Fluorine-18 Labeled Fluorofuranylnorprogesterone ([ 18 F]FFNP) and Dihydrotestosterone ([ 18 F]FDHT) Prepared by “Fluorination on Sep-Pak” Method

To further explore the scope of our recently developed “fluorination on Sep-Pak” method, we prepared two well-known positron emission tomography (PET) tracers 21-[¹⁸F]fluoro-16α,17α-[(R)-(1′-α-furylmethylidene)dioxy]-19-norpregn-4-ene-3,20-dione furanyl norprogesterone ([¹⁸F]FFNP) and 16β-[¹⁸F]fluoro-5α-dihydrotestosterone ([¹⁸F]FDHT). Following the “fluorination on Sep-Pak” method, over 70% elution efficiency was observed with 3 mg of triflate precursor of [¹⁸F]FFNP. The overall yield of [¹⁸F]FFNP was 64−72% (decay corrected) in 40 min synthesis time with a molar activity of 37−81 GBq/µmol (1000−2200 Ci/mmol). Slightly lower elution efficiency (~55%) was observed with the triflate precursor of [¹⁸F]FDHT. Fluorine-18 labeling, reduction, and deprotection to prepare [¹⁸F]FDHT were performed on Sep-Pak cartridges (PS-HCO₃ and Sep-Pak plus C-18). The overall yield of [¹⁸F]FDHT was 25−32% (decay corrected) in 70 min. The molar activity determined by using mass spectrometry was 63−148 GBq/µmol (1700−4000 Ci/mmol). Applying this quantitative measure of molar activity to in vitro assays [¹⁸F]FDHT exhibited high-affinity binding to androgen receptors (K_d~2.5 nM) providing biological validation of this method.

Abstract licence: CC BY

A person counts once a day per paper. We keep no cookie and no address: a reader is a hash that changes every day. Any month under five reads shows no number.