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Original Articles

Two new flavonol glycosides from Epimedium koreanum Nakai

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Pages 401-409 | Received 27 Oct 2008, Accepted 02 Mar 2009, Published online: 05 Jun 2009
 

Abstract

Two new flavonol glycosides, named icarisid B (1) and icarisid C (2), along with seven known flavonol glycosides were isolated from the bioassay-directed fractions of the aqueous extract of Epimedium koreanum Nakai. The structures of the two new compounds were established on the basis of chemical and spectroscopic methods (ESI-MS, 1D, and 2D NMR) as 5-hydroxyl-4′-methoxy-8-(γ-hydroxyl-γ,γ-dimethyl)-propyl-3-O-α-l-rhamnopyranosyl-flavonol-7-O-β-d-glucopyranoside (1) and 5-hydroxyl-4′-methoxy-8-(γ-methoxy-γ,γ-dimethyl)-propyl-3-O-β-d-glucopyranosyl(1 → 3)-α-l-rhamnopyranosyl-flavonol-7-O-β-d-glucopyranoside (2), respectively. All the nine compounds were tested for their effects on proliferation and alkaline phosphatase (ALP) activity using UMR106 cells. As a result, five compounds showed stimulating effects on both the proliferation and ALP activity, which suggested that they might be used as potential leading compounds to cure osteoporosis.

Acknowledgements

This work was supported by the National Science Foundation of China (NSFC Ref. 30418007) and the Research Grants Council of Hong Kong (RGC Ref. N_PolyU536/04). The authors are grateful to Professor Qi-Shi Sun, Shenyang Pharmaceutical University, for the identification of the plant of E. koreanum Nakai and the Shanghai Institute of Materia Medica of Chinese Academy of Science for HR-ESI-MS experiments. Thanks are also extended to Mr Haiyang Yu for UV and IR, Mr Weihua Jiao and Ms Ping Weng for optical rotations, Mr Jin-Hui Huang for NMR, and Ms Ling Li for ESI-MS.

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