Inhibition of herbicide photodegradation by plant products

Journal of Agricultural and Food Chemistry

Volumn 59, Issue 9, 2011, Pages 4868-4873

  Eyheraguibel, Boris ^a   Richard, Claire ^a   Ledoigt, Gerard ^a   Ter Halle, Alexandra ^a  

^a UNIVERSITÉ CLERMONT AUVERGNE   (France)

Author keywords

Anthocyanins; Grape pomace; Photoprotection; Phytosanitary formulations; Sulcotrione

Indexed keywords

CHLOROPHYLL CONTENTS; CONTROLLED CONDITIONS; DEGRADATION REACTION; DOSE REDUCTION; EFFECTIVE DOSE; GRAPE POMACE; GROWTH CHAMBER; HERBICIDAL ACTIVITY; LEAF SURFACES; MODEL SYSTEM; PHOTOPROTECTION; PHYSIOLOGICAL PARAMETERS; PHYTOSANITARY; PLANT PRODUCTS; SIMULATED SOLAR LIGHT; SULCOTRIONE;

ANTHOCYANINS; CHLOROPHYLL; CROPS; FRUITS; HERBICIDES; PHYSIOLOGICAL MODELS; WEED CONTROL;

PLANT EXTRACTS;

CYCLOHEXANONE DERIVATIVE; HERBICIDE; MESYLIC ACID DERIVATIVE; PHARMACEUTICAL VEHICLES AND ADDITIVES; PLANT EXTRACT; SULCOTRIONE;

ARTICLE; CHEMISTRY; EVALUATION; GRAPE; KINETICS; METHODOLOGY; PHOTOLYSIS;

ADJUVANTS, PHARMACEUTIC; CHEMISTRY, PHARMACEUTICAL; CYCLOHEXANONES; HERBICIDES; KINETICS; MESYLATES; PHOTOLYSIS; PLANT EXTRACTS; VITIS;

VITACEAE; ZEA MAYS;

EID: 79955688513     PISSN: 00218561     EISSN: 15205118     Source Type: Journal    
DOI: 10.1021/jf1047282     Document Type: Article

References (28)

1. Ledoigt, G.; Chevalier, K.; Debiton, E.; Griffaut, B. Secretion of Specific Cytotoxic Products by Plant Storage Organs after Wound-Desiccation Stress. Plant Stress 2009, 3, 26-32.
2. Hoch, W. A.; Singsaas, E. L.; McCown, B. H. Resorption Protection. Anthocyanins Facilitate Nutrient Recovery in Autumn by Shielding Leaves from Potentially Damaging Light Levels. Plant Physiol. 2003, 133, 1296-1305. (Pubitemid 37458027)
3. Mewis, I.; Smetanska, I. M.; Müller, C. T.; Ulrichs, C. Specific Poly-phenolic Compounds in Cell Culture of Vitis vinifera L. cv. Gamay Fréaux. Appl. Biochem. Biotechnol. 2010, DOI 10.1007/s12010-010-9122-x.
4. Hogan, S.; Canning, C.; Sun, S.; Sun, X.; Zhou, K. Effects of Grape Pomace Antioxidant Extract on Oxidative Stress and Inflammation in Diet Induced Obese Mice. J. Agric. Food Chem. 2010, 58, 11250-11256.
5. Eyheraguibel, B.; ter Halle, A.; Richard, C. Photodegradation of bentazon, clopyralid, and triclopyr on model leaves: Importance of a systematic evaluation of pesticide photostability on crops. J. Agric. Food Chem. 2009, 57, 1960-1966.
6. Ter Halle, A.; Drncova, D.; Richard, C. Phototransformation of the herbicide sulcotrione on maize cuticular wax. Environ. Sci. Technol. 2006, 40, 2989-2995. (Pubitemid 43673303)
7. Ter Halle, A.; Richard, C.; Ledoigt, G. Phytosanitary formulations containing plant extracts as photoprotectants for pesticides. Patent WO 2008090476, 2008.
8. Kim, J. S.; Kim, T. J.; Kwon, O. K.; Cho, K. Y. Mechanism of action of sulcotrione, a 4-hydroxyphenylpyruvate dioxygenase inhibitor, in developed plant tissues. Photosynthetica 2002, 40, 541-545. (Pubitemid 36590358)
9. Beaudegnies, R.; Edmunds, A. J. F.; Fraser, T. E. M.; Hall, R. G.; Hawkes, T. R.; Mitchell, G.; Schaetzer, J.; Wendeborn, S.; Wibley, J. Herbicidal 4-hydroxyphenylpyruvate dioxygenase inhibitors-A review of the triketone chemistry story from a Syngenta perspective. Bioorg. Med. Chem. 2009, 17, 4134-4152.
10. Schulz, A.; Ort, O.; Beyer, P.; Kleinig, H. A 2-benzoyl-cyclohexane-1,3- dione bleaching herbicide is a potent inhibitor of the enzyme p-hydroxyphenylpyruvate dioxygenase. FEBS Lett. 1993, 318, 162-166. (Pubitemid 23065945)
11. Secor, J. Inhibition of barnyardgrass 4-hydroxyphenylpyruvate dioxygenase by sulcotrione. Plant Physiol. 1994, 106, 1429-1433. (Pubitemid 24986569)
12. McCurdy, J. D.; McElroy, J. S.; Kopsell, D. A.; Sams, C. E. Mesotrione control and pigment concentration of large crabgrass (Digitaria sanguinalis) under varying environmental conditions. Pest Manage. Sci. 2009, 65, 640-644.
13. He, P.; Moran, G. R. We two alone will sing: the two-substrate a-keto acid-dependent oxygenases. Curr. Opin. Chem. Biol. 2009, 13, 443-450.
14. Böger, P. Mode of action of herbicides affecting carotenogenesis. J. Pestic. Sci. 1996, 21, 473-478.
15. Hess, F. D. Light-dependent herbicides: An overview. Weed Sci. 2000, 48, 160-170. (Pubitemid 30351542)
16. Lee, D. L.; Knudsen, C. G.; Michaely, W. J.; Chin, H. L.; Nguyen, N. H.; Carter, C. G.; Cromartie, T. H.; Lake, B. H.; Shribbs, J. M.; Fraser, T. The structure-activity relationships of the triketone class of HPPD herbicides. Pestic. Sci. 1998, 54, 377-384. (Pubitemid 28559948)
17. Liang, Z.; Wu, B.; Fan, P.; Yang, C.; Duan, W.; Zheng, X.; Liu, C.; Li, S. Anthocyanin composition and content in grape berry skin in Vitis germplasm. Food Chem. 2008, 111, 837-844.
18. Abbaspoor, M.; Streibig, J. C. Monitoring the efficacy and metabolism of phenylcarbamates in sugar beet and black nightshade by chlorophyll fluorescence parameters. Pest Manage. Sci. 2007, 63, 576-585. (Pubitemid 47164394)
19. Ter Halle, A.;Wiszniowski, J.; Hitmi, A.; Ledoigt, G.; Bonnemoy, F.; Bonnet, J. L.; Bohatier, J.; Richard, C. Photolysis of the herbicide sulcotrione: formation of a major photoproduct and its toxicity evaluation. Pest Manage. Sci. 2009, 65, 14-18.
20. Dulin, D.; Mill, T. Development and evaluation of sunlight actinometers. Environ. Sci. Technol. 1982, 16, 815-820. (Pubitemid 13214406)
21. Lichtenthaler, H. K. Chlorophylls and carotenoids: Pigments of photosynthetic biomembranes. Methods Enzymol. 1987, 148, 350-382.
22. Jang, H.; Ha, U. S.; Kim, S. J.; Yoon, B. I.; Han, D. S.; Yuk, S. M.; Kim, S. W. Anthocyanin Extracted from Black Soybean Reduces Prostate Weight and Promotes Apoptosis in the Prostatic Hyperplasia-Induced Rat Model. J. Agric. Food Chem. 2010, 58, 12686-12691.
23. Eyheraguibel, B.; Richard, C; Ledoigt, G; ter Halle, A. Photoprotection by Plant Extracts: A New Ecological Means To Reduce Pesticide Photodegradation. J. Agric. Food Chem. 2010, 58, 9692-9696.
24. Shirley, B. W. Flavonoid biosynthesis: 'new' functions for an 'old' pathway. Trend Plant Sci. 1996, 1, 377-382. (Pubitemid 27140942)
25. Kalbina, I.; Strid, Â. Supplementary ultraviolet-B irradiation reveals differences in stress responses between Arabidopsis thaliana ecotypes. Plant Cell Environ. 2006, 29, 754-763.
26. Ter Halle, A.; Piquet, A.; Richard, C. An actual scenario that demonstrates sulcotrione photodegradation on maize leaves after spraying. Environ. Chem. 2007, 4, 256-259. (Pubitemid 47274663)
27. Shi, Z.; Lin, M.; Francis, F. J. Stability of anthocyanins from Tradescantia pallida. J. Food Sci. 1992, 57, 768-760.
28. Steyn, W. J.; Wand, S. J. E.; Jacobs, G.; Rosecrance, R. C.; Roberts, S. C. Evidence for a photoprotective function of low-temperature-induced anthocyanin accumulation in apple and pear peel. Physiol. Plant. 2009, 136, 461-472.