Molecular orbital parameters and comparative QSAR in the analysis of phenol toxicity to leukemia cells

Abstract

Evidence is presented for a new type of phenol toxicity that is correlated with the parameter σ⁺ or HOMO–LUMO gap calculations. The correlation equation: log 1/C = –1.58σ⁺ + 0.21log P + 3.10 is based mostly on monosubstituted phenols, but more complex estrogenic phenols such as bisphenol A, diethylstilbestrol and estradiol are also well fit. Comparison with radical QSARs suggests that a radical mechanism may be involved.