Strength by Joining Methods: Combining Synthesis with NMR,IR, and Vibrational Circular Dichroism Spectroscopy for the Determination of the Relative Configuration in Hemicalide |
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| Authors: | Ewoud De Gussem Prof. Dr. Wouter Herrebout Dr. Simon Specklin Dr. Christophe Meyer Prof. Dr. Janine Cossy Prof. Dr. Patrick Bultinck |
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| Affiliation: | 1. Department of Inorganic and Physical Chemistry, Ghent University, Krijgslaan 281‐S3, 9000 Ghent (Belgium);2. Department of Chemistry, University of Antwerp, Groenenborgerlaan 171, 2020 Antwerp (Belgium);3. Laboratory of Organic Chemistry from the Institute of Chemistry, Biology and Innovation (CBI), ESPCI ParisTech/CNRS UMR8231/PSL Research University, 10 rue Vauquelin, 75231 Paris CEDEX 05 (France) |
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| Abstract: | ![]()
The relative configuration of a key subunit of hemicalide, a recently isolated, highly bioactive marine natural product having potent antiproliferative activity against a panel of human cancer cell lines, was assigned by combining stereocontrolled synthesis of model substrates with NMR, IR, and vibrational circular dichroism (VCD) spectroscopy. The assignment of the absolute configuration of asymmetric carbon center C42 in two structurally complex epimeric substructures containing six stereocenters by VCD analysis illustrates the power and reliability of combining methods. |
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| Keywords: | circular dichroism configuration determination natural products NMR spectroscopy structure elucidation |
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