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Iso-seco-tanapartholides: Isolation, Synthesis and Biological Evaluation.

ABSTRACT: The isolation, identification and total synthesis of two plant-derived inhibitors of the NF-?B 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-?B signaling pathway. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009).

SUBMITTER: Makiyi EF

PROVIDER: S-EPMC3627315 | biostudies-literature | 2009 Nov

REPOSITORIES: biostudies-literature

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Iso-<i>seco</i>-tanapartholides: Isolation, Synthesis and Biological Evaluation.

Makiyi Edward F EF Frade Raquel F M RF Lebl Tomas T Jaffray Ellis G EG Cobb Susan E SE Harvey Alan L AL Slawin Alexandra M Z AM Hay Ronald T RT Westwood Nicholas J NJ

European journal of organic chemistry 20091007 33

The isolation, identification and total synthesis of two plant-derived inhibitors of the NF-κB signaling pathway from the iso-<i>seco</i>-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 stud ...[more]

PMID: 23606807

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