Synthesis and biological behavior of a boronated analogue of the antiestrogen U 23,469-M.
A boronated analogue of the antiestrogen U 23,469-M (D. Lednicer, D. W. Emmert, S. C. Lyster, and G. W. Duncan, J. Med. Chem. 12, 881 (1969] was prepared, for possible use in neutron capture therapy of estrogen receptor-positive tumors. In this analogue, the terminal OH group was replaced by a B-decachloro-o-carboranyl residue. This compound showed a large, non-specific uptake in ZR 75-1 breast cancer-derived cells. It could partially inhibit the uptake of estradiol in these cells. Accumulation in the cells at physiologically obtainable concentrations was, however, too low to envisage a therapeutic effect following thermal neutron irradiation.
Wellmann
F
F
Universität Bremen, Bundesrepublik Deutschland.
Abraham
R
R
Müller
R
R
Gabel
D
D
D001895:Boron / Q000378:metabolism*; D001896:Boron Compounds / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology; D001943:Breast Neoplasms; D002460:Cell Line; D004054:Diethylstilbestrol / Q000494:pharmacology; D004958:Estradiol / Q000378:metabolism; D004965:Estrogen Antagonists / Q000138:chemical synthesis*; D006801:Humans; D007202:Indicators and Reagents; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D011960:Receptors, Estrogen / Q000187:drug effects / Q000378:metabolism; D013055:Spectrophotometry, Infrared; D013764:Tetrahydronaphthalenes / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology
D001896:Boron Compounds; D004965:Estrogen Antagonists; D007202:Indicators and Reagents; D011960:Receptors, Estrogen; D013764:Tetrahydronaphthalenes; D004958:Estradiol; D004054:Diethylstilbestrol; C070613:U 23469-boronated; D001895:Boron