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Exiguamine A, an indoleamine-2,3-dioxygenase (IDO) inhibitor isolated from the marine sponge Neopetrosia exigua.

Authors
  • Brastianos, Harry C
  • Vottero, Eduardo
  • Patrick, Brian O
  • Van Soest, Rob
  • Matainaho, Teatulohi
  • Mauk, A Grant
  • Andersen, Raymond J
Type
Published Article
Journal
Journal of the American Chemical Society
Publication Date
Dec 20, 2006
Volume
128
Issue
50
Pages
16046–16047
Identifiers
PMID: 17165752
Source
Medline
License
Unknown

Abstract

Exiguamine A (1), a hexacyclic alkaloid with an unprecedented skeleton, has been isolated from the marine sponge Neopetrosia exigua collected in Papua New Guinea. The structure of exiguamine A (1) was elucidated by a combination of spectroscopic analysis and single-crystal X-ray diffraction analysis. Exiguamine A (1) has a Ki of 210 nM for inhibition of indoleamine-2,3-dioxygenase (IDO) in vitro, making it one of the most potent IDO inhibitors known to date. A putative biogenesis for the new exiguamine skeleton starts from DOPA, tryptophan, and N,N-dimethylhydantoin.

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