Tetracyclic analogues of camptothecins, their preparation processes, their use as medicaments and the pharmaceutical compositions containing them
AssigneeSociete de Conseils de Recherches et d'Applications Scientifiques (S.C.R.A.S.)
InventorsDennis Bigg, Olivier Lavergne, Alain Rolland, Christophe Lanco, Gerard Ulibarri
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Abstract
The invention relates to new tetracyclic analogues of camptothecin, their preparation processes, their use as medicaments and the pharmaceutical compositions containing them. Said analogues, which include in particular 3-hydroxy-3-(4-oxo-4,6-dihydroindolizino[1,2-b]quinoline-2-yl)pentanoic acid, have a powerful biological activity inhibiting topoisomerase I and/or topoisomerase II.
Claims5
A compound of the formula
- wherein R1 is selected from the group consisting of alkyl of 1 to 6 carbon atoms, alkenyl of 2 to 6 carbon atoms, alkynyl of 2 to 6 carbon atoms, haloalkyl of 1 to 6 carbon atoms, alkoxy alkyl of 1 to 6 alkoxy carbon atoms and 1 to 6 alkyl carbon atoms and alkylthioalkyl of 1 to 6 carbon atoms for each alkyl and Z1 is alkyl of 1 to 6 carbon atoms.
A process for the preparation of a compound of claim 1 comprising reacting a 2-alkoxypyridine of the formula
- wherein R1 and Z1 are defined as in claim 24 and Z2 and Z3 are independently alkyl of 1 to 6 carbon atoms or together form a saturated hydrocarbon of 2 to 4 carbon atoms is deprotected to form a compound of the formula
- and reacting the said compound with a alkylation agent to form the compound of claim 1.
A compound of the formula
- wherein R1 is selected from the group consisting of alkyl of 1 to 6 carbon atoms, alkenyl of 2 to 6 carbon atoms, alkynyl of2 to 6 carbon atoms, haloalkyl of 1 to 6 carbon atoms, alkoxy alkyl of 1 to 6 alkoxy carbon atoms and 1 to 6 alkyl carbon atoms and alkylthioalkyl of 1 to 6 carbon atoms for each alkyl and Z1 is alkyl of 1 to 6 carbon atoms and Z2 and Z3 are independently alkyl of 1 to 6 carbon atoms or taken together form a saturated hydrocarbon of 2 to 4 carbon atoms.
A compound of the formula
- wherein R1 is selected from the group consisting of alkenyl of 2 to 6 carbon atoms, alkynyl of 2 to 6 carbon atoms, haloalkyl of 1 to 6 carbon atoms, alkoxy alkyl of 1 to 6 carbon atoms and 1 to 6 alkyl carbon atoms and alkylthioalkyl of 1 to 6 carbon atoms for each alkyl.
Dependencies are inferred from the claim text.