scholarly journals STUDYING OF THE LIPOPHILICITY AND TOXICITY OF DIPHENYLACETAMIDE DERIVATIVES

2018 ◽  
Vol 9 (1) ◽  
Author(s):  
Suzana Apostolov ◽  
Đenđi Vaštag ◽  
Borko Matijević ◽  
Gorana Mrđan

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.

2012 ◽  
Vol 66 (3) ◽  
pp. 365-372 ◽  
Author(s):  
Dragana Livaja-Popovic ◽  
Eva Loncar ◽  
Lidija Jevric ◽  
Radomir Malbasa

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.


2006 ◽  
Vol 71 (6) ◽  
pp. 621-628 ◽  
Author(s):  
Jadranka Odovic ◽  
Biljana Stojimirovic ◽  
Mirjana Aleksic ◽  
Dusanka Milojkovic-Opsenica ◽  
Zivoslav Tesic

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.


2018 ◽  
Vol 9 (2) ◽  
Author(s):  
Đeni Vaštag ◽  
Suzana Apostolov ◽  
Borko Matijević ◽  
Gorana Mrđan

Thanks to the wide range of applications, azo dyes have a special place among synthetic dyes. Also, the application of azo dyes is conditioned by their impact on humans and the environment. Lipophilicity as one of the most important molecular descriptors indicating the potential biological activity of the compound is determined experimentally for selected derivatives of azo dyes using reversed phase thin-layer chromatography (RP TLC18 F254s) in the mixtures of water and two organic modifiers. By using the relevant software packages for the studied azo dyes, the values of partition coefficient (log P) were calculated as standard measure of lipophilicity, important pharamacokinetic predictors and the values of the effective concetration (EC50) as the criteria of acute toxicity for different test organisms. The relationships between chromatographic parameters (RM 0 and m) and calculated biological activity parameters were studied by linear regression analysis.


2003 ◽  
Vol 16 (4) ◽  
pp. 276-279 ◽  
Author(s):  
Dušanka Milojković-Opsenica ◽  
Kristina Lazarević ◽  
Vojkan Ivačković ◽  
Živoslav Tešić

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