Synthesis of novel nitro-substituted triaryl pyrazole derivatives as potential estrogen receptor ligands.
Novel tetrasubstituted pyrazole derivatives bearing a nitro substituent on their A-phenol ring were synthesized and their binding affinity towards the estrogen receptor (ER) subtypes ERalpha and ERbeta was determined. Among compounds tested, the 2-nitrophenol derivative 5c was found to bind satisfactorily to both estrogen receptor subtypes (RBAalpha=5.17 and RBAbeta=3.27). In general, the introduction of a nitro group into the A ring of these compounds was found to benefit their ERbeta binding abilities.
Naoum
Fotini
F
Chemistry Laboratory, Agricultural University of Athens, Iera odos 75, Athens 11855, Greece.
Kasiotis
Konstantinos M
KM
Magiatis
Prokopios
P
Haroutounian
Serkos A
SA
D047628:Estrogen Receptor alpha / Q000378:metabolism*; D047629:Estrogen Receptor beta / Q000378:metabolism*; D006801:Humans; D008024:Ligands; D009574:Nitro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D011720:Pyrazoles / Q000138:chemical synthesis* / Q000737:chemistry
D047628:Estrogen Receptor alpha; D047629:Estrogen Receptor beta; D008024:Ligands; D009574:Nitro Compounds; D011720:Pyrazoles; C031280:pyrazole