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Synthesis method of daptomycin

A technology of daptomycin and a synthesis method, which is applied in the field of daptomycin synthesis combined with solid and liquid phase, can solve the problem of high synthesis cost and achieve the desired effect.

Active Publication Date: 2010-09-08
SHANGHAI INST OF ORGANIC CHEM CHINESE ACAD OF SCI +1
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

It mainly solves the existing technical problem that the synthesis cost is too high using Streptomyces roseospora as the raw material

Method used

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  • Synthesis method of daptomycin
  • Synthesis method of daptomycin
  • Synthesis method of daptomycin

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Abstract

The invention relates to a daptomycin synthesis method for resolving the technical problem of prior art which uses rose spore streptomycete as raw material to cost high synthesis cost. The synthesis method comprises a, using 2-chlorine trityl chloride resin as carrier, via solid synthesis method to connect the amino acids with protective groups, to obtain protective decapeptide resin while the Fmoc-protective groups are removed in turn, B, connecting decanoic acid via same method, connecting next amino acid via esterification, removing Fmoc-protective groups, and connecting left two amino acids via normal solid method, removing Fmoc-protective groups, c, using trifluoroacetic acid or carrene solution to cut off total protective peptide from resin, drying and completing end-to-end liquid cyclisation in organic solvent, d, using the mixture of trifluoroacetic acid, water and benzene methyl sulfide to cut off peptide from resin to obtain crude product. The invention can synthesize daptomycin.

Description

Technical field: The invention relates to a method for synthesizing novel antibiotic Daptomycin. In particular, it relates to a method for synthesizing daptomycin with solid-liquid combination. Background technique: In recent years, with the increasing use of antibiotics, the problem of bacterial resistance has become increasingly serious. In the United States, 95% of clinically isolated S. aureus are resistant to penicillin, and more than 50% are resistant to methicillin (FrindkinSK, Gaynes RP. Antimicrobial resistance in intensive care units. ClinChest Med.1999, 20 (2) : 303-316); in Japan, the proportion of methicillin-resistant Staphylococus aureus (MRSA) strains from skin infections during the past three years. J Dermatil, 1993, 20(4): 193-197). Although vancomycin is often considered as the last line of defense against Gram-positive bacterial infections, this line of defense is not indestructible. Since the 1980s, there has been an increase in vancomycin-resistant s...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07K7/08
CPCY02P20/55
Inventor 徐红岩陆婷婷
Owner SHANGHAI INST OF ORGANIC CHEM CHINESE ACAD OF SCI
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