Abstract
A short and efficient synthesis of novel benzo[c]quinolizin-3-one derivatives is described. The synthesis is based on the tandem Mannich-Michael cyclization between 2-silyloxy-1,3-butadienes and a N-t-Boc iminium ion. The prepared derivatives are selective inhibitors of human steroid 5 alpha-reductase isoenzyme 1, thus having potential application as drugs for treatment of male pattern baldness and other DHT-dependent skin disorders.
Publication types
-
Research Support, Non-U.S. Gov't
MeSH terms
-
5-alpha Reductase Inhibitors*
-
Alopecia / drug therapy
-
Enzyme Inhibitors / chemical synthesis*
-
Enzyme Inhibitors / pharmacology
-
Humans
-
Inhibitory Concentration 50
-
Isoenzymes / antagonists & inhibitors
-
Male
-
Prostate / drug effects
-
Prostate / enzymology
-
Quinolizines / chemical synthesis*
-
Quinolizines / pharmacology
Substances
-
5-alpha Reductase Inhibitors
-
Enzyme Inhibitors
-
Isoenzymes
-
Quinolizines