Planta Med 2009; 75(6): 654-655
DOI: 10.1055/s-0029-1185360
Natural Product Chemistry
Letter
© Georg Thieme Verlag KG Stuttgart · New York

Structural Revision of Two Flavanonol Glycosides from Smilax glabra

Xiang Zhou1 , Qiang Xu1 , Jian-Xin Li2 , Ting Chen1
  • 1State Key Laboratory of Pharmaceutical Biotechnology, School of Life Sciences, Nanjing University, Nanjing, P. R. China
  • 2Institute of Medicinal Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, P. R. China
Further Information

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.

References

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  • 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
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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