Decoding cyclase-dependent assembly of hapalindole and fischerindole alkaloids

Nat Chem Biol. 2017 May;13(5):467-469. doi: 10.1038/nchembio.2327. Epub 2017 Mar 13.


The formation of C-C bonds in an enantioselective fashion to create complex polycyclic scaffolds in the hapalindole- and fischerindole- type alkaloids from Stigonematales cyanobacteria represents a compelling and urgent challenge in adapting microbial biosynthesis as a catalytic platform in drug development. Here we determine the biochemical basis for tri- and tetracyclic core formation in these secondary metabolites, involving a new class of cyclases that catalyze a complex cyclization cascade.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Biocatalysis*
  • Carbon-Carbon Lyases / metabolism*
  • Cyanobacteria / metabolism
  • Cyclization
  • Indole Alkaloids / chemistry
  • Indole Alkaloids / metabolism*
  • Indoles / chemistry
  • Indoles / metabolism*


  • Indole Alkaloids
  • Indoles
  • fischerindole
  • Carbon-Carbon Lyases

Associated data

  • PubChem-Substance/329588501
  • PubChem-Substance/329588503
  • PubChem-Substance/329588504
  • PubChem-Substance/329588505
  • PubChem-Substance/329588506
  • PubChem-Substance/329588507
  • PubChem-Substance/329588508
  • PubChem-Substance/329588509
  • PubChem-Substance/329588510
  • PubChem-Substance/329588502