論文

査読有り 筆頭著者 責任著者
2017年3月

Structure-Activity Relationships of Alkylpyrazine Analogs and Fear-Associated Behaviors in Mice

JOURNAL OF CHEMICAL ECOLOGY
  • Kazumi Osada
  • ,
  • Sadaharu Miyazono
  • ,
  • Makoto Kashiwayanagi

43
3
開始ページ
263
終了ページ
272
記述言語
英語
掲載種別
研究論文(学術雑誌)
DOI
10.1007/s10886-017-0822-3
出版者・発行元
SPRINGER

Our previous studies identified alkyl pyrazine analogs in wolf urine that act as novel kairomones and induce a series of fear-associated behaviors in mice. A mixture of these alkyl pyrazines also effectively suppressed the approach of deer to a feeding area, and animals that did approach the marked area exhibited fear-associated behaviors. To investigate structure-activity relationships of alkyl pyrazines, four fear-associated behaviors - freezing, locomotion activity, odor investigation, and avoidance - were measured in experiments on female C57BL/6 J mice. Of the 17 compounds tested, 2,3-diethylpyrazine, 3-ethyl-2,5-dimethylpyrazine, and 3-ethyl-2,5-dimethylpyrazine induced all four fear-associated behaviors. 2,3,5-Trimethylpyrazine also induced three of the fear-associated behaviors, but did not decrease locomotion. Multivalent analysis of behaviors clearly demonstrated that these four compounds formed an independent cluster and were the most active. Structure-activity relationships revealed that active alkyl pyrazines inducing all four fear-associated behaviors had methyl or ethyl group(s), but not longer carbon chains, and alkyl side chains consisting of four carbon atoms in total were present in the most potent analogs. This study is the first experimental investigation of structure-activity relationships between alkyl pyrazine analogs and fear-associated behaviors in mice.

リンク情報
DOI
https://doi.org/10.1007/s10886-017-0822-3
PubMed
https://www.ncbi.nlm.nih.gov/pubmed/28247151
Web of Science
https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=JSTA_CEL&SrcApp=J_Gate_JST&DestLinkType=FullRecord&KeyUT=WOS:000398003800006&DestApp=WOS_CPL
ID情報
  • DOI : 10.1007/s10886-017-0822-3
  • ISSN : 0098-0331
  • eISSN : 1573-1561
  • PubMed ID : 28247151
  • Web of Science ID : WOS:000398003800006

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