4.8 Article

Verticilide: Elucidation of absolute configuration and total synthesis

Journal

ORGANIC LETTERS
Volume 8, Issue 24, Pages 5601-5604

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol0623365

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

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