Back to results
US 6,271,342 B1Granted
Sugar-modified cytostatics
AssigneeBayer Aktiengesellschaft
InventorsHans-Georg Lerchen, Karsten von dem Bruch, Uwe Petersen, Jörg Baumgarten, Norbert Piel, Horst-Peter Antonicek, Walter Weichel, Michael Sperzel, Klaus Dieter Bremm
Life of this patent
Estimating the term…
Abstract
The invention relates to cytostatics which, by modification with sugar, are tumor-specific. Suitable spacers ensure serum stability and at the same time an intracellular action.
Claims9
A compound of the formula (I):
- K-Sp-L-AA1-AA2-C (I)
- wherein
- K represents an unsubstituted or regioselectively modified monosaccharide or oligosaccharide moiety of the formula (II):
- wherein
- A represents methyl, hydroxymethyl, carboxyl or an ester or amide derived therefrom, alkoxymethyl, acyloxymethyl or carboxyalkoxymethyl or an ester or amide derived therefrom;
- or A represents CH2—B, wherein B represents a monosaccharide or oligosaccharide moiety of the formula (II) linked via the anomeric center thereof;
- R2, R3 and R4 independently represent hydrogen, hydroxyl, alkoxy, carboxyalkoxy or an ester or amide derived therefrom, hydroxyalkoxy, aminoalkoxy, acyloxy, carboxyalkylcarbonyloxy, sulphato, phosphato, halogen or another monosaccharide or oligosaccharide moiety (II) modified in the same framework and linked via the anomeric center;
- or
- R3 and R4 have the meaning given above and R2 represents amino or acylamino;
- or
- one of R2, R3 or R4 has the meaning given above and two of the radicals R2, R3 and R4 together represent an epoxide group;
- Sp represents optionally substituted arylene or alkylene;
- L represents a radical of the formula:
- wherein
- R represents chlorine or hydroxyalkylamino;
- AA1 represents a direct bond or an amino acid radical in the D or L configuration, wherein said amino acid radical is optionally protected with a protective group or said amino acid radical optionally carries a second K-Sp-L-group in which K, Sp and L, independent of the K-Sp-L-group depicted in formula (I), has the above mentioned meanings;
- AA2 represents a direct bond or an amino acid radical in the D or L configuration, wherein said amino acid radical is optionally protected with a protective group or said amino acid radical optionally carries a second K-Sp-L-group in which K, Sp and L, independent of the K-Sp-L-group depicted in formula (I), has the above mentioned meanings;
- and
- C represents the radical of a cytostatic or a derivative thereof that retains cytostatic activity, which optionally carries an amino or hydroxyl group;
- or a stereoisomer of said compound, or a salt of said compound or stereoisomer.
17 more elements
Dependencies are inferred from the claim text.