Niu-Chang-Chih · 2014 · Research Support, Non U.S. Gov'T
Medium relevanceEthynylbenzenoid metabolites of Antrodia camphorata: synthesis and inhibition of TNF expression.
Antrodia camphorata
Key points
- An improved synthesis of the anti-inflammatory natural product antrocamphin A (2), involving a key Castro-Stephens reaction, is presented, along with the first total synthesis of its congener antrocamphin B (3)
- Approaches towards the more complex co-metabolite antrodioxolanone (4) were unsuccessful, but a samarium diiodide-mediated pinacol coupling of antrocamphin B did provide the chiral epimers (51)
- Antrocamphin A (2) inhibits Tumour Necrosis Factor (TNF) reporter gene expression, but its development as an anti-inflammatory agent may be limited by cytotoxicity
Metadata-grounded summary
Citation abstract
An improved synthesis of the anti-inflammatory natural product antrocamphin A (2), involving a key Castro-Stephens reaction, is presented, along with the first total synthesis of its congener antrocamphin B (3). Approaches towards the more complex co-metabolite antrodioxolanone (4) were unsuccessful, but a samarium diiodide-mediated pinacol coupling of antrocamphin B did provide the chiral epimers (51). Antrocamphin A (2) inhibits Tumour Necrosis Factor (TNF) reporter gene expression, but its development as an anti-inflammatory agent may be limited by cytotoxicity.
Citation
Buccini M, Punch KA, Kaskow B, Flematti GR, Skelton BW, Abraham LJ, et al. (2014). Ethynylbenzenoid metabolites of Antrodia camphorata: synthesis and inhibition of TNF expression. Organic & biomolecular chemistry https://doi.org/10.1039/c3ob42333f PMID: 24385001
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