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  • 1
    ISSN: 1573-1561
    Keywords: Mediterranean fruit fly ; Ceratitis capitata (Wiedemann) ; medfly ; trimedlure ; ceralure ; attractant ; panel ; C&C traps ; TNO panels
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Ceralure or trimedlure polymeric TNO panels in C&C traps were compared for attractancy by the capture of male Mediterranean fruit flies, Ceratitis capitata (Wiedemann). This study contrasts the effectiveness of ceralure with trimedlure, the former of which is an iodo-analog of trimedlure. Field tests in Hawaii with released flies showed that the active ceralure B1 isomer in a commercial mixture of ceralure isomers consistently caught as many male flies as active trimedlure C isomer in a commercial mixture of trimedlure isomers at one-half the molar quantity of trimedlure C. These panels caught 6.4 and 5.2 times, for ceralure and trimedlure, respectively, more than the standard 2 g trimedlure AgriSense aged plug over a 26-week period. The persistence of ceralure is demonstrated by residual analyses of aged panels that revealed the presence of 2.75 times more ceralure than trimedlure in panels after 130 days of field exposure.
    Type of Medium: Electronic Resource
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  • 2
    ISSN: 1573-1561
    Keywords: Insecta ; Diptera ; Tephritidae ; Ceratitis capitata ; attractant ; ceralure ; trimedlure ; lure ; medfly
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Differences in attractiveness of four individualtrans isomers of ceralure (CRL) [ethyl 4- (and 5-) iodo-trans-2-methylcyclohexane-1-carboxylate] for male Mediterranean fruit fly,Ceratitis capitata (Wiedemann), were investigated. One of the isomers, CRL-B1 (ethylcis-5-iodo-trans-2-methylcyclohexane-1-carboxylate) was significantly superior to the three othertrans-CRL isomers, CRL, trimedlure (TML) [1,1-dimethylethyl 4- (and 5-) chloro-trans-2-methylcyclohexane-1-carboxylate], and TML-C (1,1-dimethylethyl-cis-4-chloro-trans-2-methylcyclohexane-1-carboxylate) on an equal weight basis.
    Type of Medium: Electronic Resource
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  • 3
    ISSN: 1573-1561
    Keywords: Attractants ; medfly ; Ceratitis capitata ; Diptera ; Tephritidae ; α-copaene ; β-copaene ; β-ylangene ; trans-α-bergamotene ; Angelica seed oil ; Angelica archangelica ; enantiomers ; male lures
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Two sesquiterpene hydrocarbons, β-copaene and β-ylangene, were isolated from bioactive fractions of angelica seed oil and were shown by field bioassays to be attractive to the male Mediterranean fruit fly. Their relative attractiveness, compared with the(+)-and (−)-α-copaene enantiomers, are: (+)-α-copaene〉angelica β-copaene〉angelica β-ylangene〉(−)-α-copaene. The enantiomer ratios for the two compounds are: β-copaene, 61.4% (+), 38.6% (−); β-ylangene, 91.9% (+), 8.1% (−).trans-α-Bergamotene was also isolated from the same fractions, but in sufficient quantity for bioassay [enantiomer ratio: 95.7% (+), 4.3% (−)].
    Type of Medium: Electronic Resource
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  • 4
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 21 (1995), S. 69-79 
    ISSN: 1573-1561
    Keywords: Insecta ; Ceratitus capitata ; medfly ; trimedlure ; enantiomer ; attractant ; lure ; SAR ; VdW ; Chem-X
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract tert-Butyl 4- (and 5-) chloro-trans-2-methylcyclohexane-1-carboxylate (TML), a mixture of four majortrans and four minorcis isomers, is used as an attractant for detecting and monitoring the male Mediterranean fruit fly (medfly),Ceratitis capitata (Wiedemann). The eight isomers (racemic mixtures) were isolated by HPLC, and their relative attractiveness in the field was determined. A quantitative structure-activity relationship (QSAR) was proposed that related a molecular measurement (Å3) of the TML structure to male medfly captures. More recently, thetrans-TML enantiomers were synthesized in sufficient quantities for field testing. This paper reports the computer-aided molecular modeling, via Chem-X, of thetrans-TML enantiomers and the staggered and superimposed fitting with the most attractive isomer, (1S,2S,4R)-TML-C, to determine common volumes and surface areas from Van der Waals (VdW) maps. Observations of structure-activity relationships (SAR) are reported for the staggered fittings.
    Type of Medium: Electronic Resource
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  • 5
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 19 (1993), S. 1323-1335 
    ISSN: 1573-1561
    Keywords: Trimedlure ; medfly ; Ceratitus capitata ; attractancy ; quantitative structure-activity relationship ; QSAR ; CHEM-X ; linear regression
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Trimedlure (tert-butyl 4- and 5-chloro-cis- andtrans-2-methylcyclohexane-1-carboxylate), a mixture of eight isomers, is used as an attractant for detecting and monitoring the male Mediterranean fruit fly. This paper reports the quantitative structure-activity relationship (QSAR), via CHEMX, of the eight purified isomers (racemic mixtures) of trimedlure. The relationship between structure and attractiveness is demonstrated by utilizing male medfly field catch on day 0 of the individual isomers vs. several molecular descriptors: volume, surface area, a torsion angle, and an interatomic distance.
    Type of Medium: Electronic Resource
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  • 6
    Electronic Resource
    Electronic Resource
    Springer
    Journal of chemical ecology 20 (1994), S. 2595-2609 
    ISSN: 1573-1561
    Keywords: Attractants ; medfly ; Ceratitis capitata ; Diptera ; Tephritidae ; male lures ; α-copaene ; β-copaene ; α-ylangene ; β-ylangene ; cyclosativene ; cyclocopacamphene ; longicyclene ; longipinene ; trans-α-bergamotene ; Angelica seed oil ; Angelica archangelica ; enantiomers
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract Nine sesquiterpenes structurally related to the potent male Mediterranean fruit fly lure (+)-α-copaene were tested in a series of field bioassays to determine their male medfly attractiveness relative to one another and to (+)-α-copaene itself. This study was carried out to determine the relative importance of the various substructure components of the (+)-α-copaene molecule in eliciting an attractive response in the male fly. Tests indicated that any deviation from the three-dimensional structure of (+)-α-copaene leads to major losses in male fly attractancy. The tested analogs fell into two groups, based on their levels of attraction: (+)-α-ylangene, (+)-β-copaene, (+)-β-ylangene, and (-)-α-copaene were found to be somewhat attractive, although much less so than (+)-α-copaene, while (+)-cyclosativene, (+)-cyclocopacamphene, (+)-longicyclene, (+)-longipinene, and (-)-trans-α-bergamotene were not attractive.
    Type of Medium: Electronic Resource
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  • 7
    ISSN: 1573-1561
    Keywords: Mediterranean fruit fly ; Ceratitis capitata ; medfly ; C&C trap ; Jackson trap ; trimedlure ; ceralure ; attractant ; parapheromone ; panels
    Source: Springer Online Journal Archives 1860-2000
    Topics: Biology , Chemistry and Pharmacology
    Notes: Abstract The Mediterranean fruit fly, Ceratitis capitata, is a major pest of fruits and vegetables in the world. With the help of an extensive trapping program, the continental United States has remained free of established medfly populations. In an effort to increase trapping efficiency, controlled-release polymeric panels with trimedlure and ceralure were developed in conjunction with the development of a new trap, the C&C trap. This study contrasts the effectiveness of different panel formulations with the standard trimedlure polymeric plug and describes the use of the panels in the C&C trap. Field tests in Hawaii using released sterile flies showed consistently higher male medfly catches with panels in C&C traps than with the standard trimedlure polymeric plug in Jackson traps.
    Type of Medium: Electronic Resource
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