<abstract xmlns="http://www.w3.org/1999/xhtml"><p> The quantum chemical calculations using DFT were performed for 2-alkyl-4X and 2,6-dialkyl-4-X substituted phenols. Based on the optimal geometries the bond dissociation enthalpies (BDEs), proton enthalpies (PAs) and the lipophilicities were computed. Additionally, simple geometry parameter was found correlating well with experimental leukemia cell toxicity of substituted phenols. Next, we have found no linear dependence between PA or BDE values and log1/C values in gas phase or in water despite the radical toxicity mechanism proposed in the literature.</p></abstract>

The quantum chemical calculations using DFT were performed for 2-alkyl-4X and 2,6-dialkyl-4-X substituted phenols. Based on the optimal geometries the bond dissociation enthalpies (BDEs), proton enthalpies (PAs) and the lipophilicities were computed. Additionally, simple geometry parameter was found correlating well with experimental leukemia cell toxicity of substituted phenols. Next, we have found no linear dependence between PA or BDE values and log1/C values in gas phase or in water despite the radical toxicity mechanism proposed in the literature.

Theoretical study of a series of phenol derivatives: molecular properties vs. cytotoxicity

Acta Chimica Slovaca

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 License.

The quantum chemical calculations using DFT were performed for 2-alkyl-4X and 2,6-dialkyl-4-X substituted phenols. Based on the optimal geometries the bond...

Theoretical study of a series of phenol derivatives: molecular properties vs. cytotoxicity

Published Online: Dec 29, 2017

Page range: 91 - 95

DOI: https://doi.org/10.1515/acs-2017-0016

Keywords
model compounds, drug development, QSAR, substituent effect

© Faculty of Chemical and Food Technology, Slovak University of Technology in Bratislava

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 License.

Theoretical study of a series of phenol derivatives: molecular properties vs. cytotoxicity

Published Online: Dec 29, 2017

Page range: 91 - 95

DOI: https://doi.org/10.1515/acs-2017-0016

Keywordsmodel compounds, drug development, QSAR, substituent effect

© Faculty of Chemical and Food Technology, Slovak University of Technology in Bratislava

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 License.

Keywords
model compounds, drug development, QSAR, substituent effect