Synthesis of amino-estradiol derivative: Relationship with the physicochemical descriptors log P, π, R_m, V_m, P _c and S_t

In this investigation our initial design included the synthesis of an estradiol derivative (4) and its relationship with several physicochemical parameters. ¹H NMR spectrum of 4 showed signals at 0.80 corresponding to methyl present in the steroid nucleus. Additionally, other signals at 2.56-2.58 ppm for methylenes involved in arm bound to D ring; at 2.60-3.64 ppm for methylenes present in the arm bound to A ring of 4 were found. Finally, a signal at 4.22 ppm for both hydroxyl and amino groups was found. Other results showed an increase in the values of log P, π, P_c and S_t in 3 with respect to 4 and 2. These data suggest that physicochemical parameters can affect the degree of lipophilicity of 3 and 4.