Use of selected structural descriptors for evaluation of the lipophilicity of bile acids investigated by RP HPTLC
Alina Pyka, Małgorzata Dołowy, Danuta Gurak · Journal of Planar Chromatography – Modern TLC · 2005
The bile acids cholic acid (C), glycocholic acid (GC), glycodeoxycholic acid (GDC), chenodeoxycholic acid (CDC), deoxycholic acid (DC), lithocholic acid (LC), and glycolithocholic acid (GLC) have been studied. Topological indices based on the adjacency matrix ( Gutman ( Mv ), Randić ( 0χv , 1χv , and 2χv ), and Pyka ( χ012 )) and on the distance matrix ( Wiener ( W ) and Pyka ( A , 0B , 1B , and C )), and electrotopological states (SdO (acid) , SsOH (acid) , and SsOH (aliph) ) were calculated. It was found that lipophilicity determined chromatographically ( RMW and ϕ0 ), theoretical values ( A log Ps , IA log P , C log P , log PKOWIN , x log P , and log PRekker ), and experimental values determined by the classical method (log Pexp ) correlated best with topological indices Mv and C .