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

Published: Friday, September 06, 2013
Last Updated: Friday, September 06, 2013
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Researchers have developed a highly stereoselective synthetic route of goodyeroside A and its analogs starting from (S)-malic acid has been developed.

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.

The article is published online in the journal Molecules and is free to access.

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