[Isolation and structure determination of steroidal saponin from Dioscorea zingiberensis].
To study the chemical constituents of Dioscorea zingiberensis Wright, the EtOH extract of fresh rhizomes of D. zingiberensis was concentrated and partitioned further to produce petroleum ether-, ethylacetate-, n-butanol- and water-soluble fractions. The water-soluble fraction was subjected to column chromatography on macro resin AB-8, and the final products were obtained by repeated reversed-phase ODS and MCI gel CHP 20P column chromatography. Structures of compounds were elucidated by 1H NMR, 13C NMR, 135DEPT, HMQC, HMBC and TOCSY spectroscopic analyses. A new steroidal saponin was isolated, which was identified as (25R)-26-O-(beta-D-glucopyranosyl)-furost-5-en-3 beta, 16, 20, 26-tetraol-22-seco-3-O-beta-D-glucopyranosyl-(1--> 3)-beta-D-glucopyranosyl-(1--> 4)-[alpha-L-rhamnopyranosyl-(1-->2)]-beta-D-glucopyranoside. The compound is a novel skeletally steroidal saponin, named as zingiberenin F (1). It was reported for the first time from D. zingiberensis Wright.
School of Food Science and Technology, Jiangnan University, Wuxi 214036, China. xdp1219@yahoo.com.cn
De-ping
DP
Xu
Chang-ying
CY
Hu
Lin
L
Wang
Xiao-chun
XC
Wang
Zi-jie
ZJ
Pang
D027742:Dioscorea / Q000737:chemistry*; D015394:Molecular Structure; D010946:Plants, Medicinal / Q000737:chemistry; D027343:Rhizome / Q000737:chemistry; D012503:Saponins / Q000737:chemistry / Q000302:isolation & purification*
C546893:26-O-glucopyranosyl-furost-5-en-3,16,20,26-tetraol-22-seco-3-O-glucopyranosyl-1-3-glucopyranosyl-1-4-(rhamnopyranosyl-1-2)glucopyranoside; D012503:Saponins