Identification | Back Directory | [Name]
Stallimycin | [CAS]
636-47-5 | [Synonyms]
Distamycin Stallimycin Distamycin-3 3-[4-[4-[4-(Formylamino)-1-methyl-1H-pyrrole-2-ylcarbonylamino]-1-methyl-1H-pyrrole-2-ylcarbonylamino]-1-methyl-1H-pyrrole-2-ylcarbonylamino]propanamidine N-[5-[[(3-Amino-3-iminopropyl)amino]carbonyl]-1-methyl-1H-pyrrol-3-yl]-4-[[[4-(formylamino)-1-methyl-1H-pyrrol-2-yl]carbonyl]amino]-1-methyl-1H-pyrrole-2-carboxamide 1H-Pyrrole-2-carboxamide, N-[5-[[(3-amino-3-iminopropyl)amino]carbonyl]-1-methyl-1H-pyrrol-3-yl]-4-[[[4-(formylamino)-1-methyl-1H-pyrrol-2-yl]carbonyl]amino]-1-methyl- | [Molecular Formula]
C22H27N9O4 | [MOL File]
636-47-5.mol | [Molecular Weight]
481.51 |
Chemical Properties | Back Directory | [Melting point ]
154-156° | [Boiling point ]
579.2°C (rough estimate) | [density ]
1.3298 (rough estimate) | [refractive index ]
1.6910 (estimate) |
Hazard Information | Back Directory | [Originator]
Herperal,Farmitalia,Italy,1978 | [Manufacturing Process]
A spore suspension obtained upon washing a culture of Streptomyces
distallicus is added to 3,000 ml of a sterile medium consisting of the
following:Dextrose 2%
Corn steep liquor extract 2%
CaCO3 1%
(NH4)2SO4 0.3%
NaCl 0.3%Fermentation is continued at 28°C for 40 hours at a stirring rate of 150 to 250
rpm and a rate of air flow of 1 to 2 l/min/l of culture medium. 300 ml of a suspension of the vegetative mycelium of this culture are used for
inoculating 6,000 ml of a similar sterile culture medium. At this production
stage, the culture is kept fermenting for 85 to 100 hours (pH 7.6 at 28°C) at
a stirring rate of 350 to 450 rpm and a rate of air flow of 1 to 1.5 l/min/l of
culture medium. To 17 l of a culture obtained by submerged fermentation as mentioned above,
siliceous earth is added and the batch is filtered. The mixture of mycelium and
the siliceous earth are agitated for 1 hour with 2.5 l of butanol. This treatment
is repeated twice. The butanolic extracts are combined, washed with water,
evaporated to dryness (about 10 g) and boiled with acetone (80 ml). The 5 g of distamycin is extracted six times with ethanol. The ethanolic extracts
are combined, concentrated and filtered through a column containing 70 g of
alumina. Elution is carried out with the same solvent. The effluent (central
fractions) is collected and evaporated to dryness to yield 0.43 g of pure
distamycin A: decomposition point, 183°C to 185°C. The product can be
further purified by crystallization from aqueous n-butanol. | [Therapeutic Function]
Antibiotic |
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BOC Sciences
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