Amphomycin Chemical Properties
- D25 +7.5° (c = 1 at pH 6)
- Boiling point:
- 854.06°C (rough estimate)
- 1.0985 (rough estimate)
- refractive index
- 1.6700 (estimate)
Amphomycin Usage And Synthesis
Amphocortrin CR,Warner Lambert,US,1963
Amphomycin is a lipopeptide antibiotic produced by Streptomycetes and Actinoplanes, initially reported by researchers at Bristol-Myers in 1953 from Streptomyces canus. Amphomycin was marketed as a complex of closely related analogues in the 1950s and 1960s. Structure elucidation was not completed until 2000. Amphomycin is active against Gram positive bacteria, inhibiting peptidoglycan synthesis and blocking cell wall development. Amphomycin is closely related to a number of “lost” antibiotics, aspartocin, crystallomycin, glumamycin, friulimicin, laspartocin, tsushimycin and zaomycin. Interest in amphomycin was re-awakened with the discovery of friulimicin activity against antibiotic resistant strains.
The process for producing amphomycin comprises cultivating a strain of
Streptomyces canus in an aqueous, nutrient-containing carbohydrate solution
under submerged aerobic conditions until substantial antibacterial activity is
imparted to the solution and then recovering the so-produced amphomycin
from the fermentation broth.
The process of decolorizing solutions of amphomycin then involves treatment with activated charcoal, followed by the steps of (1) extracting the antibiotic into a water-immiscible organic solvent under strongly acid conditions or precipitating the amphomycin from aqueous solution by adjusting the pH to a point within the range of pH 3.0 to 4.0, (2) removing impurities from strongly acid, aqueous solution of amphomycin by extraction of the impurities with methyl isobutyl ketone and amyl acetate, (3) extracting the amphomycin from a strongly acid solution in butanol by the use of water having a pH higher than 4, (4) extracting the amphomycin from solution in water-immiscible organic solvent into water whose pH is greater than 6.0, (5) precipitating amphomycin from solution by formation of insoluble derivatives of the basic function, and (6) precipitating amphomycin from solution by formation of insoluble derivates of the acidic function.
The amphomycin is then converted to the calcium salt with calcium hydroxide.
Poison by intravenous andintraperitoneal routes. Moderately toxic by ingestion.Induces hemolysis. Active against gram-positive bacteria.Suggested as a topical agent for animal and plantinfections. When heated to decomposition it emits acridsmoke and
- +44 (0)208 191 7890
- Tosylmethyl isocyanide
- BENZYL ISOCYANIDE
- 2,4-PENTANEDIONE, SILVER DERIVATIVE
- Cupric acetylacetonate
- Ferric acetylacetonate
- COBALT(II) ACETYLACETONATE
- Aluminum acetylacetonate
- TERT-BUTYL ISOCYANIDE
- COBALT ETHYLENE DIAMINE CHLORIDE
- Ethyl isocyanoacetate
- 1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE