Preparation and characterization of the sulphamates of estra-3,17 xi-diols. Rapid conversion of 16 alpha-fluoroestradiol into 16 alpha-fluoroestradiol-3,17 beta-disulphamate

Estradiols are able to form two monosulphamates and one disulphamate. In th e present work all the sulphamates of 17 alpha-estradiol, 17 beta-estradiol and 16 alpha-fluoroestradiol were synthesized and characterized. For chara cterization NMR spectroscopy was used first of all. Because of its high sul phatase inhibitory efficiency 16 alpha-fluoroestradiol-3,17-beta-disulphama te found a special interest among the new sulphamates. Just the binding bet ween sulphamate and sulphatase favoured 16 alpha-[F-18] fluorestradiol-3, 1 7-beta-disulphamate to a new radio-pharmaceutical which should be appropria te to image the active sites of sulphatase by positron emission tomography. The preparation of 16a-[F-18]fluoroestradiol-3,17-beta-disulphamate requir es a simple and rapid procedure. The conditions for such a procedure were a lso elaborated using non-radioactive substances.