Comparative Detoxification of Chlorsulfuron in Leaf Disks and Cell Cultures of Two Perennial Weeds

Abstract

Phytotoxicity of chlorsulfuron {2-chloro-N-[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino] carbonyl] benzenesulfonamide} in cell cultures of Canada thistle [Cirsium arvense(L.) Scop. # CIRAR] was approximately 30-fold greater than in leafy spurge (Euphorbia esulaL. # EPHES) cultures. Differences in chlorsulfuron phytotoxicity in these two species were attributed to large differences in cellular metabolism of the herbicide. Leafy spurge cells metabolized all of the applied14C-chlorsulfuron within 72 h of treatment, while Canada thistle metabolized less than 2%. Acid hydrolysis of the metabolic products isolated from leaf disks and cell cultures of leafy spurge yielded a radioactive product that cochromatographed with a 2-chlorobenzenesulfonamide standard. Therefore, metabolic transformation occurred on the heterocyclic portion of the molecule. A major metabolite was further characterized as 2-chloro-N-[[4-(hydroxymethyl)-6-methoxy-1,3,5-triazin-2-yl]aminocarbonyl]-benzenesulfonamide by cochromatography with the authentic standard.