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Molecules 2013, 18(2), 1933-1948; doi:10.3390/molecules18021933
Article

Design, Synthesis and Hepatoprotective Activity of Analogs of the Natural Product Goodyeroside A

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Received: 21 December 2012 / Revised: 29 January 2013 / Accepted: 30 January 2013 / Published: 1 February 2013
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Abstract

Goodyeroside A, a natural product isolated from the Goodyera species, possesses significant hepatoprotective activity and has a novel skeleton not previously observed in other synthetic drugs used for the treatment of hepatitis. Herein, we report a highly stereoselective synthesis of goodyeroside A and related analogs with varying substituents at the α position of the carbonyl group to explore the structure-activity relationships of goodyeroside A. The absolute configuration of analog 5d was confirmed by single crystal X-ray analysis. The results from in vitro and in vivo studies indicate that 5a, the fully acetylated compound of goodyeroside A, is worthy of further investigation as a lead to identify novel hepatoprotective agents.
Keywords: goodyeroside A; structure-activity relationships; stereoselective; single crystal X-ray goodyeroside A; structure-activity relationships; stereoselective; single crystal X-ray
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Zhang, F.; Han, B.; Li, P.; Lin, Z.; Yin, D.; Li, Y.; Zhong, J.; Huang, H. Design, Synthesis and Hepatoprotective Activity of Analogs of the Natural Product Goodyeroside A. Molecules 2013, 18, 1933-1948.

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