Publication Details |
| Category | Text Publication |
| Reference Category | Journals |
| DOI | 10.1002/qsar.200330816 |
| Title (Primary) | Structure-activity relationships for the toxicity of substituted poly-hydroxylated benzenes to Tetrahymena pyriformis: influence of free radical formation |
| Author | Netzeva, T.I.; Aptula, A.O.; Chaudary, S.H.; Duffy, J.C.; Schultz, T.W.; Schüürmann, G.; Cronin, M.T.D. |
| Source Titel | QSAR & Combinatorial Science |
| Year | 2003 |
| Department | OEC; COE |
| Volume | 22 |
| Issue | 6 |
| Page From | 575 |
| Page To | 582 |
| Language | englisch |
| Keywords | hydroquinones; free radicals; distribution coefficient; bond dissociation energy; absolute hardness |
| Abstract | The aim of this study was to develop quantitative structure-activity relationships for the toxicity to Tetrahymena pyriformis of 30 substituted poly-hydroxylated benzenes. Physico-chemical descriptors for the expression of free radical formation, associated with the OH moiety on the aromatic ring, were calculated. These included one-electron equilibrium constants that did and did not account for the oxidation of an OH-group, homolytic bond dissociation energy (BDE), electronegativity (EN) and absolute hardness (AH), in addition to the distribution coefficient (log D) as a measure of hydrophobicity. The reactivity descriptors were calculated using the semi-empirical AM1 Hamiltonian in the MOPAC molecular orbital software. Statistically significant two-parameter QSARs for toxicity were obtained by combination of log D with either BDE or AH. The QSARs suggested that toxicity is associated with hydrophobicity and the probability of radical formation. |
| Netzeva, T.I., Aptula, A.O., Chaudary, S.H., Duffy, J.C., Schultz, T.W., Schüürmann, G., Cronin, M.T.D. (2003): Structure-activity relationships for the toxicity of substituted poly-hydroxylated benzenes to Tetrahymena pyriformis: influence of free radical formation QSAR Comb. Sci. 22 (6), 575 - 582 10.1002/qsar.200330816 |
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