title: Stereoselective bioaccumulation, transformation, and toxicity of triadimefon in Scenedesmus obliquus.
abstract: In this study the stereoselective bioaccumulation and transformation of triadimefon and the toxicity of triadimefon and its metabolite triadimenol to the green algae Scenedesmus obliquus were studied. In growth inhibition experiments, triadimenol was more toxic than triadimefon, and (1S,2R)-triadimenol, which has the largest fungicidal activity, presented the highest toxicity to the algae. In bioaccumulation experiments, triadimefon was rapidly taken up by algae cells, and the decrease in the concentration of triadimefon was accompanied by an increase in triadimenol. The transformation of S-(+)- triadimefon was faster than that of the R-(-)-enantiomer, resulting in four triadimenol stereoisomers at different forming rates: B2 (1S, 2S) > B1 (1R, 2R) > A2 (1S, 2R) > A1 (1R, 2S). Thus, it is necessary to explore the enantioselective toxicology and ecological fate of these chiral pesticides in an environmental risk assessment. Also, their metabolites should be paid specific attention to since they may pose higher ecological risks.
authors.affiliation: Research Center for Eco-Environmental Sciences, Chinese Academy of Sciences, Beijing, China.
authors.forename: Peng
authors.initials: P
authors.lastname: Xu
authors.affiliation: School of Materials Science and Engineering, Beijing Institute of Fashion Technology, Beijing, China.
authors.forename: Ledan
authors.initials: L
authors.lastname: Huang
mesh_terms: D005659:Fungicides, Industrial / Q000633:toxicity*; D015394:Molecular Structure; D044444:Scenedesmus / Q000737:chemistry*; D013237:Stereoisomerism; D014230:Triazoles / Q000737:chemistry / Q000633:toxicity*
chemical_list: D005659:Fungicides, Industrial; D014230:Triazoles; C032910:triadimefon
keywords: algae; bioaccumulation; stereoselectivity; toxicity; transformation; triadimefon; triadimenol