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Flavin-related Compounds: 3-Ethyl-lumiflavin. Combined DFT, NMR, X-ray and EI Mass Spectral Study

Sikorska E., Hernando J., Bourdelande J. L., Khmelinskii I., Kubicki M., Komasa A., Prukała D., Sikorski M.

Polish Journal of Chemistry

2008

Vol. 82, nr 11

2141-2152

3-Ethyl-lumiflavin was characterized by a variety of methods. Laser flash photolysis measurements in methanol solutions yielded a triplet state living 9.5 ms and a radical species living 91mi s, with steady-state photolysis quantum yields below 10-5. Fluorescence life time of 4.5 ns and quantum yield of 0.16 was recorded in aqueous solu tions. Crystal structure determined by X-ray diffraction was quite similar to the geometry of an isolated molecule calculated using the DFT approach, with the observed differences attributable to a non linear hydrogen bond existing in the crystal solid. EI mass spectra revealed a fragmentation path specific to this compound and in existent in lumiflavin or other similar compounds, due to ejection of a C2H5-N=C=O molecule, containing the ethyl substituent of the parent molecule.

New isomeric N-substituted hydrazones of ortho, mata and para hydroxybenzaldehydes

Wyrzykiewicz E., Prukała D.

Polish Journal of Chemistry

1998

Vol. 72, nr 4

694-702

27 unknown N-(E)-stilbenyloxyalkylcarbonyl- and N-(E)-stilbenyloxyalkylcarbonylaminoalkylcarbonyl- substituted hydrazones of ortho, meta and para hydroxybenzaldehydes were prepared. From (1)H-NMR(inDMSO-d-6) was established that the N-substituted hydrazones occurred as E geometrical isomers and cis/trans amide conformers.