Figure 1A shows that this chromatographic setup is able to convert echinocandin B from a mixture containing both isomers 0 Echinocandin C 0 separate. Figure 1B shows the use of pure echinocandin B 0 Echinocandin B confirmed by reference standard 0 peak. Figure 1C shows the use of pure echinocandin C 0 Echinocandin C confirmed by reference standard 0 peak.

[0095] Chromatographic separation and retention time can be influenced by varying the acetonitrile or ammonium acetate co...

Embodiment II

[0100] In this example, a Thermo Fisher Surveyor HPLC system was used. The Surveyor HPLC system is composed of a quaternary pump, a constant temperature autosampler and a constant temperature column chamber (the temperature is set at 40°C). Supelco Ascentis SiHILIC 15 cm x 2.1 mm, 5 micron columns were used. The mobile phase consisted of 13% v / v 0.1% w / w ammonium acetate (pH=4.5) and 87% v / v acetonitrile. The flow rate was 0.2 ml / min.

[0101] Figure 2 shows that this chromatographic setup is able to convert echinocandin B from a sample containing both isomers 0 Echinocandin C 0 Separation:

[0102] figure 2:

[0103]

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PUM

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Abstract

The present invention concerns a method for separation of the antifungal cyclic hexapeptides Pneumocandin B0 from Pneumocandin C0 using a hydrophilic stationary phase and a hydrophobic mobile phase.

Description

technical field [0001] The present invention relates to methods for isolating and purifying echinocandin compounds. Background technique [0002] Pneumocandins are antifungal cyclic hexapeptide compounds with lipid side chains (see Schwarts et al., 1992, Journal of antibiotics, Vol. 45, No. 12, pp. 1853-1866; Masurekar et al., 1992, Journal of Antibiotics, Vol. 45, No. 12, pp. 1867-1874; Hensens et al., 1992, Journal of Antibiotics, Vol. 45, No. 12, pp. 1875-1885; Schmatz et al., 1992, Journal of Antibiotics, Vol. 45, No. 12, pp. 1886-1891; and Adefarati et al., 1992, Journal of Antibiotics, Vol. 45, No. 12, pp. 1953-1957 and US Patent No. 5,021,341). [0003] The antifungal activity of echinocandins is related to the inhibition of 1,3β-glucan biosynthesis. The action of 1,3β-glucan synthase, a multisubunit enzyme, is involved in fungal cell wall construction, septum deposition, and ascospore wall assembly. The catalytic subunit of this enzyme complex has been identified...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K38/12B01D15/08C07K7/56
CPCA61K38/00B01D15/322B01D15/364B01D15/305C07K7/56C07K7/64C07K1/20B01D15/426B01D15/08
Inventor 安德斯·布伦斯维克
Owner 克塞里尔制药公司
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