Syntheses and Biological Properties of Brefeldin Analogues

作者: Sebastian Förster , Elke Persch , Olena Tverskoy , Frank Rominger , Günter Helmchen

DOI: 10.1002/EJOC.201001297

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摘要: Total and partial syntheses of brefeldin analogues are described. (6R)-Hydroxy-BFA (5) was obtained through a total synthesis from (1S,2R)-2-[(trityloxy)methyl]cyclopent-3-ene-1-carbonitrile (cis-8) in 13 steps. The BFA lactam analogue 6 prepared via the key building block 25, which accessed four steps (1). (7S)-Amino-BFC (7) 7-dehydro-BFA (3) by reductive amination. structures were determined X-ray analyses. activities blocking protein traffic between endoplasmatic reticulum Golgi apparatus both for mammalian cells plant cells. Molecular mechanics calculations docking into Arf1-GEF complex, an established receptor BFA, carried out.

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