The hydroxyanilide fenhexamid, a new sterol biosynthesis inhibitor fungicide efficient against the plant pathogenic fungus Botryotinia fuckeliana (Botrytis cinerea).
Fenhexamid, a recently developed botryticide, is shown here to inhibit sterol biosynthesis. When the fungus Botryotinia fuckeliana was grown in the presence of fenhexamid, the ergosterol content was reduced, and three 3-keto compounds, 4 alpha-methylfecosterone, fecosterone and episterone, accumulated, suggesting an inhibition of the 3-keto reductase involved in C-4 demethylation. Thus, fenhexamid belongs to a new, promising class of sterol biosynthesis inhibitors not previously used in agriculture or in medicine.
Debieu
D
D
INRA, Unité de Phytopharmacie et Médiateurs Chimiques, 78026 Versailles, France. debieu@versailles.inra.fr
Bach
J
J
Hugon
M
M
Malosse
C
C
Leroux
P
P
D000577:Amides / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology*; D000935:Antifungal Agents / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology; D020171:Botrytis / Q000187:drug effects* / Q000254:growth & development / Q000378:metabolism; D002473:Cell Wall / Q000187:drug effects; D005659:Fungicides, Industrial / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology*; D015394:Molecular Structure; D010840:Phytosterols / Q000037:antagonists & inhibitors / Q000096:biosynthesis*; D010935:Plant Diseases / Q000382:microbiology*; D013329:Structure-Activity Relationship
D000577:Amides; D000935:Antifungal Agents; D005659:Fungicides, Industrial; D010840:Phytosterols; C451426:N-(2,3-dichloro-4-hydroxyphenyl)-1-methylcyclohexanecarboxamide