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Chemical Compound Review:

gamma-Pyridone 1H-pyridin-4-one

Synonyms: pyridin-4-ol, PubChem1116, PubChem2568, SureCN3107, ARONIS23890, ...

Huq, F. et al., Connor, S.C. et al., Wilke, T.J. et al., Saeftel, M. et al., Iba, M.M. et al., et al.

Kubo, Inoue, Kamei, Higashiyama, Connor, Hodson, Ringeissen, Sweatman, McGill, Waterfield, Haselden, Stetinová, Grossmann, Huq, Tayyem, Beale, Yu, Iba, Fung, Giannone, Okey,

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Disease relevance of gamma-Pyridone

Structure optimization studies yielded 4-pyridone derivatives 7n having strong FabI-inhibitory and antibacterial activities against Staphylococcus aureus [1].
Three planaraminepalladium(II) complexes of the form: trans-PdCl(2)L(2), code named TH5, TH6 and TH7 where L=3-hydroxypyridine, 2-hydroxypyridine and 4-hydroxypyridine respectively have been investigated for antitumour activity against ovarian cancer cell lines: A2780, A2780(cisR) and A2780(ZD0473R) [2].

High impact information on gamma-Pyridone

2-Hydroxypyridine and 3-hydroxypyridine caused tissue-specific induction or repression of CYP1A1, whereas 4-hydroxypyridine had no effect on the expression of the enzyme [3].
Interaction of the tumor inhibitor IKP-104, a 4(1H)-pyridinone derivative, with microtubule proteins [4].
Experiments with the antifungal drug ciclopiroxolamine, an alpha-hydroxypyridone, and the plant amino acid L: -mimosine, a 4-pyridone, resulted in an antiplasmodial effect in vitro [5].
MVDA Partial Least Squares (PLS) models were constructed that provided a better prediction of PP in Wistar Han rats than levels of 4PY and NMN alone [6].
Two potential biomarkers of peroxisome proliferation in the rat were described, N-methylnicotinamide (NMN) and N-methyl-4-pyridone-3-carboxamide (4PY) [6].

Biological context of gamma-Pyridone

Ubiquinone and 4-hydroxypyridine aggravated pulmonary ventilation [7].
New 4-hydroxypyridine and 4-hydroxyquinoline derivatives as inhibitors of NADH-ubiquinone reductase in the respiratory chain [8].

Associations of gamma-Pyridone with other chemical compounds

2. Human liver microsomal fractions incubated with an NADPH-generating system and oxygen formed pyridine N-oxide (PNO) at an average rate of 275 pmol/min per mg protein, 2-pyridone (2PO) at 207 pmol/min per mg and 4-pyridone (4PO) at 154 pmol/min per mg [9].
The hypoglycemic effect of a 4-pyridone-type compound was similar to that of (-)-multiflorine as measured by oral glucose tolerance testing in normal mice [10].

References

4-Pyridone derivatives as new inhibitors of bacterial enoyl-ACP reductase FabI. Kitagawa, H., Kumura, K., Takahata, S., Iida, M., Atsumi, K. Bioorg. Med. Chem. (2007) [Pubmed]
Studies on the activity of three palladium(II) compounds of the form: Trans-PdL(2)Cl(2) where L=2-hydroxypyridine, 3-hydroxypyridine, and 4-hydroxypyridine. Huq, F., Tayyem, H., Beale, P., Yu, J.Q. J. Inorg. Biochem. (2007) [Pubmed]
Comparative induction of CYP1A1 expression by pyridine and its metabolites. Iba, M.M., Fung, J., Giannone, J.V., Okey, A.B. Arch. Biochem. Biophys. (2000) [Pubmed]
Interaction of the tumor inhibitor IKP-104, a 4(1H)-pyridinone derivative, with microtubule proteins. Mizuhashi, F., Murata, K., Kitagaki, T., Tomita, I. Jpn. J. Cancer Res. (1992) [Pubmed]
Piperidones with activity against Plasmodium falciparum. Saeftel, M., Sarite, R.S., Njuguna, T., Holzgrabe, U., Ulmer, D., Hoerauf, A., Kaiser, A. Parasitol. Res. (2006) [Pubmed]
Development of a multivariate statistical model to predict peroxisome proliferation in the rat, based on urinary 1H-NMR spectral patterns. Connor, S.C., Hodson, M.P., Ringeissen, S., Sweatman, B.C., McGill, P.J., Waterfield, C.J., Haselden, J.N. Biomarkers (2004) [Pubmed]
Effects of known and potential antioxidants on animal models of pathological processes (diabetes, gastric lesions, allergic bronchospasm). Stetinová, V., Grossmann, V. Experimental and toxicologic pathology : official journal of the Gesellschaft für Toxikologische Pathologie. (2000) [Pubmed]
New 4-hydroxypyridine and 4-hydroxyquinoline derivatives as inhibitors of NADH-ubiquinone reductase in the respiratory chain. Chung, K.H., Cho, K.Y., Asami, Y., Takahashi, N., Yoshida, S. Z. Naturforsch., C, J. Biosci. (1989) [Pubmed]
Oxidative metabolism of 14C-pyridine by human and rat tissue subcellular fractions. Wilke, T.J., Jondorf, W.R., Powis, G. Xenobiotica (1989) [Pubmed]
Hypoglycemic effects of multiflorine derivatives in normal mice. Kubo, H., Inoue, M., Kamei, J., Higashiyama, K. Biol. Pharm. Bull. (2006) [Pubmed]

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