(Z)-7-Tricosene and Monounsaturated Ketones as Sex Pheromone Components of the Australian Guava Moth Coscinoptycha improbana: Identification, Field Trapping, and Phenology

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• 作者：A. R. Gibb (1)
  D. M. Suckling (1)
  B. D. Morris (2) (6)
  T. E. Dawson (3)
  B. Bunn (4)
  D. Comeskey (4)
  J. J. Dymock (5)
  
• 关键词：Australian guava moth ; Coscinoptycha improbana ; carposinidae ; lepidoptera ; (Z) ; 7 ; tricosene ; (Z) ; 7 ; octadecen ; 11 ; one ; (Z) ; 7 ; nonadecen ; 11 ; one ; (Z) ; 7 ; tricosen ; 11 ; one ; trapping trials ; phenology
• 刊名：Journal of Chemical Ecology
• 出版年：2006
• 出版时间：January 2006
• 年：2006
• 卷：32
• 期：1
• 页码：221-237
• 全文大小：469KB
• 参考文献：1. Buser, H., Arn, H., Guerin, P., Rauscher, S. (1983) Determination of double bond position in mono-unsaturated acetates by mass spectrometry of dimethyl disulfide adducts. Anal. Chem. 55: pp. 818-822 CrossRef
  2. Common, I. F. B. (1990) Moths of Australia. Melbourne University Press, Carlton, Victoria, Australia
  3. El-Sayed, A. M. 2006. The Pherobase: Database of insect pheromones and semiochemicals. 銆坔ttp://www.pherobase.com銆?
  4. Ferreri, C., Costantino, C., Perrotta, L., Landi, L., Mulazzani, Q. G., Chatgilialoglu, C. (2001) Cis鈥搕rans isomerization of polyunsaturated fatty acid residues in phospholipids catalyzed by thiyl radicals. J. Am. Chem. Soc. 123: pp. 4459-4468 CrossRef
  5. Foster, S. P., Thomas, W. P. (2000) Identification of a sex pheromone component of the raspberry budmoth, Heterocrossa rubophaga. J. Chem. Ecol. 26: pp. 2549-2555 CrossRef
  6. Han, K. S., Jung, J. K., Choi, K. H., Lee, S. W., Boo, K. S. (2000) Sex pheromone composition and male trapping of the peach fruit moth, Carposina sasakii (Matsumura) (Lepidoptera: Carposinidae) in Korea. J. Asia Pac. Entomol. 3: pp. 83-88
  7. Hoare, R. J. B. (2001) Adventive species of Lepidoptera recorded for the first time in New Zealand since 1988. N. Z. Entomol. 24: pp. 23-47
  8. Honma, K., Kawasaki, K., Tamaki, Y. (1978) Sex-pheromone activities of synthetic 7-alken-11-ones for male peach fruit moths, Carposina niponensis Walsingham (Lepidoptera: Carposinidae). Jpn. J. Appl. Entomol. Zool. 22: pp. 87-91
  9. Jamieson, L. E., Dymock, J. J., Dawson, T., Froud, K. J., Seldon, D. S., Suckling, D. M., Gibb, A. R. (2004) Guava moth in New Zealand鈥擠istribution, hosts, life-cycle observations and discussion of pest management options. N. Z. Plant Prot. 57: pp. 13-19
  10. Leonhardt, B. A., DeVilbiss, E. D. (1985) Separation and double-bond determination on nanogram quantities of aliphatic monounsaturated alcohols, aldehydes, and carboxylic methyl esters. J. Chromatogr. 322: pp. 484-490 CrossRef
  11. Peschke, K., Metzler, M. (1982) Defensive and pheromonal secretion of the tergal gland of Aleochara curtula. I. The chemical composition. J. Chem. Ecol. 8: pp. 773-783 CrossRef
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  12. Sgoutas, D. S., Kummerow, F. A. (1969) Cis鈥搕rans isomerization of unsaturated fatty acid methyl esters without double bond migration. Lipids 4: pp. 283-287
  13. Shirasaki, S., Yamada, T., Sato, R., Yaginuma, K., Kumakura, M., Tamaki, Y. (1979) Field tests on attractiveness of the synthetic sex pheromone of the peach fruit moth, Carposina niponensis Walsingham (Lepidoptera: Carposinidae). Jpn. J. Appl. Entomol. Zool. 23: pp. 240-245
  14. Tamaki, Y., Honma, K., Kawasaki, K. (1977) Sex pheromone of the peach fruit moth, Carposina niponensis Walsingham. (Lepidoptera: Carposinidae): isolation, identification and synthesis. Appl. Entomol. Zool. 12: pp. 60-68
  15. Wittig, G., Schoellkopf, S. (1973) Methylene cyclohexane. Org. Synth. Collect. 5: pp. 751-754
  
• 作者单位：A. R. Gibb (1)
  D. M. Suckling (1)
  B. D. Morris (2) (6)
  T. E. Dawson (3)
  B. Bunn (4)
  D. Comeskey (4)
  J. J. Dymock (5)
  
  1. Horticulture and Food Research Institute of New Zealand Ltd., PO Box 51, Lincoln, New Zealand
  2. Horticulture and Food Research Institute of New Zealand Ltd., Mt Albert Research Centre, Private Bag 92 169, Auckland, New Zealand
  6. Department of Entomology, North Dakota State University, PO Box 5346, Fargo, North Dakota, 58105, USA
  3. Horticulture and Food Research Institute of New Zealand Ltd., PO Box 23, Kerikeri, New Zealand
  4. Horticulture and Food Research Institute of New Zealand Ltd., Private Bag 11 030, Palmerston North, New Zealand
  5. 10 Leslie Road, Cable Bay, Mangonui, 0557, Northland, New Zealand
  

文摘

Pheromone gland extracts of the Australian guava moth Coscinoptycha improbana (Lepidoptera: Carposinidae), contained four compounds that elicited responses from male moth antennae in gas chromatography-electroantennogram detection (GC-EAD) analyses. These were identified by GC-mass spectrometry as (Z)-7-tricosene (Z7-23Hy), (Z)-7-octadecen-11-one (Z7-11-one-18Hy), (Z)-7-nonadecen-11-one (Z7-11-one-19Hy), and (Z)-7-tricosen-11-one (Z7-11-one-23Hy) at a ratio of 65:23.5:1.5:10, respectively. Z7-23Hy, Z7-11-one-18Hy, and Z7-11-one-23Hy have not previously been reported as lepidopteran sex pheromone components. Z7-11-one-18Hy was active as a single component, and was synergized by Z7-11-one-23Hy but not Z7-11-one-19Hy, although the latter compound was weakly attractive as a single component. Addition of Z7-23Hy further increased attraction. The amount of the major pheromone component, Z7-11-one-18Hy in female pheromone gland extracts was estimated to be 16.4聽ng/female (N = 8). Phenological data gathered over a 12-mo period in 2002 and 2003 using the binary blend indicated that moths are active throughout the year. The pheromone has already been employed to monitor the spread of C. improbana in New Zealand and detect its presence in Queensland, Australia.