title: Design, synthesis and hepatoprotective activity of analogs of the natural product goodyeroside A.
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.
authors: State Key Laboratory of Bioactive Substance and Function of Natural Medicines & Beijing Key Laboratory of Active Substances Discovery and Druggability Evaluation, Institute of Materia Medica, Peking Union Medical College and Chinese Academy of Medical Sciences, Beijing 100050, China.
authors: Feng
authors: F
authors: Zhang
authors: Bei
authors: B
authors: Han
authors: Peng
authors: P
authors: Li
authors: Ziyun
authors: Z
authors: Lin
authors: Dali
authors: D
authors: Yin
authors: Yan
authors: Y
authors: Li
authors: Jialiang
authors: J
authors: Zhong
authors: Haihong
authors: H
authors: Huang
mesh_terms: D000818:Animals; D001688:Biological Products / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology* / Q000627:therapeutic use; D018360:Crystallography, X-Ray; D015195:Drug Design; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology* / Q000627:therapeutic use; D008099:Liver / Q000187:drug effects*; D008107:Liver Diseases / Q000188:drug therapy / Q000473:pathology; D051379:Mice; D008968:Molecular Conformation; D009005:Monosaccharides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology* / Q000627:therapeutic use; D020011:Protective Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology* / Q000627:therapeutic use; D051381:Rats
chemical_list: D001688:Biological Products; D005663:Furans; D009005:Monosaccharides; D020011:Protective Agents; C507480:goodyeroside A
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