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Stereochemical assignment of five new lignan glycosides from Viscum album by NMR study combined with CD spectroscopy
Authors:Nguyen Xuan Nhiem  Hwa Young Lee  Nan Young Kim  Seon Ju Park  Eun Sil Kim  Jeong Eun Han  Heejung Yang  Seung Hyun Kim
Affiliation:1. College of Pharmacy, Yonsei Institute of Pharmaceutical Sciences, Yonsei University, , Incheon, Korea;2. Institute of Marine Biochemistry, Vietnam Academy of Science and Technology (VAST), , Hanoi, Vietnam;3. Wildlife Genetic Resources Center, National Institute of Biological Resources, , Incheon, Korea;4. College of Pharmacy and Research Institute of Pharmaceutical Science, Seoul National University, , Seoul, Korea
Abstract:The chemical study of the leaves and twigs of Viscum album led to the isolation of five new lignan glycosides, namely, ligalbumosides A–E (2‐6) and one known lignan glycoside, alangilignoside C (1). The structures of five new lignan glycosides were determined to be (7R,8S,8'S)‐4,9,4'‐trihydroxy‐3,5,3',5'‐tetramethoxy‐7,9'‐epoxylignan 9‐O‐β‐D‐glucopyranoside (2), (7S,8S,7'S,8'R)‐4,9,4'‐trihydroxy‐3,5,3',5',7'‐pentamethoxy‐7,9'‐epoxylignan 9‐O‐β‐D‐glucopyranoside (3), (7R,8R,7'S,8'S)‐4,9,4'‐trihydroxy‐3,5,3',5',7'‐pentamethoxy‐7,9'‐epoxylignan 9‐O‐β‐D‐glucopyranoside (4), (7S,8R,7'S,8'R)‐4,9,4'‐trihydroxy‐3,5,3',5',7'‐pentamethoxy‐7,9'‐epoxylignan 9‐O‐β‐D‐glucopyranoside (5), and (7R,8S,7'R,8'S)‐4,9,4',7'‐tetrahydroxy‐3,5,3',5'‐tetramethoxy‐7,9'‐epoxylignan 9‐O‐β‐D‐glucopyranoside (6) using 1D‐, 2D‐NMR, and CD spectra, chemical methods, as well as comparing the results with those reported in the literature. Copyright © 2012 John Wiley & Sons, Ltd.
Keywords:1H NMR  13C NMR  CD spectroscopy  Viscum album  Loranthaceace  lignan glycoside
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