Chemical Behaviour and Herbicidal Activity of Cyclohexanedione Oxime Herbicides

Sandín‐España, Pilar; Sevilla-Morán, Beatriz; Alonso‐Prados, José Luis; Santín-Montanyá, M. I.

doi:10.5772/31955

Cited by 2 publications

(2 citation statements)

References 96 publications

(118 reference statements)

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“…Putatively, the presence of oxime in BP OX may be associated to the phytotoxic effect at high concentrations. Sandin-Espana et al [33] found that oxime-based herbicides, such as cyclohexanedione oxime, determine a rapid reduction of growth followed by the destruction of shoot meristems in susceptible species. This could explain the negative effect of BP OX at high concentrations, which occurred mostly on the length of the radicle rather than on seed germination process.…”

Section: Bp Performance On Seed Germinationmentioning

confidence: 99%

“…These herbicides seem to inhibit the fatty acid biosynthesis in isolated chloroplasts, cell cultures, or leaves showing a greater susceptibility for some species, such as corn, wheat, and wild oats [34,35]. However, other plants, such as soybean, spinach, and sugar beet, have been reported to be more tolerant to oxime [33].…”

Section: Bp Performance On Seed Germinationmentioning

confidence: 99%

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New insights into municipal biowaste derived products as promoters of seed germination and potential antifungal compounds for sustainable agriculture

Fragalà

Castello

Puglisi

et al. 2022

Chem. Biol. Technol. Agric.

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Background Municipal biowaste management may generate a negative impact on the environment; therefore, their biomasses could be valorised as an alternative feedstock to fossils to produce high performance compounds useful for agricultural applications. The main objective of this study was to evaluate the potential agricultural applications of bioproducts (BPs) obtained by alkaline hydrolysis of the solid anaerobic digestate of municipal biowastes (ADMBW) and of one oxidized (ozonized) product (ADMBW BP OX). Both products were chemically characterized and used for agricultural in vitro assays. Results BP preparations were tested for their potential effect as enhancers of seed germination process using five concentrations (1, 10, 100, 1000, and 5000 mg L−1) and three different species: cress (Lepidium sativum), tomato (Solanum lycopersicum), and lettuce (Lactuca sativa L.). At this aim several germination indices were calculated to establish the priming effect of these substances on the selected seeds. Moreover, the potential in vitro antifungal effects of BPs at three concentrations (100, 1000, and 5000 mg L−1) on many dangerous fungal phytopathogens of economically important cultivated crops were evaluated and compared to Benzothiadiazole, one of the most-used plant disease suppressants. Results show that these ADMBW derived BPs exert a seed specie-specific positive effect on germination process, inducing better performances in the several calculated indices at all the concentration tested, except for the ADMBW BP OX 5000 mg L−1, which showed at the highest concentration a strong phytotoxic effect on tomato seeds. Conclusions The fungicidal potency of ADMBW BP OX was for the first time clearly demonstrated on multiple targets as Botrytis cinerea, Sclerotinia sclerotiorum, Monilia sp., Sclerotium rolfsii, and Phytophthora nicotianae, by calculating their relative EC50 and, when it was possible, also EC95 and MIC values. These results are of great impact in the actual historical moment, as from a biowaste as DMBW, which is worldwide constantly produced, may be possible to obtain agrochemicals and fertilizers without the usual feedstocks, which are more and more expensive. Graphical Abstract

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Section: Bp Performance On Seed Germinationmentioning

confidence: 99%

Section: Bp Performance On Seed Germinationmentioning

confidence: 99%

New insights into municipal biowaste derived products as promoters of seed germination and potential antifungal compounds for sustainable agriculture

Fragalà

Castello

Puglisi

et al. 2022

Chem. Biol. Technol. Agric.

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Profoxydim in Focus: A Structural Examination of Herbicide Behavior in Gas and Aqueous Phases

Cobos-Escudero,

Pla,

Cervantes-Diaz

et al. 2024

Molecules

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This study investigates the chemical structure of profoxydim, focusing on its E–isomer, the main commercial form. The research aimed to determine the predominant tautomeric forms under various environmental conditions. Using proton and carbon–13 NMR spectroscopy alongside theoretical modeling, we examined tautomers and their conformers in different solvents (MeOD, DMSO, CDCl3, benzene) to mimic gas and aqueous phases. The findings reveal that the enolic form dominates in the gas phase, while the ketonic form prevails in aqueous environments, providing key insights into the herbicide’s environmental behavior. We also observed an isomeric transition from E to Z under acidic conditions, which could affect profoxydim’s reactivity in natural environments. The theoretical calculations indicated that in acidic conditions, the E and Z forms are nearly degenerate, with the E form remaining dominant in neutral environments. Additionally, QSAR models assessed the toxicity of various tautomers, revealing significant differences that could impact bioactivity and environmental fate. This research offers crucial insights into the structural dynamics of profoxydim, contributing to cyclohexanedione chemistry and the development of more effective herbicides.

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Chemical Behaviour and Herbicidal Activity of Cyclohexanedione Oxime Herbicides

Cited by 2 publications

References 96 publications

New insights into municipal biowaste derived products as promoters of seed germination and potential antifungal compounds for sustainable agriculture

New insights into municipal biowaste derived products as promoters of seed germination and potential antifungal compounds for sustainable agriculture

Profoxydim in Focus: A Structural Examination of Herbicide Behavior in Gas and Aqueous Phases

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