Gomadalactones A, B, and C: novel 3-oxabicyclo[3.3.0]octane compounds in the contact sex pheromone of the white-spotted longicorn beetle, Anoplophora malasiaca

Tetrahedron Letters

Volumn 48, Issue 13, 2007, Pages 2395-2400

  Yasui, Hiroe ^a   Akino, Toshiharu ^a   Yasuda, Tetsuya ^a   Fukaya, Midori ^a   Wakamura, Sadao ^a   Ono, Hiroshi ^b  

^a NATIONAL INSTITUTE OF AGROBIOLOGICAL SCIENCES   (Japan)

^b NATIONAL FOOD RESEARCH INSTITUTE   (Japan)

Author keywords

Anoplophora malasiaca; Contact sex pheromone; Gomadalactone; Oxabicyclo 3.3.0 octane

Indexed keywords

3 OXABICYCLO[3.3.0]OCTANE; ACETIC ACID ETHYL ESTER; ALCOHOL; GOAMDALACTONE B; GOMADALACTONE A; GOMADALACTONE C; HEXANE; LACTONE DERIVATIVE; SEX PHEROMONE; UNCLASSIFIED DRUG;

ARTICLE; BEETLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL ANALYSIS; CIRCULAR DICHROISM; EXTRACTION; GEL CHROMATOGRAPHY; HUMAN; PROTON NUCLEAR MAGNETIC RESONANCE;

ANOPLOPHORA MALASIACA; COLEOPTERA;

EID: 33847316405     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.01.101     Document Type: Article

References (9)

1. Ohbayashi N. Genus Anoplophora Hope, 1839. In: Ohbayashi N., et al. (Ed). An Illustrated Guide to identification of Longicorn Beetles of Japan (1992), Tokai University Press, Tokyo 583-584
2. Fukaya M., Akino T., Yasuda T., Tatsuki S., and Wakamura S. Entomol. Sci. 2 (1999) 183-193
3. Fukaya M., Akino T., Yasuda S., Wakamura S., Satoda S., and Senda S. Entomol. Sci. 3 (2000) 211-218
4. Yasui H., Akino T., Yasuda T., Fukaya M., Ono H., and Wakamura S. Entomol. Exp. Appl. 107 (2003) 167-176
5. ext 219.2 nm (θ -106.5 mdeg), λ 210.1 nm (θ ±0 mdeg). NMR assignments are shown in Table 1.
6. ext 219.2 nm (θ +49.2 mdeg), λ 210.3 nm (θ ±0). NMR assignments are shown in Table 1.
7. ext 211.8 nm (θ +1.5 mdeg). NMR assignments are shown in Table 2.
8. Kalinowski H.O., Bergers S., and Braun S. The Chemical Shift; Carbon-13 NMR Spectroscopy (1984), John Wiley & Sons, Chichester p 269
9. Harada N., and Nakanishi K. Circular Dichroic Spectroscopy-Exciton Coupling in Organic Stereochemistry (1983), University Science Books, Oxford University Press, Mill Valley, CA, Oxford