Lignan glycosides from Saussurea japonica and rules for substituted effects on ~(13)CNMR chemical shifts of (+)-pinoresinol and (+)-lariciresinol
- VernacularTitle:风毛菊中木脂素苷结构确定和碳化学位移的取代位移效应规律
- Author:
Yanping SHI
;
Ji MA
- Publication Type:Journal Article
- Keywords:
Saussurea japonica (Thunb.) DC.;
liguan glycosides;
substituted effects
- From:
Chinese Traditional and Herbal Drugs
1994;0(09):-
- CountryChina
- Language:Chinese
-
Abstract:
Object To isolate and identify the chemical constituents of Saussurea japonica (Thunb.) DC. and to obtain some rules of chemical shift effects on hydroxylation and O-glycosylation. Methods The constituents were isolated by silica gel column chromatography and HPLC (RP-18), and their structures were elucidated through spectroscopic analysis (NMR and FABMS). The rules were obtained by comparison with those of known analogous lignans. Results Three lignan glycosides were isolated and identifiedcas (+)-1-hydroxypinoresinol-4″-?-D-glucopyranoside (Ⅵ), (+)-lariciresinol-4-?-D-glucopyranoside (Ⅷ), and (+)-1-lariciresinol-4′-?-D-glucopyranoside (Ⅸ), as well as the rules for effects of the hydroxy group at C-1 (upshift about ??-4.2) and O-glucosylation (downshift about ??+3.0) on 13CNMR chemical shifts of (+)-pinoresinol and (+)-lariciresinol. Conclusion All these compounds were obtained from the plants of Saussurea DC. for the first time and the rules should be as some important evidences to assign the position of hydroxylation and glycosylation.
