Structure elucidation and NMR spectral assignments of three new lignan glycosides from Akebia trifoliata.
Three new lignan glycosides (1-3) were isolated from the stems of Akebia trifoliata. Their structures were elucidated as (7R,8R,7'R,8'R)3,3',5,5'tetramethoxy-4,4'dihydroxy-7,9':7',9-diepoxylignan-4-O-beta-D-glucopyranoside (1), (7S,8S,8'R)-4,4',9-trihydroxy-3,3',5,5'-tetramethoxy-7,9'-epoxylignan-7'-one 9-O-beta-D-glucopyranoside (2), (7R,8R,8'S)-4,4',9-trihydroxy3,3',5,5'-tetramethoxy-7,9'-epoxylignan-7'-one 9-O-beta-D-glucopyranoside (3) by spectral analyses, primarily NMR, MS and CD. The NMR assignments for the compounds were carried out using 1H, 13C, DEPT, COSY, HSQC, HMBC and ROESY NMR experiments.
Guan
Shu-Hong
SH
Shanghai Research Center for TCM Modernization, Shanghai Institute of Materia Medica, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, Shanghai Zhangjiang Hitech Park, Guoshoujing Road #199, Shanghai 201203, P.R. China.
Xia
Jia-Meng
JM
Lu
Zhi-Qiang
ZQ
Chen
Guang-Tong
GT
Jiang
Bao-Hong
BH
Liu
Xuan
X
Guo
De-An
DA
D004365:Drugs, Chinese Herbal / Q000737:chemistry* / Q000302:isolation & purification; D005960:Glucosides / Q000138:chemical synthesis* / Q000737:chemistry* / Q000302:isolation & purification; D006027:Glycosides / Q000737:chemistry* / Q000302:isolation & purification; D017705:Lignans / Q000138:chemical synthesis / Q000737:chemistry* / Q000302:isolation & purification; D008958:Models, Molecular; D008968:Molecular Conformation; D019906:Nuclear Magnetic Resonance, Biomolecular; D018547:Plant Stems / Q000737:chemistry; D029626:Ranunculaceae / Q000737:chemistry*
C527898:3,3',5,5'-tetramethoxy-4,4'-dihydroxy-7,9'-7',9-diepoxylignan-4-O-glucopyranoside; C527899:4,4',9-trihydroxy-3,3',5,5'-tetramethoxy-4,4'-dihydroxy-7,9'-epoxylignan-7'-one 9-O-glucopyranoside; D004365:Drugs, Chinese Herbal; D005960:Glucosides; D006027:Glycosides; D017705:Lignans