Structural and physicochemical characterization of sulfonylhydrazone derivatives designed as hypoglycemic agents

Abstract

In this work, we present the physicochemical characterization and structural determination of two sulfonylhydrazone derivatives: LASSBio-1773 and LASSBio-1774. The former compound has displayed hypoglycemic activity and has reduced the thermal hyperalgesia and mechanical allodynia in a murine model of diabetic neuropathic pain induced by streptozotocin. In order to stablish the differences in the three-dimensional characteristics of these original bioactive compounds, we determined their crystal structures – by using X-ray powder diffraction data and a simulated annealing procedure – and studied their thermal stability. Furthermore, we performed crystal morphology prediction and compared it with SEM photomicrographs: the evidenced good agreement allowed us to suggest alternative crystallization routes – to overcome the low-solubility of LASSBio-1773 and LASSBio-1774 – as evidenced by IDR tests.