(E)-2-(4'-Methyl-3'-pentenylidene)-4-butanolide, Named β-Acariolide : A New Monoterpene Lactone from the Mold Mite, Tyrophagus putrescentiae (Acarina: Acaridae)

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概要

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• Reinvestigation of the opisthonotal gland secretion of the mold mite, Tyrophagus putrescentiae, resulted in the isolation of a new monoterpene lactone, whose chemical structure was elucidated as (E)-2-(4'-methyl-3'-pentenylidene)-4-butanolide (3), to which we gave the trivial name β-acariolide in relation to β-acaridial {1, (E)-2-(4-methyl-3-pentenylidene)-butanedial}. The compound was synthesized by LiAlH_3(OEt) reduction of 1 and subsequent oxidation involving simultaneous cyclization by using Ag_2CO_3 on Celite. Both the E- and Z-isomers of β-acariolide (3 and 4) were also prepared by the reaction of α-ethoxaly-γ-butyrolactone (6) and 4-methyl-3-pentenal under basic conditions. Their NMR spectra were compared with each other, and the geometry of the pentenylidene double bond of the isolated compound was concluded as being E.

• 社団法人日本農芸化学会の論文
• 1997-11-23

著者

• KUWAHARA Yasumasa

  Institute of Agriculture and Forestry, University of Tsukuba

• SUZUKI Takahisa

  Institute of Applied Biochemistry, University of Tsukuba

• Kuwahara Yasumasa

  Laboratory Of Chemical Ecology Graduate School Of Agriculture Kyoto University

• Morino Atsushi

  Institute Of Applied Biochemistry University Of Tsukuba:(present Address)biological Science Laborato

• Sakata T

  Pesticide Research Institute Faculty Of Agriculture Kyoto University

• Matsuyama S

  Life Sciences And Bioengineering Graduate School Of Life And Environmental University Of Tsukuba

• MATSUYAMA Sigeru

  Division of Applied Life Sciences, Graduate School of Agriculture, Kyoto University

• Suzuki Takahisa

  Institute Of Applied Bichemistry University Of Tsukuba

• Kuwahara Yasumasa

  Institute Of Agriculture And Forestry University Of Tsukuba

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