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Chemical Compound Review:

Robinetin 3,7-dihydroxy-2-(3,4,5...

Synonyms: Norkanugin, AC1NQYWM, CHEMBL170405, CCRIS 7520, AG-A-49068, ...

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High impact information on Robinetin

However, treatment with 50 or 100 mumol robinetin diminished ODC induction at 6 h after TPA [1].
Myricetin, robinetin and luteolin inhibited the mutagenic activity resulting from the metabolic activation of benzo[a]-pyrene and (+/-)-trans-7,8-dihydroxy-7,8-dihydrobenzo[a]-pyrene by rat liver microsomes [2].
Several of the methoxylated flavonoids are among the best MRP1 inhibitors (IC(50) values, ranging between 2.7 and 14.3 microM) followed by robinetin, myricetin and quercetin (IC(50) values ranging between 13.6 and 21.8 microM) [3].
Using the in silico model for flavone, kaempferol and chrysoeriol, the apparent Ki value for inhibition of the active transport to the apical side was estimated to be below 53 muM and for morin, robinetin and taxifolin between 164 and 268 muM [4].

Biological context of Robinetin

For one flavonoid, robinetin, the kinetics of inhibition were studied in more detail and revealed competitive inhibition with respect to calcein, with apparent inhibition constants of 5.0 microM for MRP1 and 8.5 microM for MRP2 [3].

Associations of Robinetin with other chemical compounds

Pretreatment with 37.5 or 50 mumol indole-3-carbinol or 0.5, 12.5 or 25 mumol robinetin resulted in elevated induction of epidermal ODC by TPA at 6 h after TPA [1].
Pretreatment of the skin half an hour before TPA with apigenin, robinetin, butylated hydroxyanisole, 13-cis-retinoic acid (all at 50 mumol) or di-fluoromethylornithine (1.6 mumol) inhibited ODC induction at 6 h after TPA by 67-80% [1].

References

Anti-mutagenesis and anti-promotion by apigenin, robinetin and indole-3-carbinol. Birt, D.F., Walker, B., Tibbels, M.G., Bresnick, E. Carcinogenesis (1986) [Pubmed]
Inhibition of the mutagenicity of bay-region diol-epoxides of polycyclic aromatic hydrocarbons by phenolic plant flavonoids. Huang, M.T., Wood, A.W., Newmark, H.L., Sayer, J.M., Yagi, H., Jerina, D.M., Conney, A.H. Carcinogenesis (1983) [Pubmed]
Quantitative structure activity relationship studies on the flavonoid mediated inhibition of multidrug resistance proteins 1 and 2. van Zanden, J.J., Wortelboer, H.M., Bijlsma, S., Punt, A., Usta, M., Bladeren, P.J., Rietjens, I.M., Cnubben, N.H. Biochem. Pharmacol. (2005) [Pubmed]
An in vitro and in silico study on the flavonoid-mediated modulation of the transport of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) through Caco-2 monolayers. Schutte, M.E., Freidig, A.P., van de Sandt, J.J., Alink, G.M., Rietjens, I.M., Groten, J.P. Toxicol. Appl. Pharmacol. (2006) [Pubmed]

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