Conformational Analysis of the Anti‐obesity Drug Lorcaserin in Water: How To Take Advantage of Long‐Range Residual Dipolar Couplings |
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| Authors: | Dr Pablo Trigo‐Mouriño Dr M Carmen de?la?Fuente Dr Roberto R Gil Dr Víctor M Sánchez‐Pedregal Dr Armando Navarro‐Vázquez |
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| Institution: | 1. Departamento de Química Orgánica, Universidade de Vigo, Campus Lagoas‐Marcosende, 36310 Vigo (Spain), Fax: (+34)?986812262;2. Departamento de Química Orgánica, Universidade de Santiago de Compostela, Campus Vida, 15782, Santiago de Compostela (Spain);3. Centro Singular de Investigación en Química Biolóxica e Materiais Moleculares (CIQUS), Universidade de Santiago de Compostela, Campus Vida, 15782, Santiago de Compostela (Spain), Fax: (+34)?881815704;4. Department of Chemistry, Carnegie Mellon University, 4400 Fifth Ave, Pittsburg, PA (USA) |
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| Abstract: | The conformational state of 8‐chloro‐1‐methyl‐2,3,4,5‐tetrahydro‐1H‐3‐benzazepine hydrochloride (lorcaserin) in water has been determined on the basis of one‐bond and long‐range C? H residual dipolar coupling (RDC) data along with DFT computations and 3JHH coupling‐constant analysis. According to this analysis, lorcaserin exists as a conformational equilibrium of two crown‐chair forms, of which the preferred conformation has the methyl group in an equatorial orientation. |
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| Keywords: | conformation analysis anti‐obesity drugs NMR spectroscopy residual dipolar couplings |
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