Efficient Constriction of Biologically Active Natural Products

生物活性天然产物的有效收缩

• 批准号: 09307050
• 负责人: SHIOIRI Takayuki
• 金额: $ 23.55万
• 依托单位: Nagoya City University
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Scientific Research (A).
• 财政年份: 1997
• 资助国家: 日本
• 起止时间: 1997 至 2000
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-09307050/
• 关键词: biological activity; natural product; efficient construction; large scale synthesis; 微量生物活性天然物; 海洋天然物; マイクロスクレロダーミン; トポスチンB; スルホバシン; マイクロスクレロダ-ミン

The aim of this research is the exploitation of the method for the efficient construction of biologically active natural products scarcely available in nature, in which the main target is the biologically active marine natural products. During these four years, we have succeeded in the total synthesis of 24 natural products utilizing the reagents which we have developed for the key steps. The carbon skeletons of the synthesized compounds are full of variety : e.g. cyclic peptides, straight chain compounds having the skipped diene, oxazole, thiazole, indole, sulfonic acid, amino acid, and so on. The synthetic method will have generality and be applicable to the synthesis of the other compounds. In addition, it will be suitable for the large scale production of biologically active natural products. This research will definitely promote the investigation of detailed biological profiles of these useful natural products, which may culminate in the creation of new useful medicines.Ref.T.Shioiri and Y.Hamada, Efficient Syntheses of Biologically Active Peptides of Aquatic Origin Involving Unusual Amino Acids, Synlett, 184-201 (2001).

本研究的目的是探索一种高效构建天然生物活性天然产物的方法，其中主要目标是具有生物活性的海洋天然产物。在这四年中，我们成功地利用我们为关键步骤开发的试剂全合成了24种天然产物。所合成的化合物的碳骨架种类繁多，如环肽类、双烯跳跃的直链化合物、恶唑、噻唑、吲哚、磺酸、氨基酸等，其合成方法具有通用性，可用于其它化合物的合成。此外，它将适合于生物活性天然产物的大规模生产。这项研究肯定会促进对这些有用的天然产物的详细生物学特征的研究，这可能最终导致新的有用药物的产生（参见T.Shioiri和Y.Hamada，EfficientSyntheses of Biologically Active Peptides of Aquatic Origin Involving Unusual Amino Acids，Synlett，184-201（2001））。

项目成果

塩入孝之: "Total synthesis of the antiviral marine natural product"Organic Letters. 2. 4169-4172 (2000)

Takayuki Shioiri：“抗病毒海洋天然产物的全合成”Organic Letters 2. 4169-4172 (2000)。

N.Irako: "Total synthesis of sulfobacin A (flavocristamide B)" Tetrahedron Letters. 39. 5793-5796 (1998)

N.Irako：“磺胺酸杆菌素 A（黄酮酰胺 B）的全合成”四面体快报。

Takayuki Shioiri: "Total synthesis and revision of absolute stereochemistry of antillatoxin, an ichthyotoxic cyclic lipopeptide from marine cyanobacterium Lyngbya majuscula"Tetrahedron. 56. 1759-1775 (2000)

Takayuki Shioiri：“抗鱼毒素的绝对立体化学的全合成和修订，抗鱼毒素是一种来自海洋蓝藻 Lyngbya majuscula 的鱼毒环状脂肽”四面体。

Takayuki Shioiri: "Total synthesis of amamistatin A, an antiproliferative linear peptide from an actinomycete"Tetrahedron. 56. 3027-3034 (2000)

Takayuki Shioiri：“amamistatin A 的全合成，一种来自放线菌的抗增殖线性肽”四面体。

塩入孝之: "Total synthesis of amamistatin"Tetrahedron. 56. 3027-3034 (2000)

Takayuki Shioiri：“amamistatin的全合成”Tetrahedron 56. 3027-3034 (2000)。