Document Detail


Isolation and identification of insecticidal components from Citrus aurantium fruit peel extract.
MedLine Citation:
PMID:  18578532     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
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.
Authors:
Elias P Siskos; Basilis E Mazomenos; Maria A Konstantopoulou
Publication Detail:
Type:  Journal Article     Date:  2008-06-26
Journal Detail:
Title:  Journal of agricultural and food chemistry     Volume:  56     ISSN:  1520-5118     ISO Abbreviation:  J. Agric. Food Chem.     Publication Date:  2008 Jul 
Date Detail:
Created Date:  2008-07-17     Completed Date:  2008-09-02     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  0374755     Medline TA:  J Agric Food Chem     Country:  United States    
Other Details:
Languages:  eng     Pagination:  5577-81     Citation Subset:  IM    
Affiliation:
Chemical Ecology and Natural Products Laboratory, NCSR Demokritos, 150 13 Aghia Paraskevi, Attikis, Greece.
Export Citation:
APA/MLA Format     Download EndNote     Download BibTex
MeSH Terms
Descriptor/Qualifier:
Animals
Chemical Fractionation
Citrus / chemistry*
Coumarins / analysis
Fruit / chemistry*
Insecticides / analysis,  isolation & purification*
Methoxsalen / analogs & derivatives,  analysis
Psoralens / analysis
Tephritidae
Chemical
Reg. No./Substance:
0/Coumarins; 0/Insecticides; 0/Psoralens; 0/epoxybergamottin; 298-81-7/Methoxsalen; 484-12-8/osthol; 484-20-8/5-methoxypsoralen

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


Previous Document:  Total synthesis of (-)-saliniketals A and B.
Next Document:  Analysis of pesticides in nuts by online reversed-phase liquid chromatography-gas chromatography usi...