EP0098141A2 — Prostaglandin D analogues, process for their preparation and compositions containing them

USPTO Abstract

Prostaglandin D analogues of the formula: [wherein [A] represents a group of the formula: X represents ethylene or cis-vinylene, C 13 -C 14 -C 15 represents (i) a group of the formula: when [A] represents a group of the formula (II) or (III), or (ii) a group of the formula when [A] represents a group of the formula (IV), R represents (i) a group of the formula: (wherein R 3 and R 4 are hydrogen or alkyl of 1- 4 carbon atoms) when [A] represents a group of the formula (II), or (ii) a group of the formula: (wherein R 3 and R 4 are as hereinbefore defined and R 5 is alkyl of 1 - 4 carbon atoms) when [A] represents a group of the formula (III) or (IV), R' represents a single bond of alkytene of 1- 5 carbon atoms, R 2 represents alkyl of 1- 8 carbon atoms, cycloalkyl of 4- 7 carbon atoms either unsubstituted or substituted by alkyl of 1 - 8 carbon atoms, or phenyl or phenoxy optionally substituted by halogen, trifluoromethyl or alkyl or 1- 4 carbon atoms, the double bond between C 9 - C, o in formulae (III) and (IV) is Z, the double bond between C 13 - C 14 in formula (V) is E, and the double bonds between C 12 -C 13 and C 14 - C 15 in formula (VI) are E, Z or a mixture thereof, provided that when R' represents a single bond, R 2 does not represent a substituted or unsubstituted phenoxy group and cyclodextrin clathrates thereof possess anti-tumor activity.