Lina Viklund, Joakim Bång, Martin Schroeder, Erik Hedenström
{"title":"(Z)-2-(3,3-二甲基环己烯)-乙醇作为聚集信息素成分的研究","authors":"Lina Viklund, Joakim Bång, Martin Schroeder, Erik Hedenström","doi":"10.1007/s00049-021-00358-0","DOIUrl":null,"url":null,"abstract":"<div><p>Bark beetles of the genus <i>Polygraphus</i> have recently been involved in large bark beetle outbreaks in central Sweden, together with the European spruce bark beetle <i>Ips typographus</i>. Three species of <i>Polygraphus</i> can be found in this region; <i>Polygraphus poligraphus</i>, <i>Polygraphus punctifrons</i> and <i>Polygraphus subopacus</i>. Efficient pheromone traps would facilitate further investigations of these species and their role in bark beetle outbreaks. Pheromone compounds have previously been identified in <i>P. poligraphus</i> and <i>P. punctifrons</i>, but not in <i>P. subopacus</i>. Thus, we allowed males and females of <i>P. subopacus</i> to bore in the bark of stem sections of Norway spruce (<i>Picea abies</i>) in the laboratory. Volatile organic compounds from boring insects were sampled with SPME and analysed with GC–MS and several male-specific compounds were observed. The male specific compounds were 3-methyl-3-buten-1-ol, 3-methyl-2-buten-1-ol, 3-methyl-2-butenal, grandisol, fragranol, (<i>Z</i>)-2-(3,3-dimethylcyclohexylidene)-ethanol, (<i>E</i>)-2-(3,3-dimethylcyclohexylidene)-ethanol, (<i>Z</i>)-2-(3,3-dimethylcyclohexylidene)-acetaldehyde, (<i>E</i>)-2-(3,3-dimethylcyclohexylidene)-acetaldehyde, geranial and γ-isogeraniol. (<i>Z</i>)-2-(3,3-dimethylcyclohexylidene)-ethanol, [(<i>Z</i>)-DMCHE], was identified from GC–MS analysis to be the major male-specific compound while the (<i>E</i>)-isomer, [(<i>E</i>)-DMCHE], was found as a minor compound. These two compounds gave positive responses in EAG analyses with antennae from males and females of <i>P. subopacus</i>. Thus, (<i>Z</i>)- and (<i>E</i>)-DMCHE were used in a field experiment in central Sweden but only (<i>Z</i>)-DMCHE was found to be attractive to males and females of <i>P. subopacus</i>. Consequently, (<i>Z</i>)-DMCHE was established to be a component of <i>P. subopacus</i> aggregation pheromone.</p></div>","PeriodicalId":515,"journal":{"name":"Chemoecology","volume":"31 6","pages":"367 - 376"},"PeriodicalIF":1.6000,"publicationDate":"2021-07-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1007/s00049-021-00358-0","citationCount":"2","resultStr":"{\"title\":\"Identification of male produced compounds in the bark beetle Polygraphus subopacus and establishment of (Z)-2-(3,3-dimethylcyclohexylidene)-ethanol as an aggregation pheromone component\",\"authors\":\"Lina Viklund, Joakim Bång, Martin Schroeder, Erik Hedenström\",\"doi\":\"10.1007/s00049-021-00358-0\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>Bark beetles of the genus <i>Polygraphus</i> have recently been involved in large bark beetle outbreaks in central Sweden, together with the European spruce bark beetle <i>Ips typographus</i>. Three species of <i>Polygraphus</i> can be found in this region; <i>Polygraphus poligraphus</i>, <i>Polygraphus punctifrons</i> and <i>Polygraphus subopacus</i>. Efficient pheromone traps would facilitate further investigations of these species and their role in bark beetle outbreaks. Pheromone compounds have previously been identified in <i>P. poligraphus</i> and <i>P. punctifrons</i>, but not in <i>P. subopacus</i>. Thus, we allowed males and females of <i>P. subopacus</i> to bore in the bark of stem sections of Norway spruce (<i>Picea abies</i>) in the laboratory. Volatile organic compounds from boring insects were sampled with SPME and analysed with GC–MS and several male-specific compounds were observed. The male specific compounds were 3-methyl-3-buten-1-ol, 3-methyl-2-buten-1-ol, 3-methyl-2-butenal, grandisol, fragranol, (<i>Z</i>)-2-(3,3-dimethylcyclohexylidene)-ethanol, (<i>E</i>)-2-(3,3-dimethylcyclohexylidene)-ethanol, (<i>Z</i>)-2-(3,3-dimethylcyclohexylidene)-acetaldehyde, (<i>E</i>)-2-(3,3-dimethylcyclohexylidene)-acetaldehyde, geranial and γ-isogeraniol. (<i>Z</i>)-2-(3,3-dimethylcyclohexylidene)-ethanol, [(<i>Z</i>)-DMCHE], was identified from GC–MS analysis to be the major male-specific compound while the (<i>E</i>)-isomer, [(<i>E</i>)-DMCHE], was found as a minor compound. These two compounds gave positive responses in EAG analyses with antennae from males and females of <i>P. subopacus</i>. Thus, (<i>Z</i>)- and (<i>E</i>)-DMCHE were used in a field experiment in central Sweden but only (<i>Z</i>)-DMCHE was found to be attractive to males and females of <i>P. subopacus</i>. Consequently, (<i>Z</i>)-DMCHE was established to be a component of <i>P. subopacus</i> aggregation pheromone.</p></div>\",\"PeriodicalId\":515,\"journal\":{\"name\":\"Chemoecology\",\"volume\":\"31 6\",\"pages\":\"367 - 376\"},\"PeriodicalIF\":1.6000,\"publicationDate\":\"2021-07-12\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://sci-hub-pdf.com/10.1007/s00049-021-00358-0\",\"citationCount\":\"2\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Chemoecology\",\"FirstCategoryId\":\"93\",\"ListUrlMain\":\"https://link.springer.com/article/10.1007/s00049-021-00358-0\",\"RegionNum\":3,\"RegionCategory\":\"环境科学与生态学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q4\",\"JCRName\":\"BIOCHEMISTRY & MOLECULAR BIOLOGY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Chemoecology","FirstCategoryId":"93","ListUrlMain":"https://link.springer.com/article/10.1007/s00049-021-00358-0","RegionNum":3,"RegionCategory":"环境科学与生态学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"BIOCHEMISTRY & MOLECULAR BIOLOGY","Score":null,"Total":0}
Identification of male produced compounds in the bark beetle Polygraphus subopacus and establishment of (Z)-2-(3,3-dimethylcyclohexylidene)-ethanol as an aggregation pheromone component
Bark beetles of the genus Polygraphus have recently been involved in large bark beetle outbreaks in central Sweden, together with the European spruce bark beetle Ips typographus. Three species of Polygraphus can be found in this region; Polygraphus poligraphus, Polygraphus punctifrons and Polygraphus subopacus. Efficient pheromone traps would facilitate further investigations of these species and their role in bark beetle outbreaks. Pheromone compounds have previously been identified in P. poligraphus and P. punctifrons, but not in P. subopacus. Thus, we allowed males and females of P. subopacus to bore in the bark of stem sections of Norway spruce (Picea abies) in the laboratory. Volatile organic compounds from boring insects were sampled with SPME and analysed with GC–MS and several male-specific compounds were observed. The male specific compounds were 3-methyl-3-buten-1-ol, 3-methyl-2-buten-1-ol, 3-methyl-2-butenal, grandisol, fragranol, (Z)-2-(3,3-dimethylcyclohexylidene)-ethanol, (E)-2-(3,3-dimethylcyclohexylidene)-ethanol, (Z)-2-(3,3-dimethylcyclohexylidene)-acetaldehyde, (E)-2-(3,3-dimethylcyclohexylidene)-acetaldehyde, geranial and γ-isogeraniol. (Z)-2-(3,3-dimethylcyclohexylidene)-ethanol, [(Z)-DMCHE], was identified from GC–MS analysis to be the major male-specific compound while the (E)-isomer, [(E)-DMCHE], was found as a minor compound. These two compounds gave positive responses in EAG analyses with antennae from males and females of P. subopacus. Thus, (Z)- and (E)-DMCHE were used in a field experiment in central Sweden but only (Z)-DMCHE was found to be attractive to males and females of P. subopacus. Consequently, (Z)-DMCHE was established to be a component of P. subopacus aggregation pheromone.
期刊介绍:
It is the aim of Chemoecology to promote and stimulate basic science in the field of chemical ecology by publishing research papers that integrate evolution and/or ecology and chemistry in an attempt to increase our understanding of the biological significance of natural products. Its scopes cover the evolutionary biology, mechanisms and chemistry of biotic interactions and the evolution and synthesis of the underlying natural products. Manuscripts on the evolution and ecology of trophic relationships, intra- and interspecific communication, competition, and other kinds of chemical communication in all types of organismic interactions will be considered suitable for publication. Ecological studies of trophic interactions will be considered also if they are based on the information of the transmission of natural products (e.g. fatty acids) through the food-chain. Chemoecology further publishes papers that relate to the evolution and ecology of interactions mediated by non-volatile compounds (e.g. adhesive secretions). Mechanistic approaches may include the identification, biosynthesis and metabolism of substances that carry information and the elucidation of receptor- and transduction systems using physiological, biochemical and molecular techniques. Papers describing the structure and functional morphology of organs involved in chemical communication will also be considered.