Uptake and metabolism of N,N-dimethyl-2,2-diphenylacetamide in resistant and susceptible plants

Schultz, Donald P.; Tweedy, B. G.

doi:10.1021/jf60173a038

Cited by 20 publications

(21 citation statements)

References 9 publications

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“…The 0.50 and 0.58 peaks cochromatographed with known samples of .V-methyl-2,2-diphenylacetamide (MDA) and diphenamid, respectively. The peak at Rf = 0.13 was not identified, but may be a glucose conjugate as proposed by Schultz and Tweedy (14). There was no difference in diphenamid metabolism associated with tem perature or root and shoot location.…”

Section: Rice Jr and Putnam: Selectivity Of Diphenamidmentioning

confidence: 57%

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Environmental Influences on the Selectivity of Diphenamid in Seeded Tomato (Lycopersicon esculentum)

Rice

Putnam

1980

Weed sci.

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Several environmental and edaphic factors were monitored to determine their association with tolerance of seeded tomatoes (Lycopersicon esculentumMill.) to diphenamid (N,N-dimethyl-2,2-diphenylacetamide). Injury increased with increasing soil pH and reduced temperature within 7 days of seeding in both field and growth chamber tests. The application of soluble fertilizer and diphenamid at planting acted synergistically to increase tomato injury. Prior to emergence of the tomato seedlings,14C-diphenamid uptake was slight but increased with higher temperatures, while growth was inhibited at both low and high temperatures. Uptake and metabolism of14C-diphenamid by plants in the cotyledon stage was not greatly affected by temperature or pH; however, translocation from the root to the shoot was reduced under low temperatures and high pH. These differences in translocation paralleled reported differences between tolerant and susceptible species, and may account for the increased diphenamid injury to tomatoes grown under stress conditions.

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Section: Rice Jr and Putnam: Selectivity Of Diphenamidmentioning

confidence: 57%

“…is metabolized in both tolerant and susceptible plants. It is generally agreed that diphena mid is demethylated (7,13,14). In addition, a stable glucose conjugate is formed in tomatoes, a tolerant crop.…”

Section: Diphenamidmentioning

confidence: 99%

Environmental Influences on the Selectivity of Diphenamid in Seeded Tomato (Lycopersicon esculentum)

Rice

Putnam

1980

Weed sci.

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“…The stimulation of growth by MDA and DA under sterile conditions is difficult to explain. However, Schultz and Tweedy (22) noted that MDA stimulated growth of wheat root at 1 mg/1 and that DA had no significant effect at this concentration. Apparently, some unexplicable stimulation of growth takes place that is dependent on the dosage applied.…”

Section: Discussionmentioning

confidence: 92%

“…Kesner and Ries (12) presented evidence which suggested that diphenamid was not the active form of the herbicide. However, several other papers (11,10,22) have shown that diphenamid is more toxic than its analogs. Lemin (16) studied the metabolism of diphenamid in tomato plants.…”

Section: Introductionmentioning

confidence: 98%

The Intra‐cellular Localization of the Herbicide Diphenamid in Corn Root .Tip

Yaklich

Scott

1973

Physiologia Plantarum

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The intra‐cellalar localization of the herbicide N,N‐dimethyl–2,2‐diphenylacetamide (diphenamid) was examined in 10 mm root tips of corn seedlings (Zea mays L. cv. Shawnee). Experiments are described which culminate in the observation that a significant, measurable effect on root growth occurs within 12 hours after treatment with diphenamid. Corn seedlings were then treated with 14‐C‐diphenamid for 12 hours and the 10 mm root tips excised and homogenized. By use of differential centrifugation and gel filtration, the root homogenate was separated into fractions; as follows; cell wall, mitochondria, microsomal, protein and eluate. The highest concentration of the herbicide was found in the root tips. Furthermore, most of the radioactivity was found in the eluate. Results are discussed as to localization of diphenamid in the microsomal and protein fraction and possible mode of action.

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“…The metabolism of diphenamid has been studied extensively in several plant species (Schultz and Tweedy 1971), including tomato {Lycopersicon esculentum Mill. 'Sheyenne'; Hodgson et at.…”

Section: Introductionmentioning

confidence: 99%

The Metabolism of the Herbicide Diphenamid (N‐N‐dimethyl‐2,2‐diphenyl‐acetamide) in Cell Suspensions of Soybean (Glycine max)

Davis¹,

Hodgson²,

Dusbabek³

et al. 1978

Physiologia Plantarum

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The fate of the herbicide diphenamid was determined in cell suspensions of soybean [Gtycine max (L.) Merr. 'Wilkin'] at different stages of cell growth: early log phase (3 to 7 d), log phase (7 to 14 d), and stationary phase (14 to 18 d). [Carbonyl-"Cl-diphenamid was added to the suspensions as an acetone solution. Neither diphenamid (2 to 3 /nM) nor acetone (0.5% v/v) was phytotoxic. The '''C-labeled products were identified tentatively by thin layer chromatographic comparison with reference compounds. The major metabolic products formed were A'hydroxymethyl-A'-methyl-2,2-diphenylacetamide, 7V-methyl-2,2diphenylacetamide, 2,2-diphenylacetamide, and two polar metabolites (0.9 to 25% of the applied '''C activity) that appeared to be glucose conjugates; one an acidic glucoside. All metabolites were found in both the cell extract and the culture medium, except for the acidic glucoside, which was recovered in small amounts only from the cell extracts. These products were the same as those recovered from intact plants. Similar results were obtained from cell suspensions of different ages. The rate of metabolism by log phase cells was slightly less than the rate for either young or old cells. The results indicated that soybean cell suspensions can be used to obtain reliable information on the fate of agricultural chemicals in soybeans.

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Uptake and metabolism of N,N-dimethyl-2,2-diphenylacetamide in resistant and susceptible plants

Cited by 20 publications

References 9 publications

Environmental Influences on the Selectivity of Diphenamid in Seeded Tomato (Lycopersicon esculentum)

Environmental Influences on the Selectivity of Diphenamid in Seeded Tomato (Lycopersicon esculentum)

The Intra‐cellular Localization of the Herbicide Diphenamid in Corn Root .Tip

The Metabolism of the Herbicide Diphenamid (N‐N‐dimethyl‐2,2‐diphenyl‐acetamide) in Cell Suspensions of Soybean (Glycine max)

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