TY - JOUR T1 - Structure-activity relationship of aldose reductase inhibitors based on X-ray crystal structures of oxazolecarbamate derivatives. JF - Molecular Pharmacology JO - Mol Pharmacol SP - 377 LP - 387 VL - 34 IS - 3 AU - T Ishida AU - Y In AU - H Ohishi AU - D Yamamoto AU - M Inoue AU - C Tanaka AU - Y Ueno AU - Y Ohmomo AU - N Kanda AU - A Tanaka Y1 - 1988/09/01 UR - http://molpharm.aspetjournals.org/content/34/3/377.abstract N2 - In order to elucidate the key atoms and/or stereostructures necessary for the inhibitory emergence of aldose reductase, crystal structure determinations were carried out for 11 oxazolecarbamate analogues, which have similar chemical and physicochemical properties but different inhibitory activities. The molecular conformations, revealed by X-ray analyses, were also ascertained to be energetically stable from theoretical conformational energy calculations. A surprising degree of conformational similarity was observed for the potent inhibitors. The analyses of the quantitative structure--activity relationships showed that the molecular conformation and the dipole moment, as well as the hydrophobicity at the oxazole C5-site, were important for high activity. ER -