Reversed-phase thin-layer chromatography of some angiotensin converting enzyme (ACE) inhibitors and their active metabolites

The chromatographic behaviour of some ACE inhibitors and their active metabolites was examined under conditions of reversed-phase thin-layer chromatography on RP-18 silica using water-methanol, water-ethanol and water-acetone as binary solvent systems. The relationship between the R M values and the concentration of organic modifier in the mobile phases was linear. It was found that an increase in the content of the organicmodifier in the employed solvent systems led to a decrease of the R M values, i.e., of the retention. Also, the more hydrophobic compounds had a longer retention. Based on regression analysis of the plots, the lipophilicity parameters R M 0 and c 0 were calculated. The chromatographically obtained lipophilicity parameters were correlated with the calculated log P values.

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DETERMINATION OF THE LIPOPHILICITY PARAMETERS LOG P CALCD, RM0 AND LOG P TLC OF NEW ANTICANCER ACYLAMINOALKYL- AND SULFONYLAMINOALKYLAZAPHENOTHIAZINES BY COMPUTATIONAL METHODS AND REVERSED-PHASE THIN-LAYER CHROMATOGRAPHY

Journal of Liquid Chromatography &amp Related Technologies ◽

10.1080/10826076.2011.551609 ◽

2011 ◽

Vol 34 (5) ◽

pp. 375-387 ◽

Cited By ~ 10

Author(s):

Beata Morak-Młodawska ◽

Małgorzata Jeleń ◽

Krystian Pluta

Keyword(s):

Thin Layer ◽

Thin Layer Chromatography ◽

Computational Methods ◽

Reversed Phase ◽

Log P ◽

Layer Chromatography ◽

Lipophilicity Parameters

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Normal-phase thin-layer chromatography of some angiotensin converting enzyme (ACE) inhibitors and their metabolites

Journal of the Serbian Chemical Society ◽

10.2298/jsc0906677o ◽

2009 ◽

Vol 74 (6) ◽

pp. 677-688 ◽

Cited By ~ 12

Author(s):

Jadranka Odovic ◽

Mirjana Aleksic ◽

Biljana Stojimirovic ◽

Dusanka Milojkovic-Opsenica ◽

Zivoslav Tesic

Keyword(s):

Angiotensin Converting Enzyme ◽

Thin Layer ◽

Thin Layer Chromatography ◽

Ace Inhibitors ◽

Reversed Phase ◽

Normal Phase ◽

Converting Enzyme ◽

Reversed Phase Chromatography ◽

Aqueous Solvent ◽

Layer Chromatography

The separation and chromatographic behaviour of five ACE (angiotensin converting enzyme) inhibitors and their four active metabolites were investigated by normal-phase thin-layer chromatography on silica using several mono- and binary non-aqueous solvent systems. The linear relationship between the RM values and the composition of employed mobile phase was obtained. The hydrophobicity parameters 0M R and C0 were determined from the regression data of the plots, analogous to reversed-phase chromatography. The chromatographically obtained hydrophobicity parameters were correlated with the calculated log P values. The current results were correlated with the lipophilicity of the studied ACE inhibitors and their metabolites, previously estimated by reversed-phase chromatography.

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Reversed-phase thin-layer chromatography behavior of aldopentose derivatives

Hemijska industrija ◽

10.2298/hemind111012099l ◽

2012 ◽

Vol 66 (3) ◽

pp. 365-372 ◽

Cited By ~ 8

Author(s):

Dragana Livaja-Popovic ◽

Eva Loncar ◽

Lidija Jevric ◽

Radomir Malbasa

Keyword(s):

Thin Layer ◽

Thin Layer Chromatography ◽

Stationary Phases ◽

Reversed Phase ◽

Chromatographic Behavior ◽

Log P ◽

Retention Factors ◽

Mobile Phases ◽

Acetone Water ◽

Layer Chromatography

Quantitative structure-retention relationships (QSRR) have been used to study the chromatographic behavior of some aldopentose. The behavior of aldopentose derivatives was investigated by means of the reversed-phase thin-layer chromatography (RP TLC) on the silica gel impregnated with paraffin oil stationary phases. Binary mixtures of methanol-water, acetone-water and dioxane-water were used as mobile phases. Retention factors, RM0, corresponding to zero percent organic modifier in the aqueous mobile phase was determined. Lipophilicity C0 was calculated as the ratio of the intercept and slope values. There was satisfactory correlation between them and log P values calculated using different theoretical procedures. Some of these correlations offer very good predicting models, which are important for a better understanding of the relationships between chemical structure and retention. The study showed that the hydrophobic parameters RM0 and C0 can be used as a measures of lipophilicity of investigated compounds.

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STUDYING OF THE LIPOPHILICITY AND TOXICITY OF DIPHENYLACETAMIDE DERIVATIVES

Contemporary Materials ◽

10.7251/comen1801022a ◽

2018 ◽

Vol 9 (1) ◽

Author(s):

Suzana Apostolov ◽

Đenđi Vaštag ◽

Borko Matijević ◽

Gorana Mrđan

Keyword(s):

Thin Layer ◽

Thin Layer Chromatography ◽

Reversed Phase ◽

Biologically Active ◽

Log P ◽

Organic Modifiers ◽

Modern Approach ◽

Software Packages ◽

Test Organisms ◽

Layer Chromatography

Modern approach in the study of biologically active compounds includes the establishment of relationships between molecular structure, physicochemical properties and the behavior which studied compound can manifest in the biological medium. These examinantions are performed in the early stages of the design of future bioactive agent and require the knowledge of molecular descriptors that can point to its biological activity, including lipophilicity which occupies a key position. For the series of diphenylacetamide derivatives, lipophilicity is determined experimentally by thin-layer chromatography on reversed phase (RP TLC18 F254s), in mixtures of water and various organic modifiers and computationally, by using the relevant software packages. In order to estimate the potential acute toxicity of the tested diphenylacetamide derivatives, their effective concentrations, EC50, on the selected test organisms have been determined. Experimentally determined lipophilicity (RM 0 and m) is correlated with a standard measure of lipophilicity (log P), as well as with the selected parameters of toxicity. Thus it has been found that thin-layer chromatography on reversed phase can be used reliably for describing the lipophilicity and for the evaluation of the toxic effects of diphenylacetamide derivatives.

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Lipophilicity Assessment of Ruthenium(II)-Arene Complexes by the Means of Reversed-Phase Thin-Layer Chromatography and DFT Calculations

The Scientific World JOURNAL ◽

10.1155/2014/862796 ◽

2014 ◽

Vol 2014 ◽

pp. 1-10 ◽

Cited By ~ 4

Author(s):

Khalil Salem A. M. Shweshein ◽

Filip Andrić ◽

Aleksandra Radoičić ◽

Matija Zlatar ◽

Maja Gruden-Pavlović ◽

...

Keyword(s):

Thin Layer ◽

Thin Layer Chromatography ◽

Density Functional ◽

Reversed Phase ◽

Binary Solvent ◽

Arene Complexes ◽

Functional Theory ◽

Water Partition Coefficient ◽

Solvation Energies ◽

Layer Chromatography

The lipophilicity of ten ruthenium(II)-arene complexes was assessed by reversed-phase thin-layer chromatography (RP-TLC) on octadecyl silica stationary phase. The binary solvent systems composed of water and acetonitrile were used as mobile phase in order to determine chromatographic descriptors for lipophilicity estimation. Octanol-water partition coefficient,logKOW, of tested complexes was experimentally determined using twenty-eight standard solutes which were analyzed under the same chromatographic conditions as target substances. In addition,ab initiodensity functional theory (DFT) computational approach was employed to calculatelogKOWvalues from the differences in Gibbs’ free solvation energies of the solute transfer fromn-octanol to water. A good overall agreement between DFT calculated and experimentally determinedlogKOWvalues was established (R2= 0.8024–0.9658).

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