Synthesis, characterization and in vitro pharmacology of novel pregabalin derivatives

A series of novel pregabalin derivatives were synthesized starting from N-protected pregabalin, different amino sugars, adamantylamine, serotonin and tryptamine. New compounds were spectroscopically characterized and in vitro tested on gabapentin receptor binding assay. The serotonin-pregabalin adduct showed significant binding effect and its IC50 value was determined.

Graphical abstractA series of novel pregabalin derivatives were synthesized starting from N-protected pregabalin, different amino sugars, adamantylamine, serotonin and tryptamine. Gabapentin receptor binding assay study showed the one among them, the serotonin-pregabalin adduct 17, possesses a promising activity (Ki = 11 μM).Figure optionsDownload full-size imageDownload as PowerPoint slide