NEW GEM-DIFLUORIDE C-GLYCOSIDE COMPOUNDS DERIVED FROM PODOPHYLLOTOXIN, THEIR PREPARATION AND APPLICATIONS

摘要

Glycoconjugated gem-difluoride (I) and their derivatives in the form of base, organic/mineral acid addition salts, hydrates and solvates, are new. Glycoconjugated gem-difluoride of formula (I) and their derivatives in the form of base, organic/mineral acid addition salts, hydrates and solvates, are new. R : H, alkyl, benzyl, acetyl or benzoyl; R 1>, R 2>H, T, or CRa 1>Ra 2>; T : a protecting group such as alkyl, benzyl, benzoyl, acetyl, pivaloyl, trialkylsilyl or tert-butyl diphenyl silyl; Ra 1>, Ra 2>H, alkyl, aryl, benzyl or thiophenyl; R 3>H or T; R 4>ORa 3>, NGRa 1>GRa 2>, N 3 or phthalimide; Ra 3>H, T, GRa 1> or GRa 2>; GRa 1>, GRa 2>H, alkyl, benzyl, benzoyl, acetyl, alkyloxycarbonyl, allyloxycarbonyl or benzyloxycarbonyl; R 5>OH (optionally protected) or halo; and R 6>H, alkyl, acetyl, benzyl, PO 3H or PO 3Na. Independent claims are included for: (1) a glycoconjugated gem-difluoride of formula (III), obtained by the reaction of (I); and (2) the preparation of (I). [Image] [Image] ACTIVITY : Cytostatic. MECHANISM OF ACTION : None given.