Acute toxicity of alkyl (1‐phenylsulfonyl) cycloalkane‐carboxylates to photobacterium phosphoreum and quantitative structure‐activity relationship study based on the AM1 Hamiltonian

Abstract

Acute toxicity of 28 alkyl (1‐phenylsulfonyl) cycloalkane‐carboxylates to Photobacterium phosphoreum was determined in present study. On the basis of the Linear Solvation Energy Relationship (LSER), a theoretical LSER (TLSER) model, which based only on the descriptors derived from quantum chemistry computation, was deduced. AMI Hamiltonian contained in the MOPAC program package was used to compute descriptors for the compounds. On the basis of the TLSER and the calculated descriptors, an excellent equation that can be used to predict toxicity of this series of compounds, was obtained. The polarizability (α), energy of the highest occupied molecular orbital(E homo) and the net charges on sulfur atoms (q+ ) of the compounds increased the toxicity. The total dipole moment (μ) of the compounds decreased the toxicity. The study showed the advantages of the TLSER descriptors: they permit near a priori prediction of toxicity; they can be easily and precisely obtained by computation instead of experiment; and the...