Synthesis and theoretical QSAR study of a naphthalene–androsterone derivative

A new naphthalene–androsterone derivative was synthesized by the reaction of naphthalenyl succinate with an androsterone–succinate–ethylenediamine conjugate in the presence of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide. In order to delineate the structural chemical requirements of naphthalene–androsterone some physicochemical descriptors were evaluated. The results showed an increase in the values of these for the naphthalene–androsterone derivative in comparison with naphthalenyl succinate and androsterone–succinate–ethylenediamine. These data suggest a relationship between the evaluated physicochemical parameters and the degree of lipophilicity of the naphthalene–androsterone derivative. Graphical abstract