Studies of the mechanism of action of asulam in plants. Part I: Antagonistic interaction of asulam and 4-aminobenzoic acid

Studies have been carried out on the herbicidal action of asulam [methyl (4-aminophenylsulphonyl)carbamate] and sulphanilamide, alone or in association either with 4-aminobenzoic acid (4ABA) or 4, 6-diamino-1-(3, 4-dichlorophenyl)-1, 2-dihydro-2, 2-dimethyl-1,3,5-triazine (DCDT). The soaking of wheat seeds (Triticum estivum L.) for 12 h at 30°C in asulam and DCDT in a 10:1 ratio doubled the inhibition of root growth produced by soaking in asulam alone; the addition of 4ABA partially reversed the activity of asulam. Foliar applications of a mixture of asulam + DCDT (1.1 + 0.55 kg ha^?1) markedly increased the activity of asulam in susceptible wheat, wild oat (Avena fatua L.), tolerant flax (Linum usitatissimum L.), and in Stellaria media L. The activity of asulam at 1.1 kg ha^?1 was reversed by 4ABA at 2.2 kg ha^?1 by about 50% in wheat and wild oat, 82% in flax and 100% in S. media. The results indicate that asulam and sulphanilamide act by similar mechanisms in apparently inhibiting the biosynthesis of folic acid.     

Studies on the selectivity of alloxydim-sodium in plants

Alloxydim-sodium, methyl 3-[1-(allyloxyimino)butyl]-4-hydroxy-6,6-dimethyl-2-oxocyclohex-3-enecarboxylate sodium salt, is a selective herbicide which controls grass weeds in a wide range of broad-leaf crops. Spray retention, tested at two growth stages, was generally greater for the broad-leaf crops (cotton, sugarbeet, flax, beans and peas) than for wild oat (Avena fatua L.), blackgrass (Alopecurus myosuroides Huds), barley and couch grass [Agropyron repens (L.) Beauv.], and did not contribute to selectivity between susceptible and tolerant species. Broad-leaf crops tolerated 2820 g alloxydim-sodium ha^?1, three times the recommended rate used to control annual grasses. Differential uptake and translocation were not factors contributing to selectivity. In wild oat, blackgrass and sugarbeet, uptake and translocation of ¹⁴C continued during a period of 14 days after treatment with [¹⁴C]alloxydim-sodium. Translocation in susceptible and tolerant species was predominately symplastic. Over 40% of the applied ¹⁴C was eliminated from treated wild oat, blackgrass and sugarbeet plants within 7 days, due to degradation and volatilisation. A greater proportion of the methanol-soluble radioactivity extracted from leaves and roots was present as water-soluble polar metabolites in sugarbeet, than in wild oats, 7 days after treatment. The proportion of unaltered alloxydim in the organo-soluble fraction of a methanol extract was greater in wild oat than in sugarbeet. Differential metabolism appears to be one of the factors contributing to alloxydim-sodium selectivity between sugarbeet and wild oat.     

Studies of the mechanism of action of asulam in plants. Part II: Effect of asulam on the biosynthesis of folic acid

The possible relationship between folate levels in plants and their tolerance to asulam has been examined. Plants with a high content of folates were relatively less susceptible to asulam. There was evidence of a depletion of the folates in the shoots of plants treated with asulam, either alone at 1. 1 kg ha^?1 or in combination with 4, 6-diamino-1-(3, 4-dichlorophenyl)-1, 2-dihydro-2, 2-dimethyl-1, 3, 5-triazine (DCDT) at 1.1 kg ha^?1. In wheat shoot tips (Triricum estivum L.), asulam at 1.1 kg ha^?1 reduced the levels of the N⁵-methyl, N¹⁰-formyl and N⁵-formyl derivatives of 5, 6, 7, 8-tetrahydrofolates, particularly when applied in combination with DCDT. Studies with cell-free extracts of wheat seedlings revealed that asulam inhibited the enzymic synthesis of 7, 8-dihydro-pteroateina manner similar to sulphanilamide inhibition. The biochemical site of action of asulam in plants is discussed.