Structure-Activity Relationships of Enantiomers of the Azole Fungicide Ipconazole and Its Related Compounds

Saishoji, Toshihide; Ito, Atsushi; Kumazawa, Satoru; Chuman, Hiroshi

doi:10.1584/jpestics.23.129

Cited by 11 publications

(9 citation statements)

References 4 publications

(4 reference statements)

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“…Also distinct imidazoles, such as 1-ndecylimidazole and 1-geranylimidazole (167) and HOE 074784 (19) possess plant growth-retarding properties. In some instances, plant growth retardation can also be found as a side activity of some triazole-type fungicides such as triadimenol, triadimefon (14), or ipconazole (147). Particularly in oilseed rape, the growthregulating effect of the fungicides tebuconazole and metconazole is of practical relevance.…”

Section: Compounds With a Nitrogen-containing Heterocyclementioning

confidence: 99%

GROWTH RETARDANTS: Effects on Gibberellin Biosynthesis and Other Metabolic Pathways

Rademacher¹

2000

Annu. Rev. Plant. Physiol. Plant. Mol. Biol.

967

768

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Plant growth retardants are applied in agronomic and horticultural crops to reduce unwanted longitudinal shoot growth without lowering plant productivity. Most growth retardants act by inhibiting gibberellin (GA) biosynthesis. To date, four different types of such inhibitors are known: (a) Onium compounds, such as chlormequat chloride, mepiquat chloride, chlorphonium, and AMO-1618, which block the cyclases copalyl-diphosphate synthase and ent-kaurene synthase involved in the early steps of GA metabolism. (b) Compounds with an N-containing heterocycle, e.g. ancymidol, flurprimidol, tetcyclacis, paclobutrazol, uniconazole-P, and inabenfide. These retardants block cytochrome P450-dependent monooxygenases, thereby inhibiting oxidation of ent-kaurene into ent-kaurenoic acid. (c) Structural mimics of 2-oxoglutaric acid, which is the co-substrate of dioxygenases that catalyze late steps of GA formation. Acylcyclohexanediones, e.g. prohexadione-Ca and trinexapac-ethyl and daminozide, block particularly 3ss-hydroxylation, thereby inhibiting the formation of highly active GAs from inactive precursors, and (d) 16,17-Dihydro-GA5 and related structures act most likely by mimicking the GA precursor substrate of the same dioxygenases. Enzymes, similar to the ones involved in GA biosynthesis, are also of importance in the formation of abscisic acid, ethylene, sterols, flavonoids, and other plant constituents. Changes in the levels of these compounds found after treatment with growth retardants can mostly be explained by side activities on such enzymes.

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Section: Compounds With a Nitrogen-containing Heterocyclementioning

confidence: 99%

GROWTH RETARDANTS: Effects on Gibberellin Biosynthesis and Other Metabolic Pathways

Rademacher¹

2000

Annu. Rev. Plant. Physiol. Plant. Mol. Biol.

967

768

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“…Reduction or elimination of direct effects of pathogenic organs and tissues on the structural integrity of the plant cells and tissues may also have contributed to this response. A growth retarding effect of some triazole-type fungicides was reported by Rademacher (2000) but this was based on work done with seedlings rather than mature plants (Buchenauer & Ro¨hner 1981;Saishoji et al 1998).…”

Section: Lodging and Disease Controlmentioning

confidence: 99%

The influence of variety, year, disease control and plant growth regulator application on crop damage, yield and quality of winter oats (Avena sativa)

White

McGAREL

Ruddle³

2003

J. Agric. Sci.

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Yield, straw length, ripening, damage, grain composition and quality were determined on seven winter oat varieties included in trials grown in Northern Ireland between 1990 and 2000. Three management regimes were applied to the varieties in each year: (1) with fungicide but without plant growth regulator applications (+F−PGR); (2) with plant growth regulator and fungicide applications (+F+PGR); and (3) with neither fungicide nor plant growth regulator applications (−F−PGR). Disease control significantly improved yield, kernel content and the proportions of groats above 2·0- and 2·2-mm sieves but delayed ripening and increased the content of free kernels. Application of chlormequat significantly reduced straw length and the content of empty husks and increased the content of good oats but reduced kernel content. Specific weight, grain weight and the proportions of grain above 2·0- and 2·2-mm sieves were not significantly affected by either control of disease or application of chlormequat.The combined effects of disease control and chlormequat significantly reduced leaning and brackling while lodging was reduced but not significantly. Rather than an increased incidence following disease control which was reduced by application of chlormequat, the two management strategies resulted in similar small incremental reductions in straw damage. In years with severe straw damage lower specific weight, grain weight and kernel content may have been attributable to the damage but quality was also poor in some years when there was little damage. Grain and groat size were only poor in those years when severe lodging or brackling occurred.Year had the greatest influence on most characteristics and variety to a lesser extent. Disease control and to a lesser extent chlormequat application had smaller effects on fewer characteristics. While the effect of disease control on yield is of economic significance, the effect of chlormequat appears to be mainly of psychological significance.

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“…A redução desta biossíntese causa atraso na senescência da planta, o que permite a ela maior tempo com seu metabolismo de produção em condições adequadas. Outro efeito conhecido dos fungicidas triazóis refere-se à característica de reguladores de crescimento, conforme relatado nos trabalhos de Saishoji et al (1998) em que o uso de tebuconazole promoveu a redução do porte das plantas e o incremento da produção.…”

Section: Resultsunclassified

Controle da mancha angular do feijoeiro com uso de fungicidas e seu efeito na produção das plantas

Maringoni

2012

Idesia

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RESUMOA mancha angular, causada por Phaeoisairopsis griseola, é uma doença de grande importância para a cultura do feijoeiro no Brasil. Em condições climáticas propícias, cultivares suscetíveis apresentam perdas significativas devida a doença. O uso de fungicidas é um mecanismo fundamental para o manejo da mancha angular nestas condições. O presente trabalho teve por objetivos: a) verificar a ação de alguns fungicidas sobre alterações fisiológicas de plantas de feijoeiro (índices de fotossíntese líquida e condutividade estomática); b) avaliar a eficácia de alguns fungicidas registrados para a cultura no controle da mancha angular; c) analisar a influên-cia dos mesmos sobre alguns parâmetros agronômicos (massa de 100 grãos, número de grãos por vagem e número de vagens por plantas) do feijoeiro cultivar Pérola. Para tanto, quatro ensaios foram conduzidos, dois em condições de telado e dois ensaios sob condições de campo. Foi constatado que a pulverização de piraclostrobina, tebuconazole e tebuconazole + trifloxistrobina elevou os níveis de fotossíntese, porém não alterou a condutância estomática das plantas. A pulverização dos fungicidas tebuconazole, piraclostrobina, metiram + piraclostrobina e azoxistrobina proporcionaram os melhores níveis de controle da doença e também os maiores valores de massa de 100 grãos, com exceção da azoxistrobina para este parâmetro.Palavras chave: Phaseolus vulgaris L., Phaeoisairopsis griseola, controle químico. ABSTRACT The angular leaf spot of dry bean caused by the fungus Phaeoisairopsis griseola is a very important disease on dry bean crops in

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Structure-Activity Relationships of Enantiomers of the Azole Fungicide Ipconazole and Its Related Compounds

Cited by 11 publications

References 4 publications

GROWTH RETARDANTS: Effects on Gibberellin Biosynthesis and Other Metabolic Pathways

GROWTH RETARDANTS: Effects on Gibberellin Biosynthesis and Other Metabolic Pathways

The influence of variety, year, disease control and plant growth regulator application on crop damage, yield and quality of winter oats (Avena sativa)

Controle da mancha angular do feijoeiro com uso de fungicidas e seu efeito na produção das plantas

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