AI Article Synopsis

  • The study discusses the creation and biological effects of new diastereoisomers of a specific indene compound.
  • The synthesis involved coupling an indanone derivative with another ketone, followed by alkylation and reduction to produce diastereoisomeric alcohols.
  • These alchohols exhibit notable anti-inflammatory properties, suggesting they could be a new category of anti-inflammatory drugs.

Article 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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http://dx.doi.org/10.1016/j.bmcl.2009.08.060DOI Listing

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