ChemInform Abstract: Regio- and Stereochemical Study of Sex Pheromone of Pine Sawfly; Diprion nipponica

Autor:	Emi Syouno, Morifumi Fujita, Masashi Kakizaki, Akira Tai, Hideho Hara, Takashi Sugimura, Tikahiko Naito, Yasutomo Higashiura, Kazuki Tanaka
Rok vydání:	2010
Předmět:	chemistry.chemical_classification Sawfly biology Chemistry Stereochemistry Sex pheromone Pheromone activity Propionate Bioassay Pheromone General Medicine biology.organism_classification
Zdroj:	ChemInform. 33
ISSN:	1522-2667 0931-7597
DOI:	10.1002/chin.200219236
Popis:	Regio- and stereoisomers of 1,2,ω-trimethyldecyl propionate (ω = 5–9) were prepared from stereochemically pure chiral building blocks as sex pheromone candidates of a pine sawfly; Diprion nipponica. Among the synthesized candidates, (1S,2R,8S)-1,2,8-trimethyldecyl propionate was found to be the sex pheromone of D. nipponica, based on compatibility of its GC-MS data with that of the extract of females, and its significantly high pheromone activity in a field bioassay. The field bioassay of the synthesized compounds also revealed that (1S,2R,8R)-1,2,8-trimethyldecyl propionate, (1S,2R,7S)-1,2,7-trimethyldecyl propionate, and (1S,2R,6S)-1,2,6-trimethyldecyl propionate could attract male sawflies to some extent as pheromone mimics.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::d148aa887e971ad0c84a100bc04eb5ad https://doi.org/10.1002/chin.200219236 Zobrazit plný text záznamu Plný text