1-N-[(S)-.alpha.-hydroxy-.omega.-aminoacyl]

Details 1-N-[(S)-.alpha.-hydroxy-.omega.-aminoacyl] 1-N-[(S)-.alpha.-hydroxy-.omega.-aminoacyl]

1973-10-01

1977-01-04

Gotts, Lewis

Organic compounds -- part of the class 532-570 series

Organic compounds

Carbohydrates or derivatives

536 10, 424180, C07C12818

Patent

active

040012085

ABSTRACT:
A new and useful 1-N-[(S)-.alpha.-hydroxy-.omega.-aminoacyl]derivative of an aminoglycosidic antiobiotic, including its deoxy derivative, such as kanamycin B, 3'-deoxyneamine, 3',4'-dideoxyneamine, 3',4'-dideoxyribostamycin or 3', 4'-dideoxykanamycin B is now synthetized from the parent substance, aminoglycosidic antibiotic. The new 1-N-[(S)-.alpha.-hydroxy-.omega.-aminoacyl] derivative shows a wider and/or higher antibacterial activity than the parent substance and is useful in the treatment of infections by gram-negative and gram-positive bacteria, including drug-resistant strains thereof. The preparation of this new derivative may be made by 1-N-acylating the parent aminoglycosidic antibiotic with (S)-.alpha.-hydroxy-.omega.-aminocarboxylic acid with the amino group being protected, and chromatographically separating the acylated products to isolate the desired 1-N-acyl derivative, followed by the removal of the amino-protecting group.

REFERENCES:
patent: 3156617 (1964-11-01), Granatek et al.
patent: 3296246 (1967-01-01), Ores et al.
patent: 3781268 (1973-12-01), Kawaguchi et al.

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