192820-71-6Relevant articles and documents
Prodrugs for targeting hypoxic tissues: Regiospecific elimination of aspirin from reduced indolequinones
Jaffar,Everett,Naylor,Moore,Ulhaq,Patel,Stratford,Nolan,Wardman,Stratford
, p. 113 - 118 (1999)
A series of regioisomeric derivatives of a 1-methylindole-4,7-dione were synthesised, substituted with a 2-acetoxybenzoate leaving group linked through the (indol-2-yl)methyl or (indol-3yl)methyl (or propenyl) positions. Reductive elimination of the leaving group occurred from the (indol- 3yl)methyl derivatives but not the 2-substituted regioisomers, indicating that only the C-3 position may be utilised in bioreductively-activated drag delivery, which was demonstrated with an aspirin prodrug.