Biological activity of sedaxane – a novel broad‐spectrum fungicide for seed treatment

Zeun, Ronald; Scalliet, Gabriel; Oostendorp, M.

doi:10.1002/ps.3405

Cited by 70 publications

(72 citation statements)

References 19 publications

(27 reference statements)

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“…Isolation of H. maydis and R. cerealis . Fungus mitochondria were isolated according to a previously reported method . Cultures were inoculated at 0.05 OD 600nm and grown on a reciprocal shaker (180 rpm, 25 °C) for 5 days in Sabouraud maltose broth (SMB) medium.…”

Section: Methodsmentioning

confidence: 99%

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Design, synthesis and biological evaluation of novel nicotinamide derivatives bearing a substituted pyrazole moiety as potential SDH inhibitors

Ren

Liu

et al. 2017

Pest Management Science

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Section: Methodsmentioning

confidence: 99%

“…Fungus mitochondria were isolated according to a previously reported method. 27 Cultures were inoculated at 0.05 OD 600nm and grown on a reciprocal shaker (180 rpm, 25 ∘ C) for 5 days in Sabouraud maltose broth (SMB) medium. Cells were harvested by vacuum filtration and disrupted in liquid nitrogen using a mortar and pestle.…”

Section: Enzyme Assay In Vitromentioning

confidence: 99%

Design, synthesis and biological evaluation of novel nicotinamide derivatives bearing a substituted pyrazole moiety as potential SDH inhibitors

Ren

Liu

et al. 2017

Pest Management Science

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“…The most recent SDH‐inhibiting fungicides possess a high level of efficacy against numerous important cereal crop pathogens. They contain chiral hydrophobic moieties at the ‘amide linker’ such as penflufen, isopyrazam, penthiopyrad sedaxane and benzovindiflupyr (Table ) …”

Section: Fungicidesmentioning

confidence: 99%

“…Sedaxane has been developed as a broad spectrum carboxamide for seed treatment applications and shows good control of seed‐ and soil‐born fungi such as Monographella nivalis , Typhula incarnate and Rhizoctonia spp. in a broad range of crops such as soybean, corn and cotton …”

Section: Fungicidesmentioning

confidence: 99%

Current status of chirality in agrochemicals

Jeschke

2018

Pest Management Science

148

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The agrochemical industry is searching continuously for new pesticides to develop products that have optimal efficacy, lower application rates in the field, increased selectivity, favourable toxicological and environmental safety, enhanced user friendliness and better economic viability. One strategy by which to achieve these ambitious goals makes use of the unique properties of molecules containing asymmetric centres. In the past, many natural products and their congeners have been a source of inspiration in the design of new active ingredients, and the molecular structures of the resulting compounds have become increasingly complex; some 30% contain fragments with asymmetric centres. However, despite enormous progress in catalytic asymmetric processes over the past decade, few agrochemicals are produced in an enantiomerically pure or enriched form on an industrial scale. Since 2007, ∼ 43% of the 44 products launched (insecticides, acaricides, fungicides, nematicides and herbicides) contain one or more asymmetric centres in the molecule (∼ 47%) and most have been launched as racemic mixtures of enantiomers or diastereomers. This review provides an overview of the current status of chiral agrochemicals launched over the past 10 years and describes the inherently connected challenges of modern agricultural chemistry by managing important aspects resulting from the stereochemistry of these innovative products. © 2018 Society of Chemical Industry.

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“…The mitochondria of Valsa mali Miyabe et Yamada and Rhizoctonia solani were isolated according to previously reported methods (Lv et al, 2017;Zeun, Scalliet, & Oostendorp, 2013).…”

Section: In Vitro Enzyme Assaymentioning

confidence: 99%

Design, synthesis, and antifungal activity of novel cinnamon–pyrazole carboxamide derivatives

Ren

Liu

Jiao

et al. 2018

Drug Development Research

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Hit, Lead & Candidate Discovery To discover succinate dehydrogenase inhibitors with a novel structure, we introduced cinnamic acid structure to optimize the lead structure 1 and synthesized four series of cinnamon–pyrazole carboxamide derivatives. The bioassay data showed that compounds (E)‐N‐(1‐[4‐chlorophenyl]‐4‐cyano‐1H‐pyrazol‐5‐yl)‐3‐(2‐fluorophenyl) acrylamide (5III‐d) and (E)‐3‐(2‐chlorophenyl)‐N‐(1‐[4‐chlorophenyl]‐4‐cyano‐1H‐pyrazol‐5‐yl) acrylamide (5III‐f) showed the significant antifungal activity against three fungi. In addition, 5III‐d and 5III‐f exhibited the excellent inhibitory effect against succinate dehydrogenase (SDH) enzymes with IC50 values ranging from 19.4 to 28.7 μM. The study demonstrates that the chlorine substituent group is present on both the phenyl and pyrazole rings that have a very good effect on the antifungal effect, and the compounds 5III‐d and 5III‐f can act as potential SDH inhibitors (SDHI) and throw a sprat for a new generation of SDHI.

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Biological activity of sedaxane – a novel broad‐spectrum fungicide for seed treatment

Cited by 70 publications

References 19 publications

Design, synthesis and biological evaluation of novel nicotinamide derivatives bearing a substituted pyrazole moiety as potential SDH inhibitors

Design, synthesis and biological evaluation of novel nicotinamide derivatives bearing a substituted pyrazole moiety as potential SDH inhibitors

Current status of chirality in agrochemicals

Design, synthesis, and antifungal activity of novel cinnamon–pyrazole carboxamide derivatives

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