Inhibition of sterol 14-alpha-demethylation in Botrytis cinerea by the novel imidazole-1-carboxylate fungicides
1991
Yanosaka, K. | Imai, T. | Yamaguchi, K. | Uchida, T. | Umetsu, N.
The effect of the novel imidazole-1-carboxylates (1-(4-substituted phenoxymethyl)-2,2-dimethylpropyl imidazole-1-carboxylates), which have a carbonyl group linking to the 1-position of imidazole, on growth and sterol biosynthesis in Botrytis cinerea was studied. The present fungicidal compounds severely suppressed the mycelial growth of B. cinerea with a concomitant decrease in the ergosterol level and the accumulation of 14 alpha-methyl sterols, indicating inhibition of sterol 14 alpha-demethylase. The 14 alpha-demethylation is well known to be catalyzed by cytochrome P450-dependent monooxygenase, which gives type II spectral changes by interacting with 14 alpha-demethylation inhibitors such as prochloraz. Imidazole-1-carboxylates produced type II spectra with rat liver P450. These results demonstrate that the inhibition of 14 alpha-demethylation is the mode of action of the present azole fungicides.
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