Chemical protection of pheromones containing an internal conjugated diene system from isomerization and oxidation

Rut Ideses1, A. Shani1
1Department of Chemistry, Ben-Gurion University of the Negev, Be'er Sheva, Israel.

Tóm tắt

Từ khóa


Tài liệu tham khảo

Brown, D.F., andMcdonough, L.M. 1986. Insect sex pheromones: Formulations to increase the stability of conjugated diene.J. Econ. Entomol. 79:922?927.

Bruce, W.A., andLum, P.T.M. 1976. UV radiation: Effect on synthetic sex pheromone of the Indian meal moth.Fla. Entomol. 59:53?54.

Bruce, W.A., andLum, P.T.M. 1981. Insect pheromone protection from degradations by ultraviolet radiation.J. Ga. Entomol. Soc. 16:227?231.

Buser, H.R., Rauscher, S., andArn, H. 1974. Sex pheromone ofLobesia botrana: (E,Z)-7,9-dodecadienyl acetate in the female grapevine moth.Z. Naturforsch. 29C:781?783.

Calvert, J.G., andPitts, J.N. 1966. Photochemistry. John Wiley and Sons, New York.

Chisholm, M.D., Reed, D.W., Underhill, E.W., Palaniswamy, P., andWong, J.W. 1985. Attraction of tortricid moths of subfamily Olethreutinae to field traps baited with dodecadienes.J. Chem. Ecol. 11:217?230.

Davis, H.G., McDonough, L.M., Burditt, A.K., Jr., andBierl-Leonhardt, B.A. 1984. Filbertworm sex pheromone: Identification and field tests of (E,E)- and (E,Z)-8,10-dodecadien-1-ol acetates.J. Chem. Ecol. 10:53?61.

Dunkelblum, E., Kehat, M., Klug, J.T., andShani, A. 1984. Trimerization ofEarias insulana sex pheromone, (E,E)-10,12-hexadecadienal, a phenomenon affecting trapping efficiency.J. Chem. Ecol. 10:421?428.

Fujiwara, H., Yasuo, S., andKiyoshi, N. 1977. Physicochemical studies on the sex pheromones of insects. I. Behaviour of the sex pheromone ofSpodoptera litura F, in rubber caps.Chem. Abstr. 86:12638c.

Goto, G., Masuoka, T., andHuroga, K. 1974. Photooxidation of the sex pheromone (Z,E)-9,12-tetradecadienyl-1 acetate.Chem. Lett. 11:1275?1278.

Guerin, P.M., Arn, H., Blaser, C., andLettere, M. 1984. (Z,E)-8,10-Dodecadien-1-ol, attractant formalePammene rhediella.Entomol. Exp. Appl. 33:346?347.

Hall, D.R., Beevor, P.S., Lester, R., andNesbitt, B.F. 1980. (E,E)-10,12-Hexadecadienal: A component of the female sex pheromone of the spiny bollworm,Earias insulana (Boisd). (Lepidoptera: Noctuidea).Experientia 36:152?153.

Ideses, R., andShani, A. 1986. Chemical protection of pheromones containing internal conjugated diene system, from chemodegradation. Abstracts of Papers, ?Mating Disruption?Behaviour of Moths and Molecules,? IOBC-WPRS Meeting, Sept. 8?12, 1986, Neustadt, Federal Republic of Germany, pp. 42?43.

Ideses, R., Klug, J.T., Shani, A., Gothilf, S., andGurevitz, E. 1982a. Sex pheromone of the European grapevine mothLobesia botrana Schiff. (Lepidoptera: Tortricidae): Synthesis and effect of isomeric purity on biological activity.J. Chem. Ecol. 8:195?200.

Ideses, R., Shani, A., andKlug, J.T. 1982b. Sex pheromone of European grapevine moth(Lobesia botrana): Its chemical transformations in sunlight and heat.J. Chem. Ecol. 8:973?980.

Ideses, R., Shani, A., andKlug, J.T. 1982c. Cyclic peroxide?an isolable intermediate in singlet oxygen oxidation of pheromones to furan system.Chem. Ind. (London) 00:409?410.

Kehat, M., Gothilf, S., Dunkelblum, E., andMazor, M. 1981. Sex pheromone traps as a potential means of improving control programs for the spiny bollworm,Earias insulana.Phytoparasitica 9:191?196.

Nesbitt, B.F., Beevor, P.S., Cole, R.A., Lester, R., andPoppi, R.G. 1973. Sex pheromones of two noctuid moths.Nature (London), New Biol. 244:208?209.

Nesterova, I.P. 1985. Photoisomerization of synthetic sex pheromones of insects. Part I. Dodecenyl acetates and trans-8,trans-10-dodecadien-1-ol.Chem. Abstr. 102:91379u.

Nesterova, I.P., Rakhter, B.A., Roshka, G.K., andVoinyak, V.I. 1985. Photoisomerization of synthetic sex pheromones of insects. Part II. Sex attractant of European grape moth.Chem. Abstr. 102:108170u.

Roelofs, W., Kochansky, J., Cardé, R., Arn, H., andRauscher, S. 1973. Sex attractant of the grapevine mothLobesia botrana.Mitt. Schweiz. Entomol. Ges. 46:71?73.

Shani, A., andKlug, J. 1980a. Photooxidation of (Z,E)-9,11-tetradecadienyl acetate, the main component of the sex pheromone of the female Egyptian cotton leafworm (Spodoptera littoralis).Tetrahedron Lett., 21:1563?1564.

Shani, A., andKlug, J.T. 1980b. Sex pheromone of Egyptian cotton leafworm(Spodoptera littoralis): Its chemical transformations under field conditions.J. Chem. Ecol. 6:875?881.

Shani, A., Ideses, R., Klug, J.T., Skorka, J., andEliyahu, R. 1982. Isomerization and oxidation of the conjugated double bonds system in pheromones.Colloq. INRA. 7:107?113.

Shaver, T.N., andIvie, G.W. 1982. Degradation products (Z)-11-hexadecenal and (Z)-9-tetradecenal, components of a sex pheromone of the tobacco budworm.J. Agric. Food Chem. 30:367?371.

Sychev, A., Retunskii, V.N., Duka, G.G., andVaisman, A.E. 1987. Photochemical transformations of biologically active mono- and diene derivatives of pheromones.Chem. Abstr. 106:15167r.

Tamaki, Y., Noguchi, H., andYushima, T. 1973. Sex pheromone ofSpodoptera litura (F.) (Lepidoptera: Noctuidae): Isolation, identification and synthesis.Appl. Entomol. Zool. 8:200?203.

Vaintraub, F.P., Retunskii, V.N., andKeiser, L.S. 1983. Characteristics of the photochemical decomposition of codlemone, the sex pheromone of the codling moth.Chem. Abstr. 98:84828k.

Vylegzhanina, G.F., Antoch, E.V., Nesterova, I.P., andMottos, E. 1984. Stability of preparative forms of attractants.Chem. Abstr. 102:199513x.

Weatherston, I., Carlson, P.W., Golub, M.A., Phelan, S.A., andLee, J.M. 1981. Oxidative degradation of pheromones in laboratory and field experiments.J. Am. Oil Chem. Soc. 58:569A.