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Title: | H-1 and C-13 NMR spectral assignments and conformational analysis of 14 19-nor-neoclerodane diterpenoids |
Authors: | Rodríguez, Benjamín CSIC; Jimeno, M. Luisa CSIC ORCID | Keywords: | NMR 1H NMR 13C NMR diterpenoids 19-nor-neoclerodanes Conformational analysis molecular modelling structure correction 2-hydroxyteucvidin 19-nor-neoclerodane-18-al derivative |
Issue Date: | 2004 | Publisher: | John Wiley & Sons | Citation: | Magnetic Resonance in Chemistry 42 : 605-616 (2004) | Abstract: | Unambiguous and complete assignments of 1H and 13C NMR chemical shifts for 14 19-nor-neoclerodane diterpenoids, nine of them isolated from natural sources and five other synthetic derivatives, are presented. The assignments are based on 2D shift-correlated (1H,1H-COSY, 1H,13C-gHSQC and 1H,13C-gHMBC) and NOE experiments. The conformations of rings A and B of these compounds are supported by the 3J(H,H) values and they agreewith the low-energy conformations obtained by semi-empirical calculations. Moreover, the data obtained in thiswork for 2-acetoxyteucvidin and a semisynthetic 18-aldehyde derivative indicate that the configuration at C-2 of the former and at C-10 of the latter must be reversed with respect to those reported previously. | Publisher version (URL): | http://dx.doi.org/10.1002/mrc.1384 | URI: | http://hdl.handle.net/10261/34928 | DOI: | 10.1002/mrc.1384 | ISSN: | 0749-1581 |
Appears in Collections: | (CENQUIOR) Artículos |
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