The enantioselective synthesis of 1-(R)-hydroxypolygodial and its epimer at C-9 is described. a-Ionone was the starting material. Key steps of these syntheses included a CoreyBakshiShibata oxazaborolidine-mediated reduction and a stereoselective DielsAlder reaction. No vanilloid activity was detected for both compounds in assays on VR1 vanilloid receptor in HEK cells transfected with the human VR1.
Enantioselective synthesis of 1-(R)-hydroxypolygodial and its 9alpha epimer, 1-(R)-hydroxyisotadeonal
De Petrocellis L;Di Marzo V;
2007
Abstract
The enantioselective synthesis of 1-(R)-hydroxypolygodial and its epimer at C-9 is described. a-Ionone was the starting material. Key steps of these syntheses included a CoreyBakshiShibata oxazaborolidine-mediated reduction and a stereoselective DielsAlder reaction. No vanilloid activity was detected for both compounds in assays on VR1 vanilloid receptor in HEK cells transfected with the human VR1.File in questo prodotto:
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