4117-11-7Relevant academic research and scientific papers
Differential effects of falcarinol and related aliphatic c-17-polyacetylenes on intestinal cell proliferation
Stig, Purup,Eric, Larsen,Christensen, Lars P.
, p. 8290 - 8296 (2009)
Quantitative major polyacetylenes of carrots (falcarinol and falcarindiol) and American ginseng roots (falcarinol and panaxydol) were isolated and tested in human intestinal epithelial cells of normal (FHs 74 Int.) and cancer (Caco-2) origin. A hormesis e
A short synthesis of (+) and (-)-falcarinol
McLaughlin, Noel P.,Butler, Eibhlín,Evans, Paul,Brunton, Nigel P.,Koidis, Anastasios,Rai, Dilip K.
experimental part, p. 9681 - 9687 (2011/02/25)
A short, practical synthesis of the bis-acetylenic natural product falcarinol 1 is reported. This method relies on the alternate functionalisation of bis-trimethylsilylbutadiyne 10. This may be achieved in one-pot, however, better yields were obtained more conventionally. Lipase mediated enzymatic kinetic resolution of the racemic adduct in an organic solvent afforded (+)-1 in 97% enantiomeric excess. The analogous process performed with racemic 3-acetoxy falcarinol 11 under aqueous conditions gave (-)-1. Oxidation of 1 with Dess-Martin periodinane gave falcarinone 2.
