Synthetic Studies on Enkephalin Analogs. II. Enhanced Analgesic Activity of H-Tyr-D-Ala-Gly-Phe-NHNH-CO-CH_2CH_3 following N-Methylation of Tyr and Phe
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概要
- 論文の詳細を見る
In order to study the effect of N-methylation of a potent enkephalin analog, H-Tyr-D-Ala-Gly-Phe-NHNH-CO-CH_2CH_3,on analgesic activity, six new analogs were synthesized in which one or more of amino acid residues and the acyl-hydrazide constituting the tetrapeptide acyl-hydrazide were N-methylated. N-Methylation of both Tyr at position 1 and Phe at position 4 of the analog led to a derivative which was twice as potent as morphine. On the other hand, N-methylation of D-Ala at position 2,Gly at position 3 or NHNH-CO-CH_2CH_3 at position 5 markedly decreased the analgesic potency. Five analogs with a modified tyrosine residue at position 1 of the tetrapeptide acyl-hydrazide were also synthesized in order to assess the role of the N-terminal Tyr residue in the biological activity.
- 公益社団法人日本薬学会の論文
- 1981-12-25
著者
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藤野 政彦
Chemistry Laboratories Central Research Division Takeda Chemical Industries Ltd.
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藤野 政彦
Central Research Division, Takeda Chemical Industries Ltd.
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品川 進
Central Research Division, Takeda Chemical Industries, Ltd.
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石井 治光
Central Research Division, Takeda Chemical Industries, Ltd.
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石井 治光
武田薬品工業株式会社中央研究所
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川井 清尚
Central Research Division Takeda Chemical Industries Ltd.
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