STRUCTURE-ACTIVITY ANALYSIS OF FLUORINATED 1-N-ARYLAMINO-1-ARYLMETHANE-PHOSPHONIC ACID-ESTERS AS INHIBITORS OF THE NADH-UBIQUINONE OXIDOREDUCTASE (COMPLEX-I)

The structural and electronic properties of fluorinated 1-N-arylamino- 1-arylmethanephosphonic acid esters were studied and related to the in hibitory effects on NADH:ubiquinone oxidoreductase (complex I). Electr ostatic potential surfaces, dipole moments and molecular geometries we re analysed. Based on the conformational analysis and the electronic p arameters, a simple model for the active site of the fluorinated 1-N-a rylamino-1-arylmethanephosphonic acid esters was developed, explaining the inhibitory power. The strongest inhibition effects were found for the uoromethoxyphenyl)-amino-1-phenylmethanephosphonic acid diethyl e ster 1bab.