Development of a novel acaricide, pyflubumide

Furuya, Takashi; Machiya, Kozo; Fujioka, Shinsuke; Nakano, Motofumi; Inagaki, Katsuhiro

doi:10.1584/jpestics.j17-02

Cited by 27 publications

(27 citation statements)

References 6 publications

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“…The development of new acaricides with new modes of action and limited cross-resistance to other conventional compounds remains crucial for efficient resistance management of phytophagous mite pests like T. urticae (Nauen et al 2012). Pyflubumide is a newly developed complex II inhibitor and the first acaricide with a carboxanilide structure (Furuya et al 2017). In this study, the compound proved to be very active on a collection of strains with varying levels of resistance to commercially available compounds.…”

Section: Discussionmentioning

confidence: 90%

“…Pyflubumide is structurally similar to the carboxamide fungicides that act as a complex II inhibitors (SDHI), and a similar mode of action has been documented (Furuya et al 2017). Resistance to SDHI fungicides has been reported to be conferred by specific point mutations in complex II subunits (SDHB, -C, and -D) in many fungal plant pathogens (Avenot and Michailides 2010;Oliver 2014;Sierotzki and Scalliet 2013).…”

Section: Discussionmentioning

confidence: 98%

“…Pyflubumide is structurally similar to the carboxamide fungicides that inhibit succinatedehydrogenase. Pyflubumide, together with the beta-ketonitriles cyenopyrafen and cyflumetofen, are the first commercially developed acaricides that act as complex II inhibitors in the mitochondrial electron transport chain (Furuya et al 2017;Van Leeuwen et al 2015). Similar to the beta-ketonitriles, pyflubumide is a pro-acaricide that is converted to a more potent de-acylated metabolite (Nakano et al 2015).…”

Section: Introductionmentioning

confidence: 99%

“…Cross-resistance to conventional acaricides in Japanese field collected resistant populations was not detected for pyflubumide (Furuya et al 2015). The specificity of pyflubumide and its compatibility with non-target arthropods such as pollinators and natural enemies make it an ideal candidate for integrated pest management (IPM) programs (Furuya et al 2017;Van Leeuwen et al 2015).…”

Section: Introductionmentioning

confidence: 99%

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Resistance risk assessment of the novel complex II inhibitor pyflubumide in the polyphagous pest Tetranychus urticae

et al. 2020

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Pyflubumide is a novel selective carboxanilide acaricide that inhibits mitochondrial complex II of mainly spider species such as Tetranychus urticae. We explored the baseline toxicity and potential crossresistance risk of pyflubumide in a reference panel of T. urticae strains resistant to various acaricides with different modes of action. A cyenopyrafen resistant strain (JPR) was identified as the only strain with low-to-moderate level of cross-resistance to pyflubumide (LC50 = 49.07 mg/L). In a resistance risk assessment approach, JPR was subsequently selected which lead to two highly resistant strains JPR-R1 (LC50 = 1437.48 mg/L) and JPR-R2 (LC50 = 1893.67 mg/L). Interestingly, compared to adult females, resistance was much less pronounced in adult males and eggs of the two JPR-R strains. In order to elucidate resistance mechanisms, we first sequenced complex II subunits in susceptible and resistant strains, but target-site insensitivity could not be detected. In contrast, synergism/ antagonism experiments strongly suggested that cytochrome P450 monooxygenases are involved in pyflubumide resistance. We therefore conducted genome-wide gene expression experiments to investigate constitutive and induced expression patterns and documented the overexpression of five cytochrome P450 and four CCE genes in JPR-Rs after pyflubumide exposure. Together, we provide a thorough resistance risk assessment of a novel complex II inhibitor, and provide first evidence for metabolic resistance mediated by cytochrome P450s in T. urticae.

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Section: Discussionmentioning

confidence: 90%

Section: Discussionmentioning

confidence: 98%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Resistance risk assessment of the novel complex II inhibitor pyflubumide in the polyphagous pest Tetranychus urticae

et al. 2020

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“…It is of interest that pyflubumide has the same mode of action as the other two acaricides, but the site of action is different, and cross-resistance is avoided. 77) Cyetpyrafen (Sinochem), the ISO common name being given in 2020, 21) is presumed to be an inhibitor of the mitochondrial electron transport chain complex II based on the similarity in chemical structure to cyenopyrafen.…”

Section: Trends In the Development Of Inhibitors Of The Mitochondrialmentioning

confidence: 99%

Development of novel pesticides in the 21st century

2020

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General trends and strategies for novel pesticides are summarized. Global pesticide sales and pesticide discovery research are also briefly reviewed. At least 105 chemical pesticides have been launched during the past decade or are under development: 43 fungicides, 34 insecticides/acaricides, 6 nematicides, 21 herbicides, and 1 herbicide safener. Most of them are safe to humans and environmentally friendly. The most developed fungicides are SDHI (succinate dehydrogenase inhibitors), DMI (demethylation inhibitors), QoI (quinone outside inhibitors), and QiI (quinone inside inhibitors). Due to the development of resistance to fungicides with existing modes of action, many fungicides possessing various novel modes of action have been launched or are under development. The trend of insecticide development is changing from organophosphorus, carbamate, and synthetic pyrethroids to nicotinic and diamide insecticides. During the past decade, compounds possessing a variety of novel modes of action have also been launched or are under development. Flupyradifurone and flupyrimin, exhibiting extremely low honeybee toxicity, have been developed and subjected to practical use. Herbicides possessing varied modes of action, such as acetolactate synthase, p-hydroxyphenylpyruvate dioxygenase, protoporphyrinogen oxidase, and very-long-chain fatty acid elongase inhibition, have been developed, but no herbicides possessing a novel mode action have commercialized in nearly 30 years. It is of interest that cyclopyrimorate, which was recently launched, and tetflupyrolimet, which is under development, have novel modes action: homogentisate solanesyltransferase (HST) and dihydroorotate dehydrogenase (DHODH) inhibition, respectively. The development of useful acaricides and nematicides is also progressing. Some natural product origin pesticides are getting attention.

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Current Trends in the Design of Fluorine‐Containing Agrochemicals

Jeschke

2021

Organofluorine Chemistry

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Development of a novel acaricide, pyflubumide

Cited by 27 publications

References 6 publications

Resistance risk assessment of the novel complex II inhibitor pyflubumide in the polyphagous pest Tetranychus urticae

Resistance risk assessment of the novel complex II inhibitor pyflubumide in the polyphagous pest Tetranychus urticae

Development of novel pesticides in the 21st century

Current Trends in the Design of Fluorine‐Containing Agrochemicals

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