Synthesis and biological activity of a novel fungicide, flutianil

Hayashi, Masatoshi; Endo, Yasuhiro; Komura, Tomozo; Kimura, Sachi; Oka, Hisashi

doi:10.1584/jpestics.d19-077

Cited by 4 publications

(3 citation statements)

References 3 publications

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“…It exhibits therapeutic and preventive effects against powdery mildew at a low dosage. 36) The mode of action of this compound has not yet been reported.…”

Section: Mode Of Action Is Novel or Unknownmentioning

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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“…It exhibits therapeutic and preventive effects against powdery mildew at a low dosage. 36) The mode of action of this compound has not yet been reported.…”

Section: Mode Of Action Is Novel or Unknownmentioning

confidence: 99%

Development of novel pesticides in the 21st century

2020

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“…In previous studies, we have reported the biological properties of the fungicide flutianil 12) 1), which is effective to control only powdery mildew. In those reports, we revealed that flutianil inhibits the haustorial formation and secondary hyphal elongation of Blumeria graminis f. sp.…”

Section: Introductionmentioning

confidence: 99%

Effect of flutianil on the morphology and gene expression of powdery mildew

Kimura¹,

Shibata

et al. 2021

J. Pestic. Sci.

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S Supplementary materialFlutianil, a fungicide effective only on powdery mildew, was previously reported to affect the host cell's haustorial formation and nutrient absorption. Studies were conducted to investigate flutianil's primary site of action on Blumeria graminis morphology using transmission electron microscope (TEM) observation and RNA sequencing (RAN-seq) techniques. TEM observation revealed that flutianil caused the extra-haustorial matrix and fungal cell wall to be obscured, without remarkable changes of other fungal organelles. RNA-seq analysis indicated that, unlike other powdery-mildew fungicides, flutianil did not significantly affect the constantly expressed genes for the survival of B. graminis. Genes whose expression is up-or downregulated by flutianil were found; these are the three sugar transporter genes and various effector genes, mainly expressed in haustoria. These findings indicate that the primary site of action of flutianil might be in the haustoria.

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“…1), which was discovered through extensive studies on the synthesis and biological screening of the cyano-methylene thiazolidine chemical class. 10) Flutianil has proved to be a unique fungicide, since its antifungal spectrum covers only powdery mildew species, in-cluding Podosphaera xanthii, Sphaerotheca fuliginea, Erysiphe necator, Sphaerotheca aphanis var. aphanis, Blumeria graminis f. sp.…”

Section: Introductionmentioning

confidence: 99%

Biological properties of flutianil as a novel fungicide against powdery mildew

Kimura¹,

Komura²,

Yamaoka

et al. 2020

J. Pestic. Sci.

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Flutianil, chemically characterized as a cyano-methylene thiazolidine, showed antifungal activity against powdery mildew on various crops but not any other plant pathogens tested. Flutianil showed high residual and translaminar activities and rainfastness against Podosphaera xanthii. It also exhibited curative activity against P. xanthii on cucumber at an extremely low concentration of 10 mg/L. There was no cross-resistance between flutianil and other existing fungicides. Morphological studies revealed that flutianil did not inhibit the early infection behavior of Blumeria graminis f. sp. hordei i.e., conidium bursting, primary and appressorial germinations, appressorium development and hook formations, but it did inhibit haustorium formation and further fungal development. Nutrient absorption by haustoria and subsequent secondary hyphal elongation was inhibited by flutianil but not by the fungicide that showed a similar inhibitory pattern up to the haustorium formation stage of the infection process. These findings suggest that flutianil might have a novel mode of action.

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Synthesis and biological activity of a novel fungicide, flutianil

Cited by 4 publications

References 3 publications

Development of novel pesticides in the 21st century

Development of novel pesticides in the 21st century

Effect of flutianil on the morphology and gene expression of powdery mildew

Biological properties of flutianil as a novel fungicide against powdery mildew

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