Reversed-phase liquid chromatography with octadecylsilyl, immobilized artificial membrane and cholesterol columns in correlation studies with in silico biological descriptors of newly synthesized antiproliferative and analgesic active compounds

Voltammetry as the First Method for Direct Determination of a Novel Antagonist of A2A Adenosine Receptors

“…The structural characterization of IMT ( 1 H NMR, 13 C NMR and EI‐MS data), pharmacological activities (anti‐fibrosis, anti‐cirrhosis, anti‐inflammatory, analgesic and antioxidant activities), low or no toxicity in vitro and in vivo, selectivity, antagonism towards A 2A adenosine receptors in ethanol‐activated liver stellate cells, mechanism of antioxidant action, high thermal stability, and lipophilicity within the range providing inter alia efficient intestinal and blood‐brain barrier permeabilities have been reported in details 300.3 MHz 1 H NMR, 75.5 MHz 13 C NMR and distortionless enhancement by polarization transfer spectra (DEPT‐45, DEPT‐90, DEPT‐135) of IMT are attached in Supplementary material (Figures S1–5). However, no method for quantitative determination of IMT is described in the literature.…”

“…The mechanism of its antioxidant action was recently clarified . In addition, a satisfactory in vivo profile of this thermally stable molecule should be expected because its important pharmacokinetic properties are closely correlated with lipophilicity indices . Considering the confirmed anti‐fibrotic, anti‐inflammatory, antinociceptive and antioxidant activities, mechanism of action, low in vivo and in vitro toxicity and a high thermal stability even at elevated temperatures, IMT is a very promising molecular pharmaceutic with a well‐documented pharmacological profile for medical use.…”

Thermal behaviour of antiproliferative active 3-(2-furanyl)-8-aryl-7,8-dihydroimidazo[2,1-c][1,2,4]triazin-4(6H)-ones

“…2] pattern for annulation by condensing the starting 1-arylimidazolidin-2-one hydrazones with 2-oxo-2-furanacetic acid in the boiling n-butanol/DMF mixture, as previously patented and published [4][5][6]. Full structural characterization of the target compounds (IR, 1 H NMR and 13 C NMR spectral data, elemental analyses), their biological activities, lipophilic behaviour and retention-related hydrophobicity parameters, proved remarkable correlations between the chromatographic partitioning parameters of the newly synthesized compounds and their molecular descriptors and drug-likeness properties determined in silico were previously established and described [4][5][6][7].…”

“…Furthermore, previously it was reported that for all these bioactive substances reversed parabolic correlations with remarkable statistical quality were found between their chromatographic partitioning parameters determined on the cholesterol column and pharmacokinetic bioactivity descriptors calculated in silico (that is, their dermal absorption potential, intestinal permeability, binding with human serum albumin, penetration of the blood-brain barrier) [7]. First and foremost, the structure depicted as 6 has shown an important level of selective cytotoxicity for human cervical epithelial carcinoma cells over normal HSF cells in the same effective concentration [6].…”

Retention-property relationships of 1,2,4-triazoles by micellar and reversed-phase liquid chromatography

“…So far, this stationary phase, although it has been very well examined and described in the literature , has not used in systematic investigations of lipophilicity. In our earlier article , a stationary phase with immobilized cholesterol was used to study the lipophilic properties of newly synthesized antiproliferative and analgesic‐active compounds and to predict the biological parameters that were relevant to their pharmacokinetics. The results showed that LC with cholesterol columns could be used successfully to model intestinal permeability and the transepithelial transport of compounds in humans.…”