Antitermite activities of coumarin derivatives and scopoletin from Protium javanicum Burm. f.
The antitermite (termiticidal and antifeedant) activity of Protium javanicum Burm. f. extract was investigated. The ethyl acetate fraction was active. Scopoletin (1), quercetin, and stigmasterol were isolated by bioassay-guided fractionation. Scopoletin had the highest activity among the three compounds. In order to investigate the structure-activity relationship (SAR) of the methoxy and hydroxy groups at the C-6 and C-7 positions of the coumarin skeleton, we synthesized several coumarin derivatives whose chemical structures are similar to scopoletin. Scopoletin exhibited the strongest termiticidal activity among the 10 compounds tested, followed by 6-methoxycoumarin (3), 6-hydroxycoumarin (7), and umbelliferone (8). All compounds except coumarin (9) showed antifeedant activity.
Adfa
Morina
M
Department of Materials Science and Technology, Faculty of Engineering, Gifu University, 1-1 Yanagido, Gifu, 501-1193, Japan.
Yoshimura
Tsuyoshi
T
Komura
Kenichi
K
Koketsu
Mamoru
M
D000818:Animals; D029403:Burseraceae / Q000737:chemistry*; D003374:Coumarins / Q000737:chemistry* / Q000302:isolation & purification; D007306:Insecticides / Q000737:chemistry* / Q000302:isolation & purification; D020049:Isoptera; D010936:Plant Extracts / Q000737:chemistry; D011794:Quercetin / Q000737:chemistry / Q000302:isolation & purification; D012603:Scopoletin / Q000737:chemistry / Q000302:isolation & purification; D013265:Stigmasterol / Q000737:chemistry / Q000302:isolation & purification; D013329:Structure-Activity Relationship; D014468:Umbelliferones / Q000737:chemistry / Q000302:isolation & purification
D003374:Coumarins; D007306:Insecticides; D010936:Plant Extracts; D014468:Umbelliferones; C031477:7-hydroxycoumarin; D013265:Stigmasterol; D011794:Quercetin; C030123:coumarin; D012603:Scopoletin