High-performance liquid chromatographic separation of imidazolinone herbicide enantiomers and their methyl derivatives on polysaccharide-coated chiral stationary phases

Journal of Chromatography. a
Wenjian Lao, Jay Gan

Abstract

Many chiral pesticides exhibit enantioselectivity in biotransformation and ecotoxicity in the environment. A significant class of chiral pesticides is imidazolinone herbicides, of which enantioselectivity has not been well studied. Development of efficient chiral separation methods is the first step for allowing characterization of enantioselectivity in environmental processes. In this study, we attempted to resolve enantiomers of imidazolinone herbicides using reversed-phase and normal-phase high-performance liquid chromatography with polysaccharide-type chiral columns. Enantiomers of imazethapyr, imazaquin, and imazamox were separated on a Chiralcel OD-R column using 50mM phosphate buffer-acetonitrile as mobile phase. Enantiomers of imazapyr, imazapic, imazethapyr, imazamox and imazaquin were resolved on a Chiralcel OJ column using n-hexane (0.1% trifluoroacetic acid)-alcohol as mobile phase. The enantiomers of five methyl derivatives of imidazolinone herbicides were also resolved on the Chiralcel OJ column. The Deltak' values revealed a structure-enantioselectivity relationship for the separation behaviors of the enantiomers on the OJ column. The described method was successfully applied for chiral analysis of two imidazolin...Continue Reading

Citations

Apr 27, 2010·Chemosphere·Mohammad Kazem RamezaniChristopher Preston
Oct 4, 2007·Food and Chemical Toxicology : an International Journal Published for the British Industrial Biological Research Association·Edson José FragiorgeMário Antônio Spanó
Oct 21, 2011·Chirality·Wenjian Lao, Jay Gan
Jul 19, 2014·Journal of Environmental Science and Health. Part. B, Pesticides, Food Contaminants, and Agricultural Wastes·Yu-Ling HsiaoJui-Hung Yen
Apr 26, 2016·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Li YangQiang Wang
Oct 21, 2016·Journal of Chromatography. a·Jingqian XieWeiping Liu
Aug 13, 2013·Phytochemical Analysis : PCA·Antonia M Rojano-DelgadoMaría Dolores Luque de Castro
Mar 9, 2017·Environmental Science and Pollution Research International·Sonia SoloneskiMarcelo L Larramendy

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