Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1373111 | Bioorganic & Medicinal Chemistry Letters | 2009 | 4 Pages |
Abstract
The synthesis and biological activity of the novel diastereoisomers of 2-benzyl-2,3-dihydro-2-(1H-inden-2-yl)-1H-inden-1-ol is reported. The 2,2-coupled indane dimers were synthesised by coupling of the silyl enol ether of 1-indanone with the dimethyl ketal of 2-indanone. The coupled product was directly alkylated to give the racemic ketone which was reduced to the diastereoisomeric alcohols. The alcohols were separated and their relative stereochemistry was established by X-ray crystallography. These molecules demonstrate significant anti-inflammatory activity in vivo and in vitro and may represent a new class of anti-inflammatory agent.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Helen Sheridan, John J. Walsh, Carina Cogan, Michael Jordan, Tom McCabe, Egle Passante, Neil H. Frankish,