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Systemic activity of simeconazole and its derivatives in plants
Author(s) -
Tsuda Mikio,
Itoh Hiroyuki,
Kato Shigehiro
Publication year - 2004
Publication title -
pest management science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.296
H-Index - 125
eISSN - 1526-4998
pISSN - 1526-498X
DOI - 10.1002/ps.908
Subject(s) - biology , chemistry
Abstract The systemic activity of simeconazole ( RS ‐2‐(4‐fluorophenyl)‐1‐(1 H ‐1,2,4‐triazol‐1‐yl)‐3‐trimethylsilylpropan‐2‐ol) and a number of its derivatives in plants has been investigated to establish which portion of the structure of the molecule contributes to this outstanding activity. The results revealed that the hydroxyl group of the simeconazole moiety is essential for vapour‐phase activity and translocation from roots of the compound. They showed that the presence of a fluorine atom in the structure was not indispensable for vapour‐phase activity or translocation from roots, although the fluorine atom contributed to these systemic movements. In addition, it was found that the fungicidal activity of simeconazole against Rhizoctonia solani Kühn and Blumeria graminis DC f sp hordei Marchal is potentiated by the fluorine atom, since the activity of a compound which lacked fluorine in the 4‐position of the phenyl ring was inferior to that of simeconazole. A compound in which the silicon atom of simeconazole was replaced by a carbon atom showed lower antifungal activity than simeconazole, while phytotoxicity was caused in rice plants by soil drench of the compound. Therefore, the silicon atom of simeconazole may contribute to its selectivity between fungi and plants. Copyright © 2004 Society of Chemical Industry