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Iso‐ seco ‐tanapartholides: Isolation, Synthesis and Biological Evaluation
Author(s) -
Makiyi Edward F.,
Frade Raquel F. M.,
Lebl Tomas,
Jaffray Ellis G.,
Cobb Susan E.,
Harvey Alan L.,
Slawin Alexandra M. Z.,
Hay Ronald T.,
Westwood Nicholas J.
Publication year - 2009
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200901016
Subject(s) - chemistry , total synthesis , cleavage (geology) , isolation (microbiology) , stereochemistry , combinatorial chemistry , bioinformatics , geotechnical engineering , fracture (geology) , engineering , biology
The isolation, identification and total synthesis of two plant‐derived inhibitors of the NF‐κB signaling pathway from the iso‐ seco ‐tanapartholide family of natural products is described. A key step in the efficient reaction sequence is a late‐stage oxidative cleavage reaction that was carried out in the absence of protecting groups to give the natural products directly. A detailed comparison of the synthetic material with samples of the natural products proved informative. Biological studies on synthetic material confirmed that these compounds act late in the NF‐κB signaling pathway. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)