97800-37-8Relevant articles and documents
ACIDOBASICITY, REACTIVITY, LIPOPHILICITY, AND ABILITY OF PHENYLHYDRAZONOPROPANEDINITRILES TO DISTURB THE MEMBRANE POTENTIAL
Sturdik, Ernest,Durcova, Edita,Mikes, Vladimir,Dadak, Vladimir,Balaz, Stefan,et al.
, p. 2819 - 2825 (2007/10/02)
The ability to disturb the membrane potential of rat liver mitochondria or Paracoccus denitrificans bacteria was quantitatively determined with 21 o-, m-, and p-substituted phenylhydrazonopropanedinitriles.Dependence of this ability on partition coefficients, dissociation constants and nucleophilic reactivity of these derivatives was characterized by equations employed in quantitative structure-activity relationship (QSAR); as found, decisive for investigating the disturbance effect is the lipophilicity of phenylhydrazonopropanedinitriles which determines their abilityto pass through biomembranes.Close values of optimal lipophilicities (log P = 3.98 or 3.81) of models under examination indicate the very like lipo-hydrophilic character of both membranes.Of further parameters considered, the more significant is the acidobasicity, determining the ability of these substances to transfer protons through the interface, thereby disturbing the pH-gradient as a substantial component of the membrane potential.
