Structural elucidation and conformational properties of the immunomodulator linomide

Journal of Pharmaceutical and Biomedical Analysis
Thomas MavromoustakosD Karussis

Abstract

Linomide is a new synthetic immunomodulator which exerts prominent anti-autoimmune effects in various experimental models. Recently, it was tested in clinical trials to patients suffering from multiple sclerosis and showed to inhibit the activity of the disease. Therefore, due to its pharmacological importance, we attempted elucidate its structure using one-dimensional and two-dimensional nuclear magnetic resonance (NMR) techniques and study its conformational properties using a combination of two-dimensional NMR spectroscopy and molecular modeling. The conformational analysis of linomide was based on the measurement of interproton nuclear Overhauser enhancement (NOE) values obtained from a two-dimensional NMR spectrum and a number of molecular modeling techniques used to calculate the low energy conformers of this compound. This information will serve as an aid to synthetic chemists whom their research activity is focused on developing linomide analogs with better biological profiles.

References

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Feb 23, 2012·Proceedings of the National Academy of Sciences of the United States of America·Min ZhangVictor Nussenzweig

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Citations

Mar 20, 2003·Journal of Pharmaceutical and Biomedical Analysis·Ioanna KyrikouThomas Mavromoustakos

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