4.5 Review

Recent Advances in the Synthesis of Flavaglines, a Family of Potent Bioactive Natural Compounds Originating from Traditional Chinese Medicine

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2016, Issue 36, Pages 5908-5916

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201600437

Keywords

Natural products; Total synthesis; Synthesis design; Medicinal chemistry; Antitumor agents

Funding

  1. Association pour la Recherche sur le Cancer (ARC) [3940, SFI20111204054, PJA 20141201909]
  2. AAREC Filia Research
  3. the Association Nationale de la Recherche et de la Technologie (ANRT)
  4. Ministere de l'Education Nationale, de l'Enseignement Superieur et de la Recherche (MENSR)

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Flavaglines constitute a distinctive family of plant metabolites isolated from medicinal plants of the genus Aglaia. These compounds exhibit a broad spectrum of distinctive pharmacological properties, including anti-inflammatory, neuroprotective, cardioprotective, and anticancer activities. These natural cyclopenta[b]benzofurans are characterized by densely functionalized tricyclic frameworks, as exemplified by the structures of rocaglamide or silvestrol, which makes them extremely attractive targets for total synthesis, in addition to their therapeutic potential. In this review we describe the various synthetic approaches to the total synthesis of flavaglines, culminating in a new generation of diastereo- and enantioselective total syntheses.

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