2(E)-(4-Methyl-3-pentenyl)-butenedial, α-Acaridial, a Novel Monoterpene from the Acarid Mite Tyrophagus perniciosus(Acarina, Acaridae)(Organic Chemistry)

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概要

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• A novel monoterpene, 2(E)-(4-methyl-3-pentenyl)-butenedial (α-acaridial (1) for the trivial name), was isolated from the secretion of the acarid mite Tyrophagus perniciosus. The structure was clarified in the light of spectral data, and the geometry of the double bond in the butenedial moiety was assigned based on the γ-deshielding effect on a methylene and on an aldehyde group. Coupling the Grignard reagent (CH_3)_2C=CHCH_2CH_2MgBr to THP-OCH_2(C=O)CH_2CH_2O-THP, and dehydration and deprotection of the OH groups gave α-(E)- and α-(Z)-acaridiol, which were fully assigned by MS and NMR. Matching the spectral data of the synthetic alcohols with those of the alcohol derived from the natural product, or of natural acaridial with those of synthetic α-(E)- and α-(Z)-acaridial, corroborated beyond all doubt the structure of this new monoterpene dial.

• 社団法人日本農芸化学会の論文
• 1989-04-23

著者

• Leal W

  Institute Of Applied Biochemistry University Of Tsukuba:(present Office)national Institute Of Sericu

• Leal Walter

  National Institute Of Sericultural And Entomological Science

• Leal Walter

  Institute Of Applied Biochemistry University Of Tsukuba:(present Office)national Institute Of Sericu

• KUWAHARA Yasumasa

  Institute of Agriculture and Forestry, University of Tsukuba

• NAKANO Yumiko

  Division of Industrial Health, Osaka Prefectural Institute of Public Health

• Nakano Y

  Univ. Tsukuba Ibaraki Jpn

• Nakano Yumiko

  Division Of Industrial Health Osaka Prefectural Institute Of Public Health

• SUZUKI Takahisa

  Institute of Applied Biochemistry, University of Tsukuba

• NAKAO Hiroshi

  Hokkaido Central Agricultural Experiment Station

• NAKANO Yumiko

  Institute of Applied Biochemistry , University of Tsukuba

• Nakao Hiroshi

  Institute Of Multidisciplinary Research For Advanced Materials Tohoku University

• Nakagawa Yuko

  Department Of Epidemiology And Mass Examination Osaka Medical Center For Cancer And Cardiovascular D

• Nakao H

  Kamikawa Agricultural Experiment Station Hokkaido Jpn

• Nakao Hiroshi

  Graduate School Of Medicine Dentistry And Pharmaceutical Sciences Okayama University

• Leal W

  Univ. California Davis Ca Usa

• Sakata T

  Pesticide Research Institute Faculty 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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