<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

Publié en ligne: 29 déc. 2017

Pages: 91 - 95

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

Mots clés
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

Publié en ligne: 29 déc. 2017

Pages: 91 - 95

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

Mots clésmodel 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.

Mots clés
model compounds, drug development, QSAR, substituent effect