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Synthesis and Conformational Analysis of Geodiamolide Analogues

✍ Scribed by Srinivasa Marimganti; Ralph Wieneke; Armin Geyer; Martin E. Maier

Publisher
John Wiley and Sons
Year
2007
Tongue
English
Weight
265 KB
Volume
2007
Category
Article
ISSN
1434-193X

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✦ Synopsis

Abstract

Starting with the ω‐hydroxy and ω‐amino acid derivatives 13 and 21, the two closely related geodiamolide analogs 32 and 35, respectively, were prepared. Compared to the natural cyclodepsipeptide geodiamolide (1), the macrocycles 32 and 35 have a smaller ring size (17‐ vs. 18‐membered). Conformational analysis by ROESY spectroscopy and molecular dynamics simulation revealed that the reduced ring size causes the polypropionate sector to flip with regard to the geodiamolide conformation.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)

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