Prodrugs for targeting hypoxic tissues: regiospecific elimination of aspirin from reduced indolequinones.
Bioorg Med Chem Lett
; 9(1): 113-8, 1999 Jan 04.
Article
in En
| MEDLINE
| ID: mdl-9990467
ABSTRACT
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-3-yl)methyl (or propenyl) positions. Reductive elimination of the leaving group occurred from the (indol-3-yl)methyl derivatives but not the 2-substituted regioisomers, indicating that only the C-3 position may be utilised in bioreductively-activated drug delivery, which was demonstrated with an aspirin prodrug.
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Collection:
01-internacional
Database:
MEDLINE
Main subject:
Quinones
/
Prodrugs
/
Aspirin
/
Indoles
Limits:
Animals
/
Humans
Language:
En
Journal:
Bioorg Med Chem Lett
Journal subject:
BIOQUIMICA
/
QUIMICA
Year:
1999
Document type:
Article
Affiliation country: