Synthesis of novel triazole derivatives as potent inhibitor of allene oxide synthase (CYP74A), a key enzyme in jasmonic acid biosynthesis

A series of new triazole derivatives was synthesized and their inhibitory activity against allene oxide synthase (AOS, CYP74A), a key enzyme in jasmonic acid biosynthesis, was evaluated. Structure-activity relationship studies revealed that methyl 8-[1-(naphthalen-2-yl)-2-(1,2,4-triazol-1-yl)ethoxy]...

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Veröffentlicht in:Journal of Pesticide Science 2012/03/20, Vol.37(1), pp.80-84
Hauptverfasser: Oh, Keimei, Nakai, Kouta, Yamada, Kazuhiro, Yoshizawa, Yuko
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Sprache:eng
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Zusammenfassung:A series of new triazole derivatives was synthesized and their inhibitory activity against allene oxide synthase (AOS, CYP74A), a key enzyme in jasmonic acid biosynthesis, was evaluated. Structure-activity relationship studies revealed that methyl 8-[1-(naphthalen-2-yl)-2-(1,2,4-triazol-1-yl)ethoxy]octanate (4i) and methyl 8-[1-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-yl)ethoxy]octanate (4g) exhibit potent inhibitory activity to allene oxide synthase, with IC50 values of 0.75±0.30 and 0.84±0.60 μM, respectively.
ISSN:1348-589X
1349-0923
DOI:10.1584/jpestics.D11-006