Synthesis and biological evaluation of nandrolone-bodipy conjugates

Steroids. 2015 May:97:62-6. doi: 10.1016/j.steroids.2014.10.002. Epub 2014 Nov 1.

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.

Keywords: Androgens; Cytotoxicity; Fluorescent conjugates; Nandrolone.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Boron Compounds / chemistry
  • Boron Compounds / pharmacology*
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Dose-Response Relationship, Drug
  • Fluorescent Dyes / chemical synthesis
  • Fluorescent Dyes / chemistry
  • HEK293 Cells
  • HeLa Cells
  • Humans
  • MCF-7 Cells
  • Microscopy, Fluorescence
  • Molecular Conformation
  • Nandrolone / chemistry
  • Nandrolone / pharmacology*
  • Structure-Activity Relationship

Substances

  • 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene
  • Boron Compounds
  • Fluorescent Dyes
  • Nandrolone