Total Synthesis of Bioactive Natural Products

生物活性天然产物的全合成

• 批准号: 6853596
• 负责人: EMMANUEL A THEODORAKIS
• 金额: $ 20.01万
• 依托单位: UNIVERSITY OF CALIFORNIA, SAN DIEGO
• 依托单位国家: 美国
• 财政年份: 2001
• 资助国家: 美国
• 起止时间: 2001-03-01 至 2006-02-28
• 项目状态: 已结题
• 来源: https://reporter.nih.gov/project-details/6853596
• 关键词: angiogenesis inhibitors; antineoplastics; carboxylation; chemical addition; chemical synthesis; cyclopentane; diterpenes; drug design /synthesis /production; macrolide antibiotics; quinones; reverse transcriptase inhibitors; sesquiterpenes

DESCRIPTION: (Applicant's Description) The first objective of this proposal is to study a novel methodology that allows access to substituted quinones and evaluate its scope and limitations during the synthesis of bioactive natural products, such as ilimaquinone avarone and avarol. The second objective of this proposal is the synthesis of norrisolide, a natural product for which in vivo studies have demonstrated that it causes irreversible vesiculation of the Golgi complex. A third objective of our research is the synthesis of borrelidin, an unusual macrolide with a very potent profile as an angiogenesis inhibitor.

描述：(申请人的描述)这项建议的第一个目标是 研究一种新的方法，允许获得取代的苯二酚和 评价其在生物活性天然产物合成中的应用范围和局限性 产品，如苯丙喹酮、阿凡诺等。这方面的第二个目标 建议合成去甲内酯，这是一种天然产品，对其在体内 研究表明，它会导致高尔基体不可逆的囊泡形成。 很复杂。我们研究的第三个目标是合成冬凌草素，一种 非同寻常的大环内酯类化合物，具有非常强的血管生成抑制作用。

项目成果

Stereoselective total synthesis of (-)-borrelidin.

• DOI: 10.1002/anie.200460203
• 发表时间: 2004-07
• 期刊: Angewandte Chemie
• 作者: B. Vong;S. H. Kim;Sunny Abraham;E. Theodorakis

Fragmentation of Golgi membranes by norrisolide and designed analogues.

Norrisolide 和设计的类似物对高尔基体膜的碎片化。

• DOI: 10.1016/j.bmcl.2004.08.003
• 发表时间: 2004
• 期刊: Bioorganic & medicinal chemistry letters.
• 作者: Brady,ThomasP;Wallace,ErinK;Kim,SunHee;Guizzunti,Gianni;Malhotra,Vivek;Theodorakis,EmmanuelA
• 通讯作者: Theodorakis,EmmanuelA

Synthetic studies on borrelidin: enantioselective synthesis of the C1-C12 fragment.

疏螺旋体素的合成研究：C1-C12 片段的对映选择性合成。

• DOI: 10.1021/ol034243i
• 发表时间: 2003
• 期刊: Organic letters.
• 作者: Vong,BinhG;Abraham,Sunny;Xiang,AlanX;Theodorakis,EmmanuelA
• 通讯作者: Theodorakis,EmmanuelA

Regioselective synthesis of the bridged tricyclic core of Garcinia natural products via intramolecular aryl acrylate cycloadditions.

• DOI: 10.1021/ol017278w
• 发表时间: 2002-02
• 期刊: Organic letters
• 影响因子: 5.2
• 作者: Eric J. Tisdale;C. Chowdhury;B. Vong;Hongmei Li;E. Theodorakis