Macroketone

Macroketones are macrocyclic compounds that contain a ketone functional group. Macroketones form the central rings systems of some synthetic polyketide antibiotics.[1][2]

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

References

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.
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. Lay summary – Medical Xpress (April 14, 2010).

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[Anquetin_2008-1] 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.

[Chen_2010-2] 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. Lay summary – Medical Xpress (April 14, 2010).