Hostname: page-component-cd9895bd7-gxg78 Total loading time: 0 Render date: 2024-12-30T21:28:35.304Z Has data issue: false hasContentIssue false
  • English
  • Français

Diphenamid Metabolism in Pepper and an Ozone Effect. II. Herbicide Metabolite Characterization

Published online by Cambridge University Press:  12 June 2017

Richard H. Hodgson  and
Barry L. Hoffer
Richard H. Hodgson
Affiliation:
Metabolism and Radiation Res. Lab., North Central Region, Agric. Res. Serv., U.S. Dep. Agric., Fargo, ND 58102
Barry L. Hoffer
Affiliation:
Metabolism and Radiation Res. Lab., North Central Region, Agric. Res. Serv., U.S. Dep. Agric., Fargo, ND 58102
Get access Rights & Permissions [Opens in a new window]

Abstract

Metabolites of diphenamid (N,N-dimethyl-2,2-diphenyl-acetamide) were purified from extracts of pepper plants (Capsicum frutescens L. ‘Early Calwonder’) treated via nutrient solution with the herbicide or several of its analogs. The major metabolites were characterized. Diphenamid was metabolized partially via a previously unreported pathway to N,N-dimethyl-2-phenyl-2-[(hydroxyphenyl)-β-0-D-glucosyl] acetamide and its monomethyl analog, and to N-hydroxymethyl glycosides previously reported in other species. Ozone fumigation stimulated the production of both types of glycoside-conjugates. Leaves of plants that had been treated with 30 μM diphenamid and fumigated with ozone for 146 to 149 h contained 304 and 560 nmoles per gram of fresh weight of the hydroxyphenyl and N-hydroxymethyl conjugates, respectively.

Type
Research Article
Information
Weed Science , Volume 25 , Issue 4 , July 1977 , pp. 331 - 337
Copyright
Copyright © 1977 by the Weed Science Society of America 

Access options

Get access to the full version of this content by using one of the access options below. (Log in options will check for institutional or personal access. Content may require purchase if you do not have access.)

References

Literature Cited

1. Bligh, E.G. and Dyer, W.J. 1959. A rapid method of total lipid extraction and purification. Can. J. Biochem. Physiol. 37:911–917.Google Scholar
2. Feigl, F. 1966. Test by conversion to complex cobaltic salts of o-nitrosophenols. Pages 183–184 in Feigl, F., Spot tests in organic analysis. 7th ed., Elsevier Publishing Co., New York.Google Scholar
3. Frear, D.S. and Swanson, H.R. 1972. New metabolites of monuron in excised cotton leaves. Phytochemistry 11:1919–1929.CrossRefGoogle Scholar
4. Hodgson, R.H., Dusbabek, K.E., and Hoffer, B.L. 1974. Diphenamid metabolism in tomato: Time course of an ozone fumigation effect. Weed Sci. 22: 205–210.CrossRefGoogle Scholar
5. Hodgson, R.H., Frear, D.S., Swanson, H.R., and Regan, L.A. 1973. Alteration of diphenamid metabolism in tomato by ozone. Weed Sci. 21:542–549.Google Scholar
6. Hodgson, R.H. and Hoffer, B.L. 1976. Diphenamid metabolism in pepper and an ozone effect. I. Absorption, translocation, and extent of metabolism. Weed Sci. 25:324–330.CrossRefGoogle Scholar
7. Schultz, D.P. and Tweedy, B.G. 1971. Uptake and metabolism of N,N-dimethyl-2,2-diphenylacetamide in resistant and susceptible plants. J. Agric. Food Chem. 19:36–40.Google Scholar