Quantitative Structure-Activity Relationship Study of Some Antipsychotics by Multiple Linear Regressions
| Autor: | Danica S. Perušković, Rada Baošić, Nikola Stevanovic, Milan Nikolić, Aleksandar Lolić |
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| Jazyk: | angličtina |
| Rok vydání: | 2014 |
| Předmět: |
Quantitative structure–activity relationship
Chromatography Chemistry Quantitative Structure-Activity Relationships Thin-layer chromatography Psychiatry and Mental health chemistry.chemical_compound Molecular descriptor Linear regression Lipophilicity Antipsychotics Reversed-Phase Thin Layer Chromatography Solubility HOMO/LUMO Tetrahydrofuran |
| Zdroj: | American Journal of Analytical Chemistry |
| Popis: | The retention behavior and lipophilicity parameters of some antiphychotics were determined using reversed-phase thin layer chromatography. Quantitative structure-activity relationships studies have been performed to correlate the molecular characteristics of observed compounds with their retention as well as with their chromatographically determinated lipophilicity parameters. The effect of different organic modifiers (acetone, tetrahydrofuran, and methanol) has been studied. The retention of investigated compounds decreases linearly with increasing concentration of organic modifier. The chemical structures of the antipsychotics have been characterized by molecular descriptors which are calculated from the structure and related to chromatographically determinated lipophilicity parameters by multiple linear regression analysis. This approach gives us the possibility to gain insight into factors responsible for the retention as well as lipophilicity of the investigated set of the compounds. The most prominent factors affecting lipophilicity of the investigated substances are Solubility, Energy of the highest occupied molecular orbital, and Energy of the lowest unoccupied molecular orbital. The obtained models were used for interpretation of the lipophilicity of the investigated compounds. The prediction results are in good agreement with the experimental value. This study provides good information about pharmacologically important physico-chemical parameters of observed antipsychotics relevant to variations in molecular lipophilicity and chromatographic behavior. Established QSAR models could be helpful in design of novel multitarget antipsychotic compounds. |
| Databáze: | OpenAIRE |
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