Biological properties of the novel fungicide cyazofamid against Phytophthora infestans on tomato and Pseudoperonospora cubensis on cucumber

Mitani, Shigeru; Araki, Shigeru; Yamaguchi, Tomona; Takii, Yasuko; Ohshima, T.; Matsuo, Norifusa

doi:10.1002/ps.430

Cited by 37 publications

(28 citation statements)

References 13 publications

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“…The activity was equal to that in plots sprayed with cyazofamid alone (67 and 100 mg a.i./ml, 10-day application intervals, 6 sprays). Since cyazofamid possesses strong activity to inhibit the formation of zoosporangia, 5) it may contribute to a decrease in the density of zoosporangia in the field.…”

Section: Effect Of Alternative Applications With Other Fungicidesmentioning

confidence: 99%

“…The curative pre-mixture cymoxanilϩchlorothalonil (300ϩ750 mg a.i./ml) had a similar effect on the development of the disease as cyazofamid. Although cyazofamid had a limited curative effect on P. infestans in pot tests, 5) it was able to suppress the diseases development after the pathogen had infected the plants in the field (Fig. 1).…”

Section: Curative Scheduled Application Field Test In 2000-effect Ofmentioning

confidence: 99%

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Control of Potato Late Blight by Cyazofamid

2005

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Section: Effect Of Alternative Applications With Other Fungicidesmentioning

confidence: 99%

Section: Curative Scheduled Application Field Test In 2000-effect Ofmentioning

confidence: 99%

Control of Potato Late Blight by Cyazofamid

2005

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“…Phenylamide-resistant field isolates of P. infestans were sensitive to mancozeb, chlorothalonil and cymoxanil (Sedegui et al, 1999). Metalaxyl-resistant mutants of Pseudoperonospora cubensis and P. infestans did not exhibit crossresistance to CZF (Mitani et al, 2001a). In addition, metalaxyl-resistant mutants of P. infestans were sensitive to IPV (Suty and Stenzel, 1999).…”

Section: Discussionmentioning

confidence: 99%

A High Multi-drug Resistance to Chemically Unrelated Oomycete Fungicides in Phytophthora infestans

et al. 2006

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Mutants of Phytophthora infestans with high resistance to the amidocarbamates iprovalicarb and benthiavalicarb and to the cyanoimidazole cyazofamid were isolated after UV-mutagenesis and selection on media containing one of the above fungicides. In vitro fungitoxicity tests showed that all resistant strains presented a highly reduced sensitivity to both cyazofamid and to the amidocarbamates. Cross-resistance studies with other oomycete fungicides from different chemical groups showed that the mutation(s) for resistance to iprovalicarb (IPV), benthiavalicarb (BVC) and cyazofamid (CZF) also greatly reduced the sensitivity of mutant strains to the phenylamide metalaxyl, acetamide cymoxanil, morpholine dimethomorph, benzamide zoxamide and to chlorothalonil. A lower reduction of sensitivity of mutant strains to the strobilurins azoxystrobin, kresoxim-methyl, pyraclostrobin and trifloxystrobin, azolones famoxadone and fenamidone and to antimycin A was observed. A resistance correlation was not apparent for the dithiocarbamate propineb and phenylpyridinamine fluazinam. Studies of fitness parameters in the wild-type and mutant strains of P. infestans showed that most resistant isolates had significantly reduced sporulation and sporangial germination, but not in the differentiation of sporangia into zoospores. Pathogenicity tests on tomato seedlings showed that most resistant isolates were significantly less pathogenic compared to the wild-type parent strain. However, experiments on the stability of the resistant phenotypes did not show a reduction in resistance when the mutants were grown for more than eleven generations on inhibitor-free medium. This is believed to be the first report of high level multi-drug resistance in fungal pathogens to chemically unrelated fungicides inhibiting different sites of cellular pathway.

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“…Figure 5 compares the structure of the natural substrate ubiquinone-10 10 with that of the natural antifungal agents, antimycin 17 , funiculosin 20 [72, 73], ilicicolin 21 [74] and ascochlorin 22 [75, 76] and the synthetic compounds diuron 23 [77], cyazofamid 24 [78] and amisulbrom 25 (see for instance [79]). Crystal structure information regarding tridecyl stigmatellin 19 , NQNO 18 , ascochlorin 22 and antimycin 17 are available [80].…”

Section: Inhibition Of Quinone Reduction Sitementioning

confidence: 99%

Structural Basis of Resistance to Anti-Cytochrome bc1 Complex Inhibitors: Implication for Drug Improvement

Esser¹,

Xia²

2014

CPD

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The emergence of drug resistance has devastating economic and social consequences, a testimonial of which is the rise and fall of inhibitors against the respiratory component cytochrome bc1 complex, a time tested and highly effective target for disease control. Unfortunately, the mechanism of resistance is a multivariate problem, including primarily mutations in the gene of the cytochrome b subunit but also activation of alternative pathways of ubiquinol oxidation and pharmacokinetic effects. There is a considerable interest in designing new bc1 inhibitors with novel modes of binding and lower propensity to induce the development of resistance. The accumulation of crystallographic data of bc1 complexes with and without inhibitors bound provides the structural basis for rational drug design. In particular, the cytochrome b subunit offers two distinct active sites that can be targeted for inhibition - the quinol oxidation site and the quinone reduction site. This review brings together available structural information of inhibited bc1 by various quinol oxidation- and reduction-site inhibitors, the inhibitor binding modes, conformational changes upon inhibitor binding of side chains in the active site and large scale domain movements of the iron-sulfur protein subunit. Structural data analysis provides a clear understanding of where and why existing inhibitors fail and points towards promising alternatives.

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Biological properties of the novel fungicide cyazofamid against Phytophthora infestans on tomato and Pseudoperonospora cubensis on cucumber

Cited by 37 publications

References 13 publications

Control of Potato Late Blight by Cyazofamid

Control of Potato Late Blight by Cyazofamid

A High Multi-drug Resistance to Chemically Unrelated Oomycete Fungicides in Phytophthora infestans

Structural Basis of Resistance to Anti-Cytochrome bc<sub>1</sub> Complex Inhibitors: Implication for Drug Improvement

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