View : 31 Download: 0

Utilization of circular dichroism experiment to distinguish acanthoside D and eleutheroside E

Title
Utilization of circular dichroism experiment to distinguish acanthoside D and eleutheroside E
Authors
Kil, Yun-SeoPark, Ji-YeonKim, YoungmeeNam, Sang-JipKim, Sung-JinKim, Yeong ShikSeo, Eun Kyoung
Ewha Authors
김성진서은경김영미남상집
SCOPUS Author ID
김성진scopus; 서은경scopus; 김영미scopus; 남상집scopus
Issue Date
2015
Journal Title
ARCHIVES OF PHARMACAL RESEARCH
ISSN
0253-6269JCR Link1976-3786JCR Link
Citation
vol. 38, no. 11, pp. 1921 - 1925
Keywords
LiriodendrinSyringaresinolAcanthopanaxEucommiaCircular dichroismX-ray crystallographyConfiguration
Publisher
PHARMACEUTICAL SOC KOREA
Indexed
SCIE; SCOPUS; KCI WOS scopus
Abstract
Two lignan glycosides, acanthoside D (1) (=liriodendrin, (+)-syringaresinol di-O-beta-d-glucopyranoside) and eleutheroside E (2) have been confused each other for so long time, and hard to be distinguished each other. Now, this two compounds need to be defined properly so that all the commercial mistakes and confusions should not be made. They have identical planar structures except for the configurations at C-7 and C-8 in each structure according to the chemistry database, SciFinder(A (R)). The systematic name of acanthoside D is [(1S,3aR,4S,6aR)-tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis(2,6-dimethoxy-4,1-phenylene) bis-beta-d-glucopyranoside (1), and the name of eleutheroside E is [(1R,3aR,4S,6aS)-tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis(2,6-dimethoxy-4,1-phenylene) bis-beta-d-glucopyranoside (2). The differences at two chiral centers do not make any differences in the NMR spectra. Thus, the circular dichroism were utilized to dissolve this difficult problem. Acanthoside D (1) showed a positive Cotton effect at 200 nm, whereas eleutheroside E (2) exhibited a negative cotton effect at 200 nm. The absolute structure of acanthoside D was also confirmed by X-ray crystallography.
DOI
10.1007/s12272-015-0586-7
Appears in Collections:
자연과학대학 > 화학·나노과학전공 > Journal papers
Files in This Item:
There are no files associated with this item.
Export
RIS (EndNote)
XLS (Excel)
XML


qrcode

Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.

BROWSE