Isolation, structure, and synthesis of novel 4-quinolinone alkaloids from Esenbeckia leiocarpa.
Two new biocidal quinolinone alkaloids, 3-methoxy-1-methyl-2-propyl-4-quinolone [1] and 2(1'-ethylpropyl)-1-methyl-4-quinolone [2], were efficiently isolated using reversed-phase recycling hplc from the leaves of Esenbeckia leiocarpa. The structures were determined through spectroscopic data and confirmed by total synthesis. These alkaloids have antifeedant activities against the pink bollworm, Pectinophora gossypiella.
Nakatsu
T
T
Division of Entomology and Parasitology, College of Natural Resources, Berkeley, California.
Johns
T
T
Kubo
I
I
Milton
K
K
Sakai
M
M
Chatani
K
K
Saito
K
K
Yamagiwa
Y
Y
Kamikawa
T
T
D000470:Alkaloids / Q000138:chemical synthesis / Q000737:chemistry / Q000302:isolation & purification*; D000818:Animals; D002851:Chromatography, High Pressure Liquid; D005247:Feeding Behavior / Q000187:drug effects; D007313:Insecta; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010944:Plants / Q000032:analysis*; D015363:Quinolones / Q000138:chemical synthesis / Q000737:chemistry / Q000302:isolation & purification*
D000470:Alkaloids; D015363:Quinolones; C068517:leiokinine B; C068516:leiokinine A