N-Glycosyl derivatives of anthracycline antibiotics and the meth

Details N-Glycosyl derivatives of anthracycline antibiotics and the meth N-Glycosyl derivatives of anthracycline antibiotics and the meth

1980-07-25

1982-09-28

Brown, Johnnie R.

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

Organic compounds

Carbohydrates or derivatives

424180, C07H 1524

Patent

active

043519377

ABSTRACT:
The invention relates to the method of preparation of N-glycosyl compounds of anthracyclin antibiotics of formula I ##STR1## where R.sub.1 is the hydrogen atom or hydroxylic group, whereas R.sub.2 is the residue of a mono- or oligosaccharide of a series of aldeses and ketoses or the derivatives reacted with the amine group of the antibiotic. The invention depends upon the reaction of the antibiotic, which is converted into the form of base, in an organic solvent by treatment with molar excess of the saccharide or its derivative at temperature from 20.degree. up to 60.degree. C., for several hours, in the presence of a catalyst, under continuous stirring. The product is precipitated from the reaction mixture upon the addition of a nonpolar solvent and subsequently is purified by known methods.

REFERENCES:
patent: 4093796 (1978-06-01), Falkowski et al.
patent: 4127714 (1978-11-01), Umezawa et al.
patent: 4169142 (1979-09-01), Penco et al.
Falkowski et al., "The Journal of Antibiotics", vol. XXVIII, No. 3, pp. 244-245, 1975.

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