Synthesis and evaluation of novel 4-amino-4,6-androstadiene-3,17-dione: an analog of formestane.

Abstract

Synthesis of 4-amino-4,6-androstadiene-3,17-dione 7, an analog of formestane used in breast cancer therapy as an aromatase inhibitor, from 4-acetoxy-4-androstene-3,17-dione 2 is described. This is the first report of a 4-amino diene (4,6) system in this series of molecules. The new (7) and reported molecules were screened by the National Cancer Institute (NCI, Bethesda, USA) for in vitro antitumor activity against 60 human cancer cell lines. Molecule 7 showed best activity against breast cancer cell line (MCF-7).

• Authors: Sanjay K Sharma, Weizhong Zheng, Alummoottil V Joshua, Douglas N Abrams, Alexander J B McEwan
• Journal: Bioorganic & medicinal chemistry letters (Bioorg Med Chem Lett) Vol. 18 Issue 20 Pg. 5563-6 (Oct 15 2008) ISSN: 1464-3405 [Electronic] England
• PMID: 18815032 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Androstadienes
• Antineoplastic Agents
• Androstenedione
• 4,6-androstadiene-3,17-dione
• Aromatase
• formestane

Topics

• Androstadienes (chemistry)
• Androstenedione (analogs & derivatives, chemical synthesis, chemistry, pharmacology)
• Antineoplastic Agents (chemical synthesis, pharmacology)
• Aromatase (metabolism)
• Breast Neoplasms (drug therapy)
• Cell Line, Tumor
• Chemistry, Pharmaceutical (methods)
• Drug Design
• Drug Screening Assays, Antitumor
• Humans
• Models, Chemical