Regioselective O-alkylation of cortienic acid and synthesis of a new class of glucocorticoids containing a 17 alpha-alkoxy, a 17 alpha-(1'-alkoxyethyloxy), a 17 alpha-alkoxymethyloxy, or a 17 alpha-methylthiomethyloxy function.
The synthesis of a new class of glucocorticoids, to be evaluated as anti-inflammatory agents with expected low systemic toxicity, is described. The new steroids possess a 17 beta-chloromethyl carboxylate function and a 17 alpha-alkoxy, a 17 alpha-(1'-alkoxyethyloxy), a 17 alpha-alkoxymethyloxy, or a 17 alpha-methylthiomethyloxy function. A 17 alpha-alkoxy function is a new feature in cortisol analogs.
Druzgala
P
P
Center for Drug Discovery, University of Florida, Gainesville 32610.
Bodor
N
N
D000478:Alkylation; D000734:Androstenediols / Q000737:chemistry*; D000893:Anti-Inflammatory Agents; D005938:Glucocorticoids / Q000138:chemical synthesis*; D009682:Magnetic Resonance Spectroscopy
D000734:Androstenediols; D000893:Anti-Inflammatory Agents; D005938:Glucocorticoids; C026548:cortienic acid