title: Effect of fluorination on the pharmacological profile of 11beta isomers of fulvestrant in breast carcinoma cells.
abstract: We describe the synthesis of an 11beta isomer 3 of the steroidal antiestrogen fulvestrant 2. Partial fluorination of the 11beta side chain in 3 leads to 4, which still shows strong antiproliferative activity on MCF-7 cells. However, unlike 2 and 3, compound 4 fails to down-regulate estrogen receptor alpha (ERalpha). This result suggests that ERalpha down-regulation is not a sine qua non condition for the antitumor activity of steroidal antiestrogens.
authors.affiliation: Institut Lavoisier de Versailles, UMR CNRS 8180, Université de Versailles St. Quentin en Yvelines, 78035 Versailles Cedex, France.
authors.forename: Vangelis
authors.initials: V
authors.lastname: Agouridas
authors.forename: Emmanuel
authors.initials: E
authors.lastname: Magnier
authors.forename: Jean-Claude
authors.initials: JC
authors.lastname: Blazejewski
authors.forename: Ioanna
authors.initials: I
authors.lastname: Laïos
authors.forename: Anny
authors.initials: A
authors.lastname: Cleeren
authors.forename: Denis
authors.initials: D
authors.lastname: Nonclercq
authors.forename: Guy
authors.initials: G
authors.lastname: Laurent
authors.forename: Guy
authors.initials: G
authors.lastname: Leclercq
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000494:pharmacology*; D001943:Breast Neoplasms; D045744:Cell Line, Tumor; D015536:Down-Regulation; D004958:Estradiol / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D020847:Estrogen Receptor Modulators / Q000138:chemical synthesis / Q000494:pharmacology*; D047628:Estrogen Receptor alpha / Q000187:drug effects; D000077267:Fulvestrant; D006801:Humans
chemical_list: D000970:Antineoplastic Agents; D020847:Estrogen Receptor Modulators; D047628:Estrogen Receptor alpha; D000077267:Fulvestrant; D004958:Estradiol