Crystal structure, receptor binding, and gene regulation of 2- and 4-nitroestradiols

摘要: Abstract Crystal structures of 2-nitroestradiol and 4-nitroestradiol showed two different molecular conformations for each compound. The crystal structure 4-nitroestradiol, as well that 4-nitroestrone-3-methyl ether, displayed a nitro group in which the oxygens were perpendicular to aromatic ring thus nonconjugating. On other hand, nitro-oxygens periplanar, with permitting conjugation. This latter bound estrogen receptor 1/1000th affinity estradiol was inefficient gene stimulation. 4-Nitroestradiol possessed relative binding 40-fold greater than 2-nitro derivative actively induced responsive genes at concentration 10−8 M. Whereas can be explained primarily by polar groups skeletal structure, induction may linked electronic A causes requisite electronegative isopotential around molecule. characteristic also produces conformational changes alicyclic backbone estrogen, specially B, could interfere fit nitroestradiols receptor.