Chitosan/glyphosate formulation as a potential, environmental friendly herbicide with prolonged activity

References

• Jayasumana, C.; Gunatilake, S.; Senanayake, P. Glyphosate, hard water and nephrotoxic metals: are they the culprits behind the epidemic of chronic kidney disease of unknown etiology in Sri Lanka? Int. J. Environ. Res. Public Health 2014, 11, 2125–2147. DOI: 10.3390/ijerph110202125.
   PubMed Web of Science ®Google Scholar
• Glyphosate and AMPA in drinking-water, background document for development of WHO Guidelines for drinking-water quality, WHO/SDE/WSH/03.04/97. Available at http://www.who.int/water_sanitation_health/dwq/chemicals/glyphosateampa290605.pdf (accessed Jun 2005).
   Google Scholar
• Bolognesi, C.; Carrasquilla, G.; Volpi, S.; Solomon, K. R.; Marshall, E. J. Biomonitoring of genotoxic risk in agricultural workers from five Colombian regions: association to occupational exposure to glyphosate. J. Toxicol. Environ. Health A 2009, 72, 986–997. DOI: 10.1080/15287390902929741.
   PubMed Web of Science ®Google Scholar
• Guyton, K. Z.; Loomis, D.; Grosse, Y.; El Ghissassi, F.; Benbrahim-Talla, L.; Guha, N.; Scoccianti, C.; Mattock, H.; Straif, K, On behalf of the International Agency for Research on Cancer Monograph Working Group, IARC, Lyon, France, Carcinogenicity of tetrachlorvinphos, parathion, malathion, diazinon, and glyphosate. Lancet Oncol. 2015, 16, 490–491. DOI: 10.1016/S1470-2045(15)70134-8.
   PubMed Web of Science ®Google Scholar
• Cavalcante, D. G.; Martinez, C. B.; Sofia, S. H. Genotoxic effects of Roundup® on the fish Prochilodus lineatus. Mutat. Res. Genet. Toxicol. Environ. 2008, 655, 41–46. DOI: 10.1016/j.mrgentox.2008.06.010.
   PubMed Web of Science ®Google Scholar
• Guilherme, S.; Santos, M. A.; Barroso, C.; Gaivão, I.; Pacheco, M. Differential genotoxicity of Roundup® formulation and its constituents in blood cells of fish (Anguilla anguilla): considerations on chemical interactions and DNA damaging mechanisms. Ecotoxicology 2012, 21, 1381–1390. DOI: 10.1007/s10646-012-0892-5.
   PubMed Web of Science ®Google Scholar
• Mottier, A.; Seguin, A.; Devos, A.; Le Pabic, C.; Voiseux, C.; Lebel, J. M.; Serpentini, A.; Fievet, B.; Costil, K. Effects of subchronic exposure to glyphosate in juvenile oysters (Crassostrea gigas): from molecular to individual levelsa. Mar. Pollut. Bull. 2015, 95, 665–677. DOI: 10.1016/j.marpolbul.2014.10.026.
   PubMed Web of Science ®Google Scholar
• Allegrini, M.; Zabaloy, M. C.; Gómez, E. Ecotoxicological assessment of soil microbial community tolerance to glyphosate. Sci. Total Environ. 2015, 533, 60–68. DOI: 10.1016/j.scitotenv.2015.06.096.
   PubMed Web of Science ®Google Scholar
• Yamada, T.; Kremer, R.; Castro, P.; Wood, B. Glyphosate interactions with physiology, nutrition, and diseases of plants: threat to agricultural sustainability? Eur. J. Agron. 2009, 31, 111–113. DOI: 10.1016/j.eja.2009.07.004.
   Web of Science ®Google Scholar
• Hamedi, H.; Moradi, S.; Hudson, S. M.; Tonelli, A. E. Chitosan based hydrogels and their applications for drug delivery in wound dressings: A review. Carbohydr. Polym. 2018, 199, 445–460. DOI: 10.1016/j.carbpol.2018.06.114.
   PubMed Web of Science ®Google Scholar
• Knidri, H.; Belaabed, R.; Addaou, A.; Laajeb, A.; Lashini, A. Extraction, chemical modification and characterization of chitin and chitosan. Int. J. Biol. Macromol. 2018, 120, 1181–1189. DOI: 10.1016/j.ijbiomac.2018.08.139.
   PubMed Web of Science ®Google Scholar
• Kumaraswamy, R. V.; Kumari, S.; Choudhary, R. C.; Pal, A.; Raliya, R.; Biswas, P.; Saharan, V. Engineered chitosan based nanomaterials: Bioactivities, mechanisms and perspectives in plant protection and growth. Int. J. Biol. Macromol. 2018, 113, 494–506. DOI: 10.1016/j.ijbiomac.2018.02.130.
   PubMed Web of Science ®Google Scholar
• Muxika, A.; Etxabide, A.; Uranga, J.; Guerrero, P.; De Caba, K. Chitosan as a bioactive polymer: processing, properties and applications. Int. J. Biol. Macromol. 2017, 105, 1358–1368. DOI: 10.1016/j.ijbiomac.2017.07.087.
   PubMed Web of Science ®Google Scholar
• Roberts, G. A. F. Chitin Chemistry; Macmillan Press: London, 1992.; 64.
   Google Scholar
• Bautista-Baños, S.; Hernández-Lauzardo, A. N.; Velázquez-del Valle, M. G.; Hernández-López, M.; Ait Barka, E.; Bosquez-Molina, E.; Wilson, C. L. Chitosan as a potential natural compound to control pre and postharvest diseases of horticultural commodities. Crop Prot. 2006, 25, 108–118. DOI: 10.1016/j.cropro.2005.03.010.
   Web of Science ®Google Scholar
• Sahariah, P.; Másson, M. Antimicrobial chitosan and chitosan derivatives: a review of the structure–activity relationship. Biomacromolecules 2017, 18, 3846–3868. DOI: 10.1021/acs.biomac.7b01058.
   PubMed Web of Science ®Google Scholar
• Romanazzi, G.; Gabler, F. M.; Margosan, D.; Mackey, B. E.; Smilanick, J. L. Effect of chitosan dissolved in different acids on its ability to control postharvest gray mold of table grape. Phytophatology 2009, 99, 1028–1036. DOI: 10.1094/PHYTO-99-9-1028.
   PubMed Web of Science ®Google Scholar
• Devlieghere, F.; Vermeulen, A.; Debevere, J. Chitosan: antimicrobial activity, interactions with food components and applicability as a coating on fruit and vegetables. Food Microbiol. 2004, 21, 703–714. DOI: 10.1016/j.fm.2004.02.008.
   Web of Science ®Google Scholar
• Carneiro, R. T. A.; Taketa, T. B.; Neto, R. J. G.; Oliveira, J. L.; Campos, E. V. R.; de Moraes, M. A.; da Silva, C. M. G.; Beppu, M. M.; Fraceto, L. F. Removal of glyphosate herbicide from water using biopolymer membranes. J. Environ. Manage. 2015, 151, 353–360. DOI: 10.1016/j.jenvman.2015.01.005.
   PubMed Web of Science ®Google Scholar
• Moraes, M. A.; Cocenza, D. S.; Vasconcellos, F.; Fraceto, L. F.; Beppu, M. Chitosan and alginate biopolymer membranes for remediation of contaminated water with herbicides. J. Environ. Manage. 2013, 131, 222–227. DOI: 10.1016/j.jenvman.2013.09.028.
   PubMed Web of Science ®Google Scholar
• França, D.; Medina, A. F.; Messa, L. L.; Souza, C. F.; Faez, R. Chitosan spray-dried microcapsule and microsphere as fertilizer host for swellable − controlled release materials. Carbohydr. Polym. 2018, 196, 47–55. DOI: 10.1016/j.carbpol.2018.05.014.
   PubMed Web of Science ®Google Scholar
• Liang, W.; Yu, A.; Wang, G.; Zheng, F.; Hu, P.; Jia, A.; Xu, H. A novel water-based chitosan-La pesticide nanocarrier enhancing defense responses in rice (Oryza sativa L) Growth. Carbohydr. Polym. 2018, 199, 437–444. DOI: 10.1016/j.carbpol.2018.07.042.
   PubMed Web of Science ®Google Scholar
• Saharan, V.; Sharma, G.; Yadav, M.; Choudhary, M. K.; Sharma, S.; Pal, A.; Raliya, R.; Biswas, P. Synthesis and in vitro antifungal efficacy of Cu–chitosan nanoparticles against pathogenic fungi of tomato. Int. J. Biol. Macromol. 2015, 75, 346–353. DOI: 10.1016/j.ijbiomac.2015.01.027.
   PubMed Web of Science ®Google Scholar
• Saharan, V.; Kumaraswamy, R. V.; Choudhary, R. C.; Kumari, S.; Pal, A.; Raliya, R.; Biswas, P. Cu-Chitosan nanoparticle mediated sustainable approach to enhance seedling growth in maize by mobilizing reserved food V. J. Agric. Food Chem. 2016, 64, 6148–6155. DOI: 10.1021/acs.jafc.6b02239.
   PubMed Web of Science ®Google Scholar
• Perez, J. J.; Francois, N. J.; Maroniche, G. A.; Borrajo, M. P.; Pereyra, M. A.; Creus, C. M. A novel, green, low-cost chitosan-starch hydrogel as potential delivery system for plant growth-promoting bacteria. Carbohydr. Polym. 2018, 202, 409–417. DOI: 10.1016/j.carbpol.2018.07.084.
   PubMed Web of Science ®Google Scholar
• Regulation (EC) No 1107/2009 of the European Parliament and of the Council of 21 October 2009 concerning the placing of plant protection products on the market and repealing.
   Google Scholar
• OECD/OCDE, 2006. Terrestrial plant test: seedling emergence and seedling growth test. In: OECD/OCDE Guidelines for the Testing of Chemicals. Section 2. Effects on Biotic Systems. Organization for Economic and Cooperation Development (OECD) Publishing, Paris.
   Google Scholar
• Kumar, S.; Koh, J.; Kim, H.; Gupta, M. K.; Dutta, P. K. A new chitosan-thymine conjugate: synthesis, characterization and biological activity. Int. J. Biol. Macromol. 2012, 50, 493–502. DOI: 10.1016/j.ijbiomac.2012.01.015.
   PubMed Web of Science ®Google Scholar
• Queiroz, M. F.; Melo, K. R. T.; Sabry, D. A.; Sassaki, G. L.; Rocha, H. A. O. Does the use of chitosan contribute to oxalate kidney stone formation? Mar. Drugs 2014, 13, 141–158. DOI: 10.3390/md13010141.
   PubMed Web of Science ®Google Scholar
• Cartigny, B.; Azaroual, N.; Imbenotte, M.; Mathieu, D.; Vermeersch, G.; Goulle, J. P.; Lhermitte, M. Determination of glyphosate in biological fluids by 1H and 31P NMR spectroscopy. Forensic Sci. Int. 2004, 143, 141–145. DOI: 10.1016/j.forsciint.2004.03.025.
   PubMed Web of Science ®Google Scholar
• Reregistration Eligibility Decision (RED): Glyphosate; EPA-738-R-93-014; U.S. Environmental Protection Agency, Office of Prevention, Pesticides, and Toxic Substances, Office of Pesticide Programs, U.S. Government Printing Office: Washington, DC, 1993.
   Google Scholar
• Manas, F.; Peralta, L.; Raviolo, J.; Ovando, H. G.; Weyer, s. A.; Ugnia, L.; Cid, M. G.; Larripa, I.; Gorla, N. Genotoxicity of AMPA, the environmental metabolite of glyphosate, assessed by the Comet assay and cytogenetic tests. Ecotoxicol. Environ. Saf. 2009, 72, 834–837. DOI: 10.1016/j.ecoenv.2008.09.019.
   PubMed Web of Science ®Google Scholar
• European Weed Research Council – EWRC. Report of the 3th and 4th meetings of EWRC – Committee of methods in weed research. Weed Res. 1964, 4, 88. DOI: 10.1111/j.1365-3180.1964.tb00275.x.
   Google Scholar
• Costa, A. G. F.; Sofiatti, V.; Maciel, C. D. G.; Lira, A. J. S.; Cordeiro, A. F.; Jr.; Silva, R. L. M. Weed management with herbicides applied in pre and postemergence on castor crop. Planta Daninha 2015, 33, 551–559. DOI: 10.1590/S0100-83582015000300017.
   Web of Science ®Google Scholar