Citation: Pei Cheng ZHANG, Ying Hong WANG, Xin LIU, Xiang YI, Ruo Yun CHEN, De Quan YU. Conformational Study of 8-C-glucosyl-prunetin by Dynamic NMR Spectroscopy[J]. Chinese Chemical Letters, ;2002, 13(7): 645-648. shu

Conformational Study of 8-C-glucosyl-prunetin by Dynamic NMR Spectroscopy

Institute ofMateria Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050

Received Date: 10 September 2001

By means of variable temperature NMR spectra, conformation of 8-C-glucosyl prunetin,isolated from the leaves of Dalbergia hainanensis (Leguminosae), was studied. The restricted rotation around the C (sp³)-C (sp²) bond in the C-glucosides isoflavonoid results in two main conformers (syn and anti). With the help of MM calculation, the preferred conformation A has H-I" gauche to the 7-OCH₃. The barrier to rotation was 18.1 kcal/mol. This result agrees with the calculated value 16.2 kcal/mol of free energy of activation for the interconversion between the conformers.
- 8-C-Glucosyl prunetin,
- dynamic NMR,
- MM calculation,
- conformation
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