Process for the preparation of new aminocyclitol antibiotics

New analogues of gentamicin C1, C2 and C1a as well as compounds thereof which are acylated on the 1-amino, 3-amino and 2'-amino groups by a lower omega -amino- alpha -hydroxyalkanoyl group are prepared. For this, a nutrient medium is produced containing carbohydrates, a source of assimilable ni...

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Bibliographische Detailangaben
Hauptverfasser:	ROBERT LAGRONE CLARKE, SOL JACOB DAUM
Format:	Patent
Sprache:	eng
Schlagworte:	ACYCLIC OR CARBOCYCLIC COMPOUNDS APPARATUS THEREFOR BEER BIOCHEMISTRY CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOIDCHEMISTRY CHEMISTRY DERIVATIVES THEREOF ENZYMOLOGY FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIREDCHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERSFROM A RACEMIC MIXTURE GENERAL METHODS OF ORGANIC CHEMISTRY HETEROCYCLIC COMPOUNDS METALLURGY MICROBIOLOGY MUTATION OR GENETIC ENGINEERING NUCLEIC ACIDS NUCLEOSIDES NUCLEOTIDES ORGANIC CHEMISTRY PERFORMING OPERATIONS PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL SPIRITS SUGARS THEIR RELEVANT APPARATUS TRANSPORTING VINEGAR WINE
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Beschreibung
Zusammenfassung:	New analogues of gentamicin C1, C2 and C1a as well as compounds thereof which are acylated on the 1-amino, 3-amino and 2'-amino groups by a lower omega -amino- alpha -hydroxyalkanoyl group are prepared. For this, a nutrient medium is produced containing carbohydrates, a source of assimilable nitrogen, essential salts and an aminocyclitol added in the presence of a mutant microorganism which is incapable of synthesising the said aminocyclitol itself but which is capable of incorporating the said aminocyclitol into the said new aminocyclitol, and if desired, the product obtained is acylated with an ester of a lower omega -(N-benzyloxycarbonyl)amino- alpha -hydroxyalkanoic acid and then the benzyloxycarbonyl group is removed by catalytic hydrogenolysis. The new compounds possess an antibacterial activity, in particular towards gentamicin-resistant microorganisms; they are useful as antibacterial agents.