Subscribe to RSS
DOI: 10.1055/s-0029-1185360
© Georg Thieme Verlag KG Stuttgart · New York
Structural Revision of Two Flavanonol Glycosides from Smilax glabra
Publication History
received August 22, 2007
revised October 5, 2008
accepted January 6, 2009
Publication Date:
06 February 2009 (online)
Abstract
The structures of two flavanonol glycosides isolated from Smilax glabra, named smitilbin and neosmitilbin, have been revised to isoastilbin and neoastilbin, respectively. The revised structures were determined based on intensive studies of chemical interconversion, NMR spectroscopy, and X-ray crystallographic analysis. The latest NMR data were also summarized.
Key words
Smilax glabra (Liliaceae) - flavanonol glycoside - smitilbin - neosmitilbin - isoastilbin - neoastilbin
- Supporting Information for this article is available online at
- Supporting Information .
References
- 1 [no authors listed]. Chinese Materia Medica Dictionary. Shanghai; Shanghai Science and Technology Publishing House 1977: 91-93
- 2 Chen T, Li J X, Cao J S, Xu Q, Komatsu K, Namba T. A new flavanone isolated from rhizoma Smilacis glabrae and the structural requirements of its derivatives for preventing immunological hepatocyte damage. Planta Med. 1999; 65 56-59
- 3 Chen T, Li J X, Cai Y, Xu Q. A flavonol glycoside from Smilax glabra. Chin Chem Lett. 2002; 13 537-538
- 4 Gaffield W, Waiss A C, Tominaga T. Structural relations and interconversions of isomeric astilbins. J Org Chem. 1975; 40 1057-1061
- 5 Britto J D, Manickam V S, Gopalakrishnan S, Ushioda T, Tanaka N. Determination of aglycone chirality in dihydroflavonol 3-O-α-L-rhamnosides by 1H‐NMR spectroscopy. Chem Pharm Bull. 1995; 43 338-339
Ting Chen
State Key Laboratory of Pharmaceutical Biotechnology
School of Life Sciences
Nanjing University
22 Hankou Road
Nanjing 210093
People's Republic of China
Phone: + 86 25 83 68 67 86
Fax: + 86 25 83 59 76 20
Email: chenting.nju@163.com
Jian-Xin Li
School of Chemistry and Chemical Engineering
Nanjing University
22 Hankou Road
Nanjing 210093
People's Republic of China
Phone: + 86 25 83 68 64 19
Fax: + 86 25 83 68 64 19
Email: lijxnju@nju.edu.cn
- www.thieme-connect.de/ejournals/toc/plantamedica