Putative Intermediates in the Biosynthesis of Tedanolides

Tedanolides 生物合成的假定中间体

• 批准号: 147276241
• 负责人: Professor Dr. Markus Kalesse
• 金额: --
• 依托单位: Helmholtz-Zentrum für Infektionsforschung (HZI)
• 依托单位国家: 德国
• 项目类别: Research Grants
• 财政年份: 2009
• 资助国家: 德国
• 起止时间: 2008-12-31 至 2014-12-31
• 项目状态: 已结题
• 来源: https://gepris.dfg.de/gepris/projekt/147276241?language=en
• 关键词: Putative; Intermediates; Biosynthesis; Tedanolides

The tedanolides and candidaspongiolides represent a unique class of secondary metabolites that are highly potent inhibitors of eukaryotic protein biosynthesis in the sub-nanomolar range. Structurally, this macro lactone made from a primary alcohol is an unrivaled motif. Since this is not only a rare structural element but also mechanistically not in accordance with the pivotal thioesterase reaction in polyketide biosynthesis, detailed studies of the mechanism of this macrolacton formation will provide insight in the synthesis of this class of natural products and at the same time pave the way for a detailed understanding of the interplay between structural motifs and their biological consequences.

替丹内酯和假丝酵母松精内酯代表了一类独特的次级代谢产物，它们是亚纳摩尔范围内的真核蛋白质生物合成的高效抑制剂。在结构上，这种由伯醇制成的大内酯是一种无与伦比的基序。由于这不仅是一种罕见的结构元素，而且在机械上不符合关键的硫酯酶反应聚酮生物合成，详细研究这种大环内酯形成的机制将提供洞察这类天然产物的合成，并在同一时间铺平了道路，详细了解结构基序和它们的生物后果之间的相互作用。

项目成果

Synthesis of Simplified Tedanolide Analogues—Connecting Tedanolide to Myriaporone and Gephyronic Acid

简化的泰那内酯类似物的合成——将泰那内酯与 Myriaporone 和 Gephyronic Acid 连接

• DOI: 10.1002/cmdc.201100576
• 发表时间: 2012
• 期刊: ChemMedChem
• 影响因子: 3.4
• 作者: Muthukumar;Kalesse
• 通讯作者: Kalesse

An improved route to (+)-tedanolide and analysis of its subtle effects controlling conformation and biological behaviour.

( )-泰那内酯的改进途径及其控制构象和生物行为的微妙作用分析

• DOI: 10.1002/chem.201103038
• 发表时间: 2012
• 期刊: Chemistry
• 作者: Ehrlich;Eggert;Muthukumar;Kalesse
• 通讯作者: Kalesse

The Marine Polyketide Myriaporone 3/4 Stalls Translation by Targeting the Elongation Phase

• DOI: 10.1002/cbic.201200522
• 发表时间: 2013-01
• 期刊: ChemBioChem
• 影响因子: 3.2
• 作者: Yazh Muthukumar;M. Roy;A. Raja;Richard E. Taylor;F. Sasse