title: Synthesis and biological evaluation of nandrolone-bodipy conjugates.
abstract: Here, we report synthesis and biological evaluation of fluorescent nandrolone-3-carboxymethyloxime derivatives conjugated with green-emitting bodipy dye via PEG linkers. All the newly-synthesized compounds were evaluated for their effect on cell proliferation in vitro in MCF-7, LNCaP, PC-3 and HEK 293T model cell lines using WST-1 assay. By means of live-cell fluorescence microscopy, the intracellular localization of nandrolone-bodipy conjugates was revealed in endoplasmic reticulum. Moreover, we performed competitive localization study with nonfluorescent nandrolone, metandrolone, boldenone, trenbolone, and testosterone.
authors.affiliation: Department of Chemistry of Natural Compounds, Institute of Chemical Technology in Prague, 166 28 Prague, Czech Republic.
authors.forename: Michal
authors.initials: M
authors.lastname: Jurášek
authors.affiliation: Department of Biochemistry and Microbiology, Institute of Chemical Technology in Prague, 166 28 Prague, Czech Republic.
authors.forename: Silvie
authors.initials: S
authors.lastname: Rimpelová
authors.affiliation: Department of Biochemistry and Microbiology, Institute of Chemical Technology in Prague, 166 28 Prague, Czech Republic.
authors.forename: Vladimíra
authors.initials: V
authors.lastname: Pavlíčková
authors.affiliation: Department of Biochemistry and Microbiology, Institute of Chemical Technology in Prague, 166 28 Prague, Czech Republic.
authors.forename: Tomáš
authors.initials: T
authors.lastname: Ruml
authors.affiliation: Department of Chemistry of Natural Compounds, Institute of Chemical Technology in Prague, 166 28 Prague, Czech Republic.
authors.forename: Oldřich
authors.initials: O
authors.lastname: Lapčík
authors.affiliation: Department of Chemistry of Natural Compounds, Institute of Chemical Technology in Prague, 166 28 Prague, Czech Republic. Electronic address: Pavel.Drasar@vscht.cz.
authors.forename: Pavel B
authors.initials: PB
authors.lastname: Drašar
mesh_terms: D001896:Boron Compounds / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry; D057809:HEK293 Cells; D006367:HeLa Cells; D006801:Humans; D061986:MCF-7 Cells; D008856:Microscopy, Fluorescence; D008968:Molecular Conformation; D009277:Nandrolone / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: C095489:4,4-difluoro-4-bora-3a,4a-diaza-s-indacene; D001896:Boron Compounds; D005456:Fluorescent Dyes; D009277:Nandrolone
keywords: Androgens; Cytotoxicity; Fluorescent conjugates; Nandrolone