Verticilide: Elucidation of Absolute Configuration and Total Synthesis

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• 作者：Souichi Monma ; Toshiaki Sunazuka ; Kenichiro Nagai ; Takahiro Arai ; Kazuro Shiomi ; Ryosuke Matsui ; Satoshi //pubs.acs.org/images/entities/Omacr.gif" border="0">mura
• 刊名：Organic Letters
• 出版年：2006
• 出版时间：November 23, 2006
• 年：2006
• 卷：8
• 期：24
• 页码：5601 - 5604
• 全文大小：80K
• 年卷期：v.8,no.24(November 23, 2006)
• ISSN：1523-7052

文摘

Verticilide (1) is a 24-membered cyclic depsipeptide isolated from the culture broth of Verticillium sp. FKI-1033. It inhibits ryanodine bindingto ryanodine receptor (RyR) and has insecticidal activity. The stereochemistry of 2-hydroxyheptanoic acid in verticilide was elucidated bychiral HPLC analysis of the degradation product 6 and synthetic (+) and (-)-6. We also describe the practical total synthesis of verticilide.