Isolation and Identification of Insecticidal Components from Citrus aurantium Fruit Peel Extract
Autor: | B. E. Mazomenos, M. A. Konstantopoulou, Elias P. Siskos |
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Rok vydání: | 2008 |
Předmět: |
Citrus
Insecticides Chromatography biology Tephritidae Olive fruit fly General Chemistry Orange (colour) Fractionation Chemical Fractionation biology.organism_classification Bergapten High-performance liquid chromatography chemistry.chemical_compound Rutaceae chemistry Coumarins Fruit Furocoumarins 5-Methoxypsoralen Animals Methoxsalen Petroleum ether General Agricultural and Biological Sciences Osthol |
Zdroj: | Journal of Agricultural and Food Chemistry. 56:5577-5581 |
ISSN: | 1520-5118 0021-8561 |
DOI: | 10.1021/jf800446t |
Popis: | Three active components were identified by bioassay-guided fractionation of bitter orange ( Citrus aurantium L.) fruit peel petroleum ether extract. Silica gel fractionation of the extract yielded a fraction that inflicted up to 96% mortality to adults of the olive fruit fly Bactrocera oleae (Gmelin) three days post-treatment. Subsequent HPLC purification of the active fraction resulted in the isolation of three components, eluted in fractions F 222, F 224, and F 226, that induced adult mortality. Considering the data obtained from UV, FTIR, MS, and (1)H NMR spectra, they were identified as 7-methoxy-8-(3'-methyl-2'-butenyl)-2 H-1-benzopyran-2-one (osthol), 4-methoxy-7 H-furo[3,2- g]benzopyran-7-one (bergapten), and 4-(( E)-3'-methyl-5'-(3'',3''-dimethyloxiran-2''-yl)pent-2'-enyloxy)-7 H-furo[3,2- g][1]benzopyran-7-one (6',7'-epoxybergamottin). Our results are in concordance with those reported in the literature and were further verified by direct comparison to authentic components. 6',7'-Epoxybergamottin was toxic when tested individually, while bergapten and osthol were found to act synergistically to 6',7'-epoxybergamottin. |
Databáze: | OpenAIRE |
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