生理活性を有するIsocoumarin誘導体の合成(第3報)3,4-Dihydroiso-coumarin類の甘味と化学構造について

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タイトル別名
  • Syntheses of biologically Active Isocoumarins. III. Chemical Structure and Sweet Taste of 3, 4-Dihydroisocoumarins
  • 生理活性を有するisocoumarin誘導体の合成-3-3,4-dihydroisocoumarin類の甘味と化学構造について
  • セイリ カッセイ オ ユウスル isocoumarin ユウドウタイ ノ ゴウセイ 3 3 , 4-dihydroisocoumarinルイ ノ カンミ ト カガク コウゾウ ニ ツイテ

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抄録

As modification of β-(3-hydroxy-4-methoxyphenyl) ethylbenzene (I) having the essential part of sweet phyllodulcin molecule, β-(3-methoxy-4-hydroxyphenyl) ethylbenzene (II), 3-hydroxy-4-methoxyphenylmethylbenzene (III), 3-(3-hydroxy-4-methoxyphenyl) phthalide (IV), γ-(3-hydroxy-4-methoxyphenyl) propylbenzene (V), δ-(3-hydroxy-4-methoxyphenyl) butylbenzene (VI), and β-(3-hydroxy-4-methoxyphenyl) cyclohexylethane (VII) were synthesized. II, III, IV, and VI were tasteless, while V and VII revealed a moderate sweet taste. Consequently, it seemed that not only the position of the hydroxyl and methoxyl groups but the distance between the two phenyl groups in these molecules may be important factors for the appearance of sweet taste, and π-electrns of the phenyl group in I may not be necessary for interaction with the receptor site.

収録刊行物

  • 薬学雑誌

    薬学雑誌 92 (7), 850-853, 1972

    公益社団法人 日本薬学会

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