Strength by joining methods: combining synthesis with NMR, IR, and vibrational circular dichroism spectroscopy for the determination of the relative configuration in hemicalide
De Gussem, E.; Herrebout, W.; Specklin, S.; Meyer, C.; Cossy, J.; Bultinck, P. (2014). Strength by joining methods: combining synthesis with NMR, IR, and vibrational circular dichroism spectroscopy for the determination of the relative configuration in hemicalide. Chemistry-A European Journal 20(52): 17385-17394. https://dx.doi.org/10.1002/chem.201404822
In: Chemistry-A European Journal. WILEY-V C H VERLAG GMBH: Weinheim. ISSN 0947-6539; e-ISSN 1521-3765, more
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| Author keywords |
circular dichroism;configuration determination;natural products;NMR spectroscopy;structure elucidation |
| Authors | | Top |
- De Gussem, E., more
- Herrebout, W., more
- Specklin, S.
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- Meyer, C.
- Cossy, J.
- Bultinck, P.
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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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