Salts of N-glycosyl derivatives of polyene macrolides, especiall

Details Salts of N-glycosyl derivatives of polyene macrolides, especiall Salts of N-glycosyl derivatives of polyene macrolides, especiall

1978-05-10

1980-03-25

Brown, Johnnie R.

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

Organic compounds

Carbohydrates or derivatives

424180, 536 18, 536 22, C07H 1708

Patent

active

041951727

ABSTRACT:
The new compounds, N-methylglucamine salts of N-glycosyl derivatives of polyene macrolides particularly N-methylglucamine salts of N-glycosyl derivatives of amphotericin B, polifungin and nystatin are described herein. These compounds exhibit high pharamacological activity in some topical and sistemic fungal infections. The product is prepared by reaction of an amino group containing polyene macrolide with an aldose or ketose mono- or oligosaccharide, in an organic solvent medium or in the mixture of solvents characterized in that the formed N-glycosyl derivatives is precipitated from the reaction medium by water or with an aqueous solution of inorganic salt, preferably ammonium sulphate, and after crystallization from a higher alkanol of C.sub.3-6 atoms, preferably n-butanol transformed into a salt, preferably an N-methylglucamine salt and then crystallized from higher alkanol, preferably n-butanol.

REFERENCES:
patent: 2383977 (1945-09-01), Lee et al.
patent: 2760865 (1956-08-01), Folkers
patent: 4007166 (1977-02-01), Kulbakh et al.
patent: 4041232 (1977-08-01), Sipos et al.
patent: 4093796 (1978-06-01), Falkowski et al.

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