Studies on the Constituents of the Seeds of Hernandia ovigera L. VII. : Syntheses of (±)-Hernolactone and (±)-Hernandin
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概要
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Two new lignans, hernolactone (1) and fernandin (2), isolated from the seeds of Hernandia ovigera L. were synthesized in recemic forms. Firstly, (±)-1 was obtained by utilizing the conjugate addition reaction of 4 with butenolide followed by alkylation with trimethoxybenzyl bromide and subsequent removal of the protecting groups. Synthesis of 2 was pursued using the corresponding 4-phenyl-1,2-dihydronaphthalene lactone(18). The cleavage of the lactone moiety of 18 afforded an unsaturated hydroxy acid (22). Subsequent hydrogenation of 22 followed by acidification with concetrated hydrochloric acid gave isopicrobernanadin (21), leaving the 2,3-trans, 3,4-cis hydroxy acid (23), which was lactonized by means of N, N-dicyclohexylcarbodiimide to afford (±)-2.
- 公益社団法人日本薬学会の論文
- 1989-01-25
著者
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山口 秀夫
Osaka University of Pharmaceutical Sciences
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井上 大志
Osaka University Of Pharmaceutical Sciences
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有本 正生
Osaka College of Pharmacy
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田之口 真理子
Osaka College of Pharmacy
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有本 正生
大阪薬大
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加島 竜彦
Osaka University of Pharmaceutical Sciences
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雑賀 英之
Osaka University of Pharmaceutical Sciences
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田之口 真理子
Osaka University Of Pharmaceutical Sciences
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有本 正生
Osaka University Of Pharmaceutical Sciences
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