A TLC Study of the lipophilicity of thirty-two acetylcholinesterase inhibitors — 1,2,3,4-tetrahydroacridine and 2,3-dihydro-1H-cyclopenta[b]quinoline derivatives

Paweł Szymański 1 , Robert Skibiński 2 , Małgorzata Liszka 2 , Izabela Jargieło 2 , Elżbieta Mikiciuk-Olasik 1  und Łukasz Komsta 2
  • 1 Department of Pharmaceutical Chemistry and Drug Analyses, Medical University, 90-151, Łódź, Poland
  • 2 Department of Medicinal Chemistry, Faculty of Pharmacy, Medical University of Lublin, 20-090, Lublin, Poland

Abstract

The lipophilicity of thirty-two novel acetylcholinesterase (AChE) inhibitors — 1,2,3,4-tetrahydroacridine and 2,3-dihydro-1H-cyclopenta[b]quinoline derivatives was studied by thin layer chromatography. The analyzed compounds were chromatographed on RP-18, RP-8, RP-2, CN and NH2 stationary phases with dioxane — citric buffer pH 3.0 binary mobile phases containing different proportions of dioxane. RM values for pure water were extrapolated from the linear Soczewiński-Wachtmeister equation and six compounds with known literature log P values were used as reference calibration data set for computation of experimental log P values. The obtained results were compared with computationally calculated partition coefficients values (AlogPs, AClogP, AlogP, MlogP, KOWWIN, XlogP2, XlogP3) by PCA and significant differences between them were observed.

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