Reactions of the melatonin metabolite AMK (N1-acetyl-5-methoxykynuramine) with reactive nitrogen species: formation of novel compounds, 3-acetamidomethyl-6-methoxycinnolinone and 3-nitro-AMK.

@article{Guenther2005ReactionsOT,
  title={Reactions of the melatonin metabolite AMK (N1-acetyl-5-methoxykynuramine) with reactive nitrogen species: formation of novel compounds, 3-acetamidomethyl-6-methoxycinnolinone and 3-nitro-AMK.},
  author={Anna L Guenther and Sonja I Schmidt and Hartmut Laatsch and Serge Fotso and Heiko Ness and Anna-Rebekka Ressmeyer and Burkhard Poeggeler and R{\"u}diger Hardeland},
  journal={Journal of pineal research},
  year={2005},
  volume={39 3},
  pages={251-60}
}
The melatonin metabolite N1-acetyl-5-methoxykynuramine (AMK) was found to be unstable in air when adsorbed on a thin-layer silica gel chromatography plate, a result that is in good agreement with the relatively high reactivity of this compound. Three novel main products were separated from the reaction mixture and identified by mass spectrometry and nuclear magnetic resonance data as: (i) 3-acetamidomethyl-6-methoxycinnolinone (AMMC), (ii) 3-nitro-AMK (AMNK, N1-acetyl-5-methoxy-3… CONTINUE READING

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