An Efficient Method for Determining the Relative Configuration of Furofuran Lignans by 1H NMR Spectroscopy.

Published on Mar 14, 2018in Journal of Natural Products3.779
· DOI :10.1021/ACS.JNATPROD.8B00044
Si-Yuan Shao8
Estimated H-index: 8
(Peking Union Medical College),
Ya-Nan Yang16
Estimated H-index: 16
(Peking Union Medical College)
+ 2 AuthorsPei-Cheng Zhang20
Estimated H-index: 20
(Peking Union Medical College)
Sources
Abstract
An efficient 1H NMR spectroscopic approach for determining the relative configurations of lignans with a 7,9′:7′,9-diepoxy moiety has been established. Using the chemical shift differences of H2-9 and H2-9′ (ΔδH-9 and ΔδH-9′), the configurations of 8-H and 8-OH furofuran lignans can be rapidly and conveniently determined. The rule is applicable for data acquired in DMSO-d6, methanol-d4, or CDCl3. Notably, the rule should be applied carefully when the C-2 or C-6 substituent of the aromatic rings may alter the dominant conformers of the furofuran moiety.
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