Abstract
Selective estrogen receptor modulators are an emerging class of pharmaceutically important molecules. Many compounds in this class contain an aminoethoxyaryl moiety attached to a polycyclic framework at an asymmetric carbon atom. To assess whether this carbon atom can be replaced by nitrogen, we have employed a Ninomiya enamide photocyclization for the rapid synthesis of a novel N-arylbenzophenanthridine framework, 4. Further elaboration of 4 into a new structural class of achiral, nonsteroidal estrogen receptor modulators is described.
MeSH terms
-
Animals
-
Antineoplastic Agents / chemical synthesis
-
Antineoplastic Agents / chemistry
-
Binding, Competitive
-
Cyclization
-
Estrogen Antagonists / chemical synthesis
-
Estrogen Antagonists / chemistry
-
Estrogen Antagonists / pharmacology
-
Humans
-
In Vitro Techniques
-
Phenanthridines / chemical synthesis*
-
Phenanthridines / chemistry
-
Phenanthridines / pharmacology
-
Photochemistry
-
Radioligand Assay
-
Rats
-
Receptors, Estrogen / drug effects*
-
Receptors, Estrogen / metabolism
-
Tumor Cells, Cultured
Substances
-
Antineoplastic Agents
-
Estrogen Antagonists
-
Phenanthridines
-
Receptors, Estrogen