The chemistry of isoindole natural products

Article English OPEN
Speck, Klaus ; Magauer, Thomas (2013)
  • Publisher: Beilstein-Institut
  • Journal: Beilstein Journal of Organic Chemistry, volume 9, pages 2,048-2,078 (issn: 1860-5397, eissn: 1860-5397)
  • Related identifiers: pmc: PMC3817534, doi: 10.3762/bjoc.9.243
  • Subject: Chemistry | isoindolinone | QD241-441 | natural products | Q | Organic Chemistry | Review | Science | isoindole | isoindoline | isoindolone
    mesheuropmc: endocrine system | complex mixtures | heterocyclic compounds | organic chemicals

Summary This review highlights the chemical and biological aspects of natural products containing an oxidized or reduced isoindole skeleton. This motif is found in its intact or modified form in indolocarbazoles, macrocyclic polyketides (cytochalasan alkaloids), the aporhoeadane alkaloids, meroterpenoids from Stachybotrys species and anthraquinone-type alkaloids. Concerning their biological activity, molecular structure and synthesis, we have limited this review to the most inspiring examples. Within different congeners, we have selected a few members and discussed the synthetic routes in more detail. The putative biosynthetic pathways of the presented isoindole alkaloids are described as well.
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