title: The Acute toxicity of alpha-branched phenylsulfonyl acetates in Photobacterium phosphoreum test.
abstract: The acute toxicity (15-min EC(50)) of 20 alpha-substituted phenylsulfonyl acetates was measured using the Microtox test with Photobacterium phosphoreum. On the basis of TLSER, quantitative structure-activity relationships (QSARs) were calculated for the inhibition of bioluminescence. With the parameters molecular volume (V(mc)), dipolarity/polarizability (pi*), and the covalent contribution to Lewis basicity (epsilon(b)), a squared correlation coefficient (r(2)(adj)) of 0.868 and standard error of 0.094 for log EC(50) were obtained. By introducing a structural indicator variable (I), the regressive quality was improved (correlation coefficient of 0.948 and standard error of 0.059); the descriptors V(mc), pi*, and the electrostatic basicity contribution (q(-)) were significant. -NO(2)-- and -SO(2)--groups are active centers of these compounds. The strong hydrogen bonding effects between the compound active centers and FMNH(2) play an important role in the greater toxicity of these chemicals.
authors: State Key Laboratory of Pollution Control and Resource Reuse, Department of Environment Science, School of the Environment, Nanjing University, Nanjing 210093, People's Republic of China.
authors: X
authors: X
authors: Liu
authors: C
authors: C
authors: Wu
authors: S
authors: S
authors: Han
authors: L
authors: L
authors: Wang
authors: Z
authors: Z
authors: Zhang
mesh_terms: D008163:Luminescent Measurements; D008956:Models, Chemical; D010776:Photobacterium / Q000187:drug effects* / Q000502:physiology; D021281:Quantitative Structure-Activity Relationship; D013450:Sulfones / Q000633:toxicity*; D018675:Toxicity Tests; D014874:Water Pollutants, Chemical / Q000633:toxicity*
chemical_list: D013450:Sulfones; D014874:Water Pollutants, Chemical