title: Synthesis and growth inhibition activity of fluorinated derivatives of tamoxifen.
abstract: The design and synthesis of 11 fluorinated derivatives of tamoxifen are described. Growth inhibition values (GI50) on human HT-29, M21, MCF7, and MDA-MB-231 tumor cells are also reported. In general, the GI50 values are similar or slightly higher than tamoxifen with the most active compound on MCF7 cell line having a GI50=3.6μM. Surprisingly, as opposed to tamoxifen, both geometrical isomers behave similarly. We hypothesize that this behavior is due to in vitro isomerization of the compounds.
authors: Canada Research Chair in Organic and Medicinal Chemistry, PROTEO, Département de Chimie, Université Laval, Québec, QC, Canada G1V 0A6.
authors: Bianca
authors: B
authors: Malo-Forest
authors: Grégory
authors: G
authors: Landelle
authors: Jessye-Ann
authors: JA
authors: Roy
authors: Jacques
authors: J
authors: Lacroix
authors: René C
authors: RC
authors: Gaudreault
authors: Jean-François
authors: JF
authors: Paquin
mesh_terms: D000475:Alkenes / Q000737:chemistry; D018931:Antineoplastic Agents, Hormonal / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D019073:HT29 Cells; D054879:Halogenation; D006801:Humans; D061986:MCF-7 Cells; D013237:Stereoisomerism; D013629:Tamoxifen / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000633:toxicity
chemical_list: D000475:Alkenes; D018931:Antineoplastic Agents, Hormonal; D013629:Tamoxifen