2023, Issue 1, Volume 15

TRIKETONE HERBICIDES: A REVIEW ON THEIR EFFICACY, PHYTOTOXICITY AND RESIDUES ESTIMATION

Naincy Rani1, Anil Duhan1, 2*, Pankaj Kumar3, Dinesh3 and Ravi Kumar Beniwal1

1Department of Chemistry, CCS Haryana Agricultural University, Hisar 125004, India

2Department of Agronomy, CCS Haryana Agricultural University, Hisar 125004, India

3Department of Soil Science, CCS Haryana Agricultural University, Hisar 125004, India

Email: a.duhan@hau.ac.in

Received-22.10.2022, Revised-10.12.2022, Accepted-24.12.2022

Abstract: Triketone herbicides arecommonly used for weed management incereal crops.Their efficacy studies more emphasized on weed management in maize. This review highlights the findings of scientific investigations throughout the world on the efficiency, phytotoxic effects, and residual analysis of triketone herbicides. The available scientific literature reveals that these herbicides when applied at recommended doses ensures the desired effects on targetweeds, mainly in post-emergence application and exhibiting favorable toxicological effects to non-target biota and the environmental profile. According to the studies realized so far, triketone herbicides are mainly analyzed on liquid chromatographic systems and extracted with mostly used QuEChERS technique. Future prospects should focus on the risk assessment of these herbicides and theirmetabolic products so as to exclude the toxicological effects.

Keywords: Triketone, herbicide, efficacy, phytotoxicity, residue analysis

References

Accinelli, C., Mencarelli, M., Balogh, A., Ulmer, B.J. and Screpanti, C. (2015). Evaluation of field application of fungi-inoculated bioplastic granules for reducing herbicide carry over risk. Crop Protection, 67:243–250.

Google Scholar

Alferness, P. and Wiebe, L. (2002). Determination of mesotrione residues and metabolites in crops, soil, and water by liquid chromatography with fluorescence detection. Journal of Agricultural and Food Chemistry, 50:3926-3934.

Google Scholar

Armel, G.R., Wilson, H.P., Richardson, R.J. and Hines, T.E. (2003). Mesotrione Combinations in No-Till Corn (Zea mays). Weed Technology, 17:111–116.

Google Scholar

Barchanska, H., Babilas, B., Gluzicka, K., Zralek, D. and Baranowska, I. (2014). Rapid determination of mesotrione, atrazine and its main degradation products in selected plants by MSPD–HPLC and indirect estimation of herbicides phytotoxicity by chlorophyll quantification. International Journal of Environmental Analytical Chemistry, 94:99-114.

Google Scholar

Barchanska, H., Kluza, A., Krajczewska, K. and Maj, J. (2017). Degradation study of mesotrione and other triketone herbicides on soils and sediments. Journal of Soils and Sediments, 16:125- 133.

Google Scholar

Beaudegnies, R., Edmunds, A.J., Fraser, T.E., Hall, R.G., Hawkes, T.R., Mitchell, G., Schaetzer, J., Wendeborn, S. and Wibley, J. (2009). Herbicidal 4-hydroxyphenylpyruvate dioxygenase inhibitors—a review of the triketone chemistry story from a Syngenta perspective. Bioorganic & Medicinal Chemistry17:4134-4152.

Google Scholar

Bollman, S.L., Kells, J.J., Bauman, T.T., Loux, M.M., Slack, C.H. and Sprague, C.L. (2006). Mesotrione and atrazine combinations applied preemergence in corn (Zea mays L.). Weed technology20:908-920.

Google Scholar

Bontempo, A.F., Carneiro, G.D., Guimaraes, F.A., Dos Reis, M.R., Silva, D.V., Rocha, B.H., Souza, M.F. and Sediyama, T. (2016). Residual tembotrione and atrazine in carrot. Journal of Environmental Science and Health, Part B, 51:465-468.

Google Scholar

Boydston, R.A. and Williams, M.M. (2005). Managing volunteer potato (Solanum tuberosum) in field corn with mesotrione and arthropod herbivory. Weed Technology, 19:443-450.

Google Scholar

Carles, L., Joly, M. and Joly, P. (2017). Mesotrione herbicide: Efficiency, effects, and fate in the environment after 15 years of agricultural use. Clean-Soil, Air, Water45(9):1700011.

Google Scholar

Chaabane, H., Vulliet, E., Calvayrac, C., Coste, C.M. and Cooper, J.F. (2008). Behaviour of sulcotrione and mesotrione in two soils. Pest Management Science, 64:86-93.

Google Scholar

Dayan, F.E., Howell, J.L., Marais, J.P., Ferreira, D. and Koivunen, M. (2011). Manuka oil, a natural herbicide with preemergence activity. Weed science59:464-469.

Google Scholar

Freitas, L.G., Gotz, C.W., Ruff, M., Singer, H.P. and Muller, S.R. (2004). Quantification of the new triketone herbicides, sulcotrione and mesotrione, and other important herbicides and metabolites, at the ng/l level in surface waters using liquid chromatography–tandem mass spectrometry. Journal of Chromatography A, 1028:277-286.

Google Scholar

Handa, S.K., Agnihotri, N.P. and Kulshetra, G. (1999). Pesticide Residues: Significance. Research periodicals and book publishing house, New Delhi.

Jovic, M., Manojlovic, D., Stankovic, D., Gasic, U., Jeremic, D., Brceski, I. and Roglic, G. (2015). Electrochemical Degradation of Triketone Herbicides and Identification of Their Main Degradation Products. Clean–Soil, Air, Water, 43:1093-1099.

Google Scholar

Kebede, M. and Anbasa, F. (2017). Efficacy of pre-emergence herbicides for the control of major weeds in maize (Zea mays L.) at Bako, Western Oromia, Ethiopia. American Journal of Agriculture and Forestry, 5:173-180.

Google Scholar

Kuepper, A., Peter, F., Zollner, P., Lorentz, L., Tranel, P.J., Beffa, R. and Gaines, T.A. (2018). Tembotrione detoxification in 4‐hydroxyphenylpyruvate dioxygenase (HPPD) inhibitor‐ resistant Palmer amaranth (Amaranthus palmeri S. Wats.). Pest Management Science, 74:2325-2334.

Google Scholar

Lins, R.D., Beckett, T.H., Cully, S.E., Foresman, J.P. and Vail, G.D. (2014). Bicyclopyrone, a new herbicide for improved weed control in corn. Proceedings of the 2014 Weed Science Society of America/Canadian Weed Science Society, Vancouver, British Columbia.

Google Scholar

Melo, A., Mansilha, C., Pinho, O. and Ferreira, I. (2013). Analysis of Pesticides in Tomato Combining QuEChERS and Dispersive Liquid–Liquid Microextraction Followed by High-Performance Liquid Chromatography. Food Analytical Methods, 6:559-568.

Google Scholar

Mitchell, G., Bartlett, D.W., Fraser, T.E.M., Hawkers, T.R., Holt, D.C., Towson, J.K. and Wichert, R.A. (2001). Mesotrione: a new selective herbicide for use in maize. Pest Managment Science,57:120–128.

Google Scholar

Pang, N., Wang, T. and Hu, J. (2016). Method validation and dissipation kinetics of four herbicides in maize and soil using QuEChERS sample preparation and liquid chromatography tandem mass spectrometry. Food Chemistry, 190:793-800.

Google Scholar

Pannacci, E. and Covarelli, G. (2009). Efficacy of mesotrione used at reduced doses for post-emergence weed control in maize (Zea mays L.). Crop Protection, 28:57–61.

Google Scholar

Pinke, G., Toth, K., Kovacs, A.J., Milics, G., Varga, Z., Blazsek, K., Gal, K.E. and Botta-Dukat, Z. (2014). Use of mesotrione and tembotrione herbicides for post-emergence weed control in alkaloid poppy (Papaver somniferum). International Journal of Pest Management, 60:187- 195.

Google Scholar

Quan, G., Yin, C., Chen, T. and Yan, J. (2015). Degradation of herbicide mesotrione in three soils with differing physicochemical properties from China. Journal of Environmental Quality, 44:1631-1637.

Google Scholar

Rani, N., Duhan, A. and Tomar, D. (2020). Ultimate fate of herbicide tembotrione and its metabolite TCMBA in soil. Ecotoxicology and Environmental Safety203:111023.

Google Scholar

Rao, T.N., Sreenivasulu, D., Murthy, S.N.V.S. and Babu, K.R. (2016). A new validated method for determination of tembotrione and its metabolite residues in orange fruit. Analytical Chemistry, 16:99-105.

Reis, M.R., Aquino, L.A., Melo, C.A.D., Silva, D.V. and Dias, R.C. (2018). Carryover of tembotrione and atrazine affects yield and quality of potato tubers. Crop Protection, 40(1):1-6.

Google Scholar

Rocaboy-Faquet, E., Noguer, T., Romdhane, S., Bertrand, C., Dayan, F.E. and Barthelmebs, L. (2014). Novel bacterial bioassay for a high-throughput screening of 4-hydroxyphenylpyruvate dioxygenase inhibitors. Applied microbiology and biotechnology98:7243-7252.

Google Scholar

Rouchaud, J., Neus, O., Callens, D. and Bulcke, R. (1998). Sulcotrione soil persistence and mobility in summer maize and winter wheat crops. Weed Research, 38:361.

Google Scholar

Schulte, W. and Kocher, H. (2009). Tembotrione and combination partner isoxadifen-ethyl–mode of herbicidal action. Bayer Crop Science Journal, 62:5-52.

Google Scholar

Singh, V.P., Guru, S.K., Kumar, A., Banga, A. and Tripathi, N. (2012). Bioefficacy of tembotrione against mixed weed complex in maize. Indian Journal of Weed Science, 44:1-5.

Google Scholar

Stephenson, D.O., Bond, J.A., Landry, R.L. and Edwards, H.M. (2015). Weed management in corn with postemergence applications of tembotrione or thiencarbazone: tembotrione. Weed Technology, 29:350-358.

Google Scholar

Sun, Y., Xu, Y., Sun, Y., Qin, X. and Wang, Q. (2013). Dissipation and dynamics of mesotrione in maize and soil under field ecosystem. Bulletin of Environmental Contamination and Toxicology, 90:242-247.

Google Scholar

Sutton, P., Richards, C., Buren, L. and Glasgow, L. (2002). Activity of mesotrione on resistant weeds in maize., Pest Management Science, 58:981–984.

Google Scholar

Swetha, K., Madhavi, M., Pratibha, G. and Ramprakash, T. (2015). Weed management with new generation herbicides in maize. Indian Journal of Weed Science, 47:432-433.

Google Scholar

Takano, H.K., Rubin, R.D.S., Marques, L.H. and Tronquini, S.M. (2016). Potential use of herbicides in different sorghum hybrids. African Journal of Agricultural Research, 11:2277-2285.

Google Scholar

Tawk, A., Deborde, M., Labanowski, J. and Gallard, H. (2015). Chlorination of the β-triketone herbicides tembotrione and sulcotrione: kinetic and mechanistic study, transformation products identification and toxicity. Water Research, 76:132-142.

Google Scholar

Thiour-Mauprivez, C., Dayan, F.E., Terol, H., Devers, M., Calvayrac, C., Martin-Laurent, F. and Barthelmebs, L. (2022). Assessing the effects of β-triketone herbicides on HPPD from environmental bacteria using a combination of in silico and microbiological approaches. Environmental Science and Pollution Research, 1:1-13.

Google Scholar

Williams, M.M., Boydston, R.A., Peachey, R.E. and Robinson, D. (2011). Significance of atrazine as a tank-mix partner with tembotrione. Weed Technology, 25:299-302.

Google Scholar

Yu, L., Van Eerd, L.L., O‘Halloran, I., Sikkema, P.H. and Robinson, D.E. (2015). Response of four fall-seeded cover crops to residues of selected herbicides. Crop Protection, 75:11-17.

Google Scholar

Zemelka, G. (2015). Fate of three herbicides (tembotrione, nicosulfuron and S-metachlor) on soil from limagne region (France). Technical Transactions, 4:136-144.

Google Scholar