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  1. 理工学研究科
  2. 理工学研究科・博士論文

Structural Studies of Tetranortriterpenoids from the Congolese species of Entandrophragma angolense And Efficient Short Step Synthesis of Corey’s Tamiflu Intermediate

http://hdl.handle.net/10232/4878
http://hdl.handle.net/10232/4878
e892d6e0-3cde-4c24-946d-29624c93c7c3
名前 / ファイル ライセンス アクション
rikouken288.pdf rikouken288.pdf (138.8 kB)
diss_riko288_Nsiama_Tienabe_Kipassa_20080325.pdf diss_riko288_Nsiama_Tienabe_Kipassa_20080325.pdf (3.3 MB)
Item type 学位論文 / Thesis or Dissertation(1)
公開日 2015-02-18
タイトル
タイトル Structural Studies of Tetranortriterpenoids from the Congolese species of Entandrophragma angolense And Efficient Short Step Synthesis of Corey’s Tamiflu Intermediate
著者 Nsiama Tienabe Kipassa

× Nsiama Tienabe Kipassa

WEKO 125841

Nsiama Tienabe Kipassa

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言語
言語 eng
資源タイプ
資源タイプ識別子 http://purl.org/coar/resource_type/c_db06
資源タイプ doctoral thesis
アクセス権
アクセス権 open access
アクセス権URI http://purl.org/coar/access_right/c_abf2
要約(Abstract)
内容記述タイプ Other
内容記述 理工学研究科博士論文(理学) ; 学位取得日: 平成20年3月25日
要約(Abstract)
内容記述タイプ Other
内容記述 This dissertation comprises two parts, one is the chemistry of natural products dealing with the isolation and structure elucidation of limonoids and the second part is synthetic organic chemistry dealing with the use of a stereoselective based-catalyzed Diels-Alder reaction for the synthesis of small biologically active compound ingredient.

Structural Studies of Tetranortriterpenoids from the Congolese species of Entandrophragma angolense

The extracts of E. angolense, a Meliaceae plant used in African folk medicine against malaria, displayed considerable antifeedant activity against Spodotera insects. Thus, the plant was selected for further fractionation of its extracts. The fractionation of the extracts has been carried out using chromatographic methods and resulted to the isolation of twenty-three compounds. The structure elucidation of these compounds was
performed by spectroscopic methods including mass spectrometry, 1D and 2D NMR. Two compounds are not limonoids and the remaining ones are limonoids and could be classified as protolimonoid, gedunin, andirobin and phragmalin compound-types. Sixteen compounds have been found to be new rings and the five known compounds isolated have been identified as methyl angolensante, methyl 6-acetoxyangolensante, secomahoganin, 3β-hydroxy-3-deoxycarapin and xyloccensin K.

Efficient Short Step Synthesis of Corey’s Tamiflu Intermediate

Catalysts have been used to facilitate the Diels-Alder reaction and almost catalysts developed are Lewis acids. Our lab developed a unique base-catalyzed diastereoselective Diels-Alder reaction of pyridone derivative as diene and electron deficient dienophiles. The unique poly-functionalized bicyclolactam obtained from the reaction between N-nosyl-3-hydroxy-2-pyridone and ethyl acrylate has been used as building block for the
synthesis of Corey’s Tamiflu intermediate. This synthesis route is short and the production of different intermediates is simple. Only four chemical transformations and three purification steps are required to obtain the targeted compound, equivalent to the Tamiflu intermediate from the Diels-Alder adduct.
作成日
日付 2008-03-25
出版タイプ
出版タイプ VoR
出版タイプResource http://purl.org/coar/version/c_970fb48d4fbd8a85
NDC
主題Scheme NDC
主題 500
ファイル(説明)
内容記述タイプ Other
内容記述 学位論文の要旨
ファイル(説明)
内容記述タイプ Other
内容記述 学位論文本文
公開者・出版者
出版者 鹿児島大学
公開者よみ
公開者よみ カゴシマ ダイガク
公開者別名
公開者別名 Kagoshima University
学位名
学位名 博士(理学)Doctor of Philosophy in Science
学位授与機関
学位授与機関識別子Scheme kakenhi
学位授与機関識別子 17701
学位授与機関名 鹿児島大学
学位授与年月日
学位授与年月日 2008-03-25
学位授与番号
学位授与番号 甲理工研第288号
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