Tetrahydroisoquinolines as subtype selective estrogen agonists/antagonists

• Published in: Bioorganic & medicinal chemistry letters Vol. 14; no. 11; pp. 2729 - 2733
• Main Authors: Chesworth, Richard, Zawistoski, Michael P., Lefker, Bruce A., Cameron, Kimberly O., Day, Robert F., Mangano, F.Michael, Rosati, Robert L., Colella, Stacy, Petersen, Donna N., Brault, Amy, Lu, Bihong, Pan, Lydia C., Perry, Pia, Ng, Oicheng, Castleberry, Tessa A., Owen, Thomas A., Brown, Thomas A., Thompson, David D., DaSilva-Jardine, Paul
• Format: Journal Article
• Language: English
• Published: Oxford Elsevier Ltd 07.06.2004; Elsevier
• Subjects: Biological and medical sciences; Cell Line, Tumor; Cell Proliferation - drug effects; ER α; ER β; Estrogen Receptor alpha - chemistry; Estrogen Receptor beta - chemistry; Female; Hormones. Endocrine system; Humans; Inhibitory Concentration 50; Ligands; Medical sciences; Pharmacology. Drug treatments; Protein Binding; Selective Estrogen Receptor Modulators - chemical synthesis; Selective Estrogen Receptor Modulators - pharmacology; Structure-Activity Relationship; Tetrahydroisoquinolines; Tetrahydroisoquinolines - chemical synthesis; Tetrahydroisoquinolines - pharmacology; Tetrahydroisoquinolines; ER α; ER β; Human; Cell proliferation; Estrogen receptor; Isoquinoline derivatives; Sulfonamide; Aminoether; Selectivity; In vitro; Pyrrolidine derivatives; Cell line; Structure activity relation; Phenols; Mammary gland; Chemical synthesis; Hormonal receptor
• ISSN: 0960-894X; 1464-3405
• DOI: 10.1016/j.bmcl.2004.03.077

Two series of 6-hydroxy and 7-hydroxy tetrahydroisoquinolines were prepared. Evaluating a range of C-1, C-4, and N-substituents led to the discovery of ER α and ER β selective analogs. Two series of 6-hydroxy and 7-hydroxy tetrahydroisoquinolines were prepared. Evaluating a range of C-1, C-4, and N-substituents led to the discovery of ER α and ER β selective analogs.