Chemical Synthesis and Orientation Disruption Bioassay of Sex Pheromone of the Oriental Fruit Moth, Grapholita molests (Busck)

복숭아순나방(Grapholita molests) 성페로몬 합성과 유인력 교란생물검정

  • Kim, Yong-Gyun (School of Bioresource Sciences, Andong National University) ;
  • Bae, Sung-Woo (School of Bioresource Sciences, Andong National University) ;
  • Bae, Soo-Il (School of Bioresource Sciences, Andong National University) ;
  • Yoon, Hyang-Mi (Department of Chemistry, Andong National University) ;
  • Hong, Yong-Pyo (Department of Chemistry, Andong National University)
  • 김용균 (안동대학교 생명자원과학부) ;
  • 배성우 (안동대학교 생명자원과학부) ;
  • 배수일 (안동대학교 생명자원과학부) ;
  • 윤향미 (안동대학교 화학과) ;
  • 홍용표 (안동대학교 화학과)
  • Published : 2006.12.30

Abstract

Three sex pheromone components (cis-8-dodecenyl acetate (Z12Ac), trans-8-dodecenyl acetate (E12Ac), cis-8-dodecenol (Z12OH)) of the Oriental fruit moth, Grapholita molesta, were chemically synthesized. Especially to increase the composition of cis-stereoisomer, a triple bond intermediate was hydrogenated at $-20^{\circ}C$ with catalytic $Pd/BaSO_{4}$. The resulting product consisted of the acetates with a stereoisomer ratio in 92:8 (Z:E). The biological activity of the synthesized pheromone compounds was analyzed both in male responses and orientation disruption. The indoor pheromone effect was determined by male flight behavior showing wing movement in response to lure. Different mixtures of the synthetic pheromone components were prepared by mixing acetate and alcohol components in 100:0, 99:1, and 90:10 (g/g) and tested with a comparison of a standard commercial pheromone lure. The highest pheromone effect was observed in only acetate mixture (100:0) and the effect was reduced with the addition of the alcohol component. This indoor pheromone effect could be observed in field monitoring trial, in which 100:0 mixture showed the highest trap catches. Orientation disruption assay was conducted indoor by using a cage, in which the center had a commercial lure on sticky plate and the four candidates were placed at 6 cm away from the central lure on each of four directions. Test males were released to the arena during overnight (12 h) and then the caught males on the sticky plate were counted. The synthesized pheromone as well as the commercial pheromone showed 100% orientation disruption. However, the orientation disruption effect was reduced with decrease in the number of the surrounding disrupting pheromone baits. These results clearly suggest that the synthesized sex pheromone of G. molesta is biologically active and can be used for field mating disruption.

유기합성 기술을 통해 복숭아순나방(Grapholita molesta)의 성페로몬 세 가지 성분(cis-8-dodecenyl acetate (Z12Ac), trans-8-dodecenyl acetate (E12Ac), cis-8-dodecenol (Z12OH))을 제조하였다. 이중결합 페로몬 성분의 cis 이성질체 비율을 높이기 위해 이 부위의 삼중결합 유도후 $Pd/BaSO_{4}$$-20^{\circ}C$에서 환원시켰다. 최종산물인 아세테이트류의 광학이성체 비율은 92:8(Z:E)을 나타냈다. 이들 합성 페로몬의 생물활성을 검정하기 위해 유인력 분석과 유인력교란 분석으로 나누어 실시되었다. 유인력 분석은 실내에서는 수컷 날개행동유기를 기준으로 분석하였다. 표준구로서 상용 유인제를 이용하였다. 분석 페로몬 조제는 아세테이트류와 알코올류가 각각, 100:0, 99:1, 99:10(g/g)으로 조제하여 비교하였다. 실내 교미 유인력은 100:0에서 가장 높았고, 알코올류가 포함된 조성은 낮은 유인력을 보였다. 야외 유인력은 페로몬 트랩을 이용하였으며, 실내 분석과 같이 100:0에서 가장 많은 수컷 유인력을 나타냈다. 유인력교란 분석은 실내에서 간이모형을 이용하였다. 중앙에 상용페로몬을 끈끈이판에 놓고, 주위 네 방향으로 분석될 페로몬을 설치한 후, 12시간 노출시험을 진행하였다. 이 결과 상용페로몬과 합성페로몬(100:0)은 모두 100% 유인교란 효과를 보였다. 그러나 교란용 페로몬의 숫자가 줄어듬에 따라 유인력교란효과는 낮아지는 현상을 나타냈다. 이상의 결과는 복숭아순나방의 합성페로몬이 생물적 활성을 지니며, 교미교란에 이용될 수 있음을 제시하고 있다.

Keywords

References

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