Macroketone

Chemical structure of (4E,6S,7S,8S,9E)-7-hydroxy-8-methoxy-4,6-dimethylcyclotetradeca-4,9-dien-1-one, a macroketone used in the synthesis of migrastatin analogs

Macroketones are macrocyclic compounds that contain a ketone functional group. Macroketones form the central rings systems of some synthetic polyketide antibiotics.

References

  1. ↑ Anquetin G, Horgan G, Rawe S, Murray D, Madden A, MacMathuna P, Doran P, Murphy PV (2008). "Synthesis of Novel Macrolactam and Macroketone Analogues of Migrastatin from D-Glucal and Comparison with Macrolactone and Acyclic Analogues: A Dorrigocin A Congener Is a Potent Inhibitor of Gastric Cancer Cell Migration". European Journal of Organic Chemistry. 2008 (11): 1953–1958. doi:10.1002/ejoc.200701192.
  2. ↑ PDB: 3LNA​; Chen L, Yang S, Jakoncic J, Zhang JJ, Huang XY (April 2010). "Migrastatin analogues target fascin to block tumour metastasis". Nature. 464 (7291): 1062–6. Bibcode:2010Natur.464.1062C. doi:10.1038/nature08978. PMC 2857318. PMID 20393565.