Synthesis and evaluation of novel 4-amino-4,6-androstadiene-3,17-dione: an analog of formestane.
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).
Sharma
Sanjay K
SK
Department of Oncology, University of Alberta, 11560 University Avenue, Edmonton, Alberta, Canada T6G 1Z2. sanjaysh@cancerboard.ab.ca
Zheng
Weizhong
W
Joshua
Alummoottil V
AV
Abrams
Douglas N
DN
McEwan
Alexander J B
AJ
D000730:Androstadienes / Q000737:chemistry*; D000735:Androstenedione / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001141:Aromatase / Q000378:metabolism; D001943:Breast Neoplasms / Q000188:drug therapy*; D045744:Cell Line, Tumor; D002626:Chemistry, Pharmaceutical / Q000379:methods*; D015195:Drug Design; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D008956:Models, Chemical
D000730:Androstadienes; D000970:Antineoplastic Agents; D000735:Androstenedione; C038796:4,6-androstadiene-3,17-dione; D001141:Aromatase; C014594:formestane