Synthesis of 7-methoxyapigeninidin and its fungicidal activity against Gloeocercospora sorghi.
In the structure of sakuranetin, which was isolated as a phytoalexin from the rice plant, the methoxy group at C-7 has been shown to be important for its high activity. Apigeninidin was isolated as a phytoalexin from sorghum, but it had no methoxy group at C-7. We prepared 7-methoxyapigeninidin and compared its fungicidal activity with that of apigeninidin. The 7-methoxyapigeninidin showed higher activity against sorghum fungi than apigeninidin, suggesting that the methoxy group at C-7 was important for the high fungicidal activity.
Aida
Y
Y
Laboratory of Bio-organic and Pesticide Chemistry, School of Agriculture, Ibaraki University, Japan.
Tamogami
S
S
Kodama
O
O
Tsukiboshi
T
T
D000872:Anthocyanins; D047310:Apigenin; D001578:Benzopyrans / Q000138:chemical synthesis* / Q000302:isolation & purification* / Q000494:pharmacology; D002523:Edible Grain / Q000382:microbiology*; D005658:Fungi / Q000187:drug effects*; D005659:Fungicides, Industrial / Q000138:chemical synthesis* / Q000302:isolation & purification / Q000494:pharmacology; D015394:Molecular Structure; D013329:Structure-Activity Relationship; D000094162:Phytoalexins
D000872:Anthocyanins; D047310:Apigenin; D001578:Benzopyrans; D005659:Fungicides, Industrial; C104028:7-methoxyapigeninidin; C104027:apigeninidin; D000094162:Phytoalexins