生理活性物質の合成に関する研究　（第１３報）　数種の環式モノテルペニルケトン類からの生理活性物質の合成

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タイトル別名
  • Synthesis of Physiologically Active Substances from Several Cyclic Monoterpenyl Ketones.
  • スウシュ ノ カンシキ モノテルペニルケトンルイ カラ ノ セイリ カッセイ
  • 生理活性物質の合成に関する研究 (第13報)

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Synthesis of ketals of (+) -menthone (1), (+) -carvone (2), (-) -verbenone (3), (+) -camphor (4) and karahanaenone (5) by condensation reaction with ethylene glycol, 1, 2-ethanedithiol and 1, 3-propane dithiol in the presence of foreign synthetic zeolites or p-toluene sulfonic acid was developed. Ketal compounds (6) (18) were obtained and examined for oder and antimicrobial and insecticidal acitivity. (2 R, 5 S) -2-Isopropyl-5-methyl cyclohexanone propylene thioketal (8), 2-isopropyl-5-methyl phenoxy ethanethiol sulfide (13) and (1 R) -1, 7, 7-trimethyl bicyclo [2. 2. 1] heptane-2-on-propylene thioketal (16) emitted odors showing them useful as flavor ingredients.<BR>Compound (1 R) -1, 7, 7-trimethyl bicyclo [2. 2. 1] heptane-2-on-ethylene thioketal (15) (at 500 ppm) derived from (4) completely inhibited the growth of propionibacterium acnes.<BR>Ketal compound (15) and (16) dervied from (4) showed efficient insecticidal activity of 83100% at 0.51.0 g/m2 toward Tyrophagus putrescentiae (T. putrescentiae) and Dermatophagoides farinae (D. farinae) and toward T. putrescentiae, their activity exceeded that of N, N-diethyl-m-toluamide (DEET).

収録刊行物

  • 日本油化学会誌

    日本油化学会誌 45 (9), 865-870, 1996

    公益社団法人 日本油化学会

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