Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)

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Chemical Compound Review:

Pyranone 3,5-dihydroxy-2-methyl-5,6- dihydropyran-4-one

Synonyms: CCRIS 8144, SureCN1278394, AC1L3PKW, CTK8D5945, AR-1E9669, ...

Wen, Z. et al., Hiramoto, K. et al., Tummino, P.J. et al.

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High impact information on Pyranone

These studies demonstrate that the integrity of furanocoumarin structure is important for competitive binding to the active site of CYP6B1, even though the carbonyl group on the pyranone ring apparently does not affect its inhibitory capacity, as in the case of furanochromones [1].
The pyranone group of compound 2 was found to bind at the active site in the same manner, with the 6-phenyl and the 3-phenylthio occupying P1 and P1', respectively [2].

Analytical, diagnostic and therapeutic context of Pyranone

Reversed phase HPLC of the extract revealed a new DNA strand-breaking substance, which was purified by repeated HPLC and identified as 2,3-dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one (DDMP) [3].

References

Inhibition of CYP6B1-mediated detoxification of xanthotoxin by plant allelochemicals in the black swallowtail (Papilio polyxenes). Wen, Z., Berenbaum, M.R., Schuler, M.A. J. Chem. Ecol. (2006) [Pubmed]
Discovery and optimization of nonpeptide HIV-1 protease inhibitors. Tummino, P.J., Prasad, J.V., Ferguson, D., Nouhan, C., Graham, N., Domagala, J.M., Ellsworth, E., Gajda, C., Hagen, S.E., Lunney, E.A., Para, K.S., Tait, B.D., Pavlovsky, A., Erickson, J.W., Gracheck, S., McQuade, T.J., Hupe, D.J. Bioorg. Med. Chem. (1996) [Pubmed]
DNA strand-breaking activity and mutagenicity of 2,3-dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one (DDMP), a Maillard reaction product of glucose and glycine. Hiramoto, K., Nasuhara, A., Michikoshi, K., Kato, T., Kikugawa, K. Mutat. Res. (1997) [Pubmed]

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