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A new class of potent liver injury protective compounds: Structural elucidation, total synthesis and bioactivity study. | LitMetric
A new class of potent liver injury protective compounds, phychetins A-D (-) featuring an unique 6/6/5/6/5 pentacyclic framework, were isolated and structurally characterized from a Chinese medicinal plant . Compounds - are three pairs of enantiomers that were initially obtained in a racemic manner, and were further separated by chiral HPLC preparation. Compounds - were proposed to be originated biosynthetically from a coexisting lignan an intramolecular Friedel-Crafts reaction as the key step. A bioinspired total synthesis strategy was thus designated, and allowed the effective syntheses of compounds - in high yields. Some of compounds exhibited significant anti-inflammatory activities suppressing the production of pro-inflammatory cytokine IL-1. Notably, compound , the most active enantiomeric pair , displayed prominent potent protecting activity against liver injury at a low dose of 3 mg/kg in mice, which could serve as a promising lead for the development of acute liver injury therapeutic agent.
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