Syntheses and behavioral evaluations of fluorinated and silylated analogs of raspberry ketone as attractants for the melon fly, Bactrocera cucurbitae (Coquillett)1

Journal of Entomological Science

Volumn 38, Issue 1, 2003, Pages 111-119

  Casana Giner V ^a   Oliver, J E ^a   Jang, E ^a   Carvalho, L ^a  

^a AGRICULTURAL RESEARCH SERVICE   (United States)

Author keywords

Bactrocera cucurbitae; Fluorinated analogs; Male lures; Melon fly; Silylated analogs

Indexed keywords

BACTROCERA CUCURBITAE; CUCUMIS; OXY; RUBUS GLAUCUS;

EID: 0037257031     PISSN: 07498004     EISSN: None     Source Type: Journal    
DOI: 10.18474/0749-8004-38.1.111     Document Type: Article

References (21)

1. Beroza, M., B. H. Alexander, L. F. Steiner, W. C. Mitchell and D. H. Miyashita. 1960. New synthetic lures for the male melon fly. Science 131: 1044-1045.
2. Boivin, J., L. El Kaim and S. Z. Zard. 1995. A new and efficient synthesis of trifluoromethyl ketones from carboxylic acids. Part I. Tetrahedron 51: 1573-1584.
3. California Department of Food and Agriculture. Summary of California's state exterior quarantines. http:#www.cdfa.ca.gov/phpps/pe/summary.htm.
4. Cheng, E. Y., T. Y. Ku, C. H. Kao and Y. B. Huang. 1996. Instability of the currently used poison baits for the oriental fruit fly and melon fly - the study on decomposition of naled and cuelure. Zhonghua Nongye Yanjiu 45: 422-435; Chem. Abstr. (1997) 127: 105561c.
5. Cheng, E. Y., T. Y. Ku, C. H. Kao and Y. B. Huang. 1996. Instability of the currently used poison baits for the oriental fruit fly and melon fly - the study on decomposition of naled and cuelure. Zhonghua Nongye Yanjiu 45: 422-435; Chem. Abstr. (1997) 127: 105561c.
6. Cornier, R. A. and M. D. McCauley. 1988. Catalytic hydrogenation of diketones. Synth. Commun. 18: 675-676.
7. Cunningham, R. T. and L. F. Steiner. 1972. Field trial of cue-lure + naled on saturated fiberboard blocks for control of the melon fly by the male-annihilation technique. J. Econ. Entomol. 65: 505-507.
8. Dixon, D. A. and B. E. Smart. 1991. The effect of fluorination of polyacetylene and the role of internal hydrogen bonds to fluorine: molecular orbital models, Pp. 36-54. In J. T. Welch [Ed.], Selective fluorination in organic and bioorganic chemistry. ACS Symposium Series 456.
9. Greene, W. and P. G. M. Wuts. 1991. Protection for phenols and catechols, Pp. 160-162. In Protective groups in organic synthesis. John Wiley & Sons, Inc., NY.
10. Jang, E. B., A. S. Raw and L. A. Carvalho. 2001. Field attraction of Mediterranean fruit fly, Ceratitis capitata (Wiedemann) to synthetic stereoselective enantiomers of the ceralure B1 isomer. J. Chem. Ecol. 27: 235-242.
11. Kende, A. S. and J. P. Rizzi. 1981. Synthesis of naphthalenones in basic media. Tetrahedron Lett. 22: 1729.
12. Khoo, C. C. H. and T. K. Han. 2000. Attraction of both sexes of melon fly, Bactrocera cucurbitae to conspecific males - a comparison after pharmacology of cue-lure and a new attractant zingerone. Entomol. Exp. Appl. 97: 317-320.
13. Kuba, H. T., Kohama, H. Kakinohama, M. Yamagishi, K. Kinjo, Y. Sokei, T. Nakasone and Y. Nakamoto. 1996. The successful eradication programs of the melon fly in Okinawa, Pp. 543-550. In Bruce A. McP. and G. J. Steck [Eds.], Fruit fly pests: a world assessment of their biology and management.
14. Metcalf, R. L. 1990. Chemical ecology of Dacinae fruit flies (Diptera: Tephritidae). Ann. Entomol. Soc. Am. 83: 1017-1030.
15. Metcalf, R. L. and E. R. Metcalf. 1992. Fruit flies of the family Tephritidae. Pp. 109-155. In Plant kairomones in insect ecology and control. Chapman and Hall, NY.
16. Metcalf, R. L., E. R. Metcalf and W. C. Mitchell. 1986. Benzyl acetates as attractants for the male oriental fruit fly, Dacus dorsalis, and the male melon fly, Dacus cucurbitae. Proc. Natl. Acad. Sci. 83: 1549-1553.
17. STATGRAPHICS v. plus 3.1 (1994). Manugistics, Rockville, MD, USA.
18. Tan, K. H. 2000. Sex pheromone components in defense of melon fly, Bactrocera cucurbitae against Asian house gecko, Hemidactylus frenatus. J. Chem. Ecol. 26: 697-704.
19. Tsukayama, M., M. Kikuchi and Y. Kawamura. 1994. Regioselective prenylation of phenols by palladium catalyst: syntheses of prenylphenols and chromans. Heterocycuelurees 38: 1487-1490.
20. Veysoglu, T. and L. A. Mitscher. 1981. A cuelureass of new silylating reagents. I. A mild method of introducing the tert-butyldimethylsilyl group. Tetrahedron Lett. 22: 1299-1302.
21. Welch, J. T. 1991. The effects of selective fluorination on reactivity in organic and bioorganic chemistry. In J. T. Welch led.], Selective fluorination in organic and bioorganic chemistry. ACS Symposium Series 456.