Total Synthesis of Biologically Active Compounds derived from

生物活性化合物的全合成

• 批准号: 03403024
• 负责人: SHIOIRI Takayuki
• 金额: $ 21.82万
• 依托单位: Nagoya City University
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for General Scientific Research (A)
• 财政年份: 1991
• 资助国家: 日本
• 起止时间: 1991 至 1993
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-03403024/
• 关键词: marine animal; biologically active compounds; calyculins; theonellamide F; total synthesis; marine sponge; cytotoxicity; stereoselective synthesis

Recent developments of natural products clemistry have unveiled structures and biological activities of some marine natural products. We have quite interested in their efficient synthesis suitable for the large scale production to investigate their biological profiles in detail. In this research, we have focused our attention to the synthesis of calyculins and theonellamide Fisolated from marine sponges.The molecule of calyculins was divided into four fragments, three of which were synthesized stereoselectively in an efficient manner. We are now synthesizing the remaining fragment and constructing the whole molecule.Theonellamide F, a bicyclic dodecapeptide, contains various unusual amino acids. We first synthesized these amino acids, and then accomplished the synthesis of both the southern and northern hemispheres. We are now constructing the whole molecule of theonellamide F from the southern hemisphere.

近年来，海洋天然产物的研究进展，揭示了一些海洋天然产物的结构和生物活性。我们对它们的高效合成非常感兴趣，适合于大规模生产，以详细研究它们的生物学特性。本论文以海绵中的calyculins和theonellamide F为研究对象，将calyculins分子分为四个片段，并对其中三个片段进行了立体选择性合成。我们现在正在合成剩余的片段并构建整个分子。Theonellamide F是一种双环十二肽，含有各种不寻常的氨基酸。我们首先合成了这些氨基酸，然后完成了南半球和北方半球的合成。我们现在正在构建来自南半球的theonellamide F的整个分子。

项目成果

Fumiaki.Yokokawa: "A Synthesis of the Oxagole Pant of Calyculins;Part1" Synlett. 149-150 (1992)

Fumiaki.Yokokawa：“Calyculins Oxagole Pant 的合成；第 1 部分”Synlett。

塩入 孝之 編集: "続医薬品の開発第10巻 海洋資源と医薬品I" 広川書店, 311 (1991)

盐入隆之主编：《续药品开发第10卷海洋资源与药品I》广川书店，311（1991）

Jun Matsubara: "A synthesis of the tetraene frogment of calyculins as its antipodal form" Tetrahedron Letters. 33. 4187-4190 (1992)

Jun Matsubara：“花萼素四烯蛙作为其对足形式的合成”四面体快报。

Osamu Hara: "Stereoselectire Synthesis of the C_<13>ーC_<19> Fragment of the Cytotoxic Marine Products Calyculins;Part2" Synlett. 285-286 (1991)

Osamu Hara：“细胞毒性海产品 Calyculins 的 C_<13>ーC_<19> 片段的立体选择性合成；第 2 部分”Synlett。

塩入 孝之 編集: "続医薬品の開発第10巻 海洋資源と医薬品II" 広川書店, 238 (1992)

盐入隆之主编：《续医药品的开发第10卷海洋资源与医药品II》广川书店，238（1992年）