The enantioselective synthesis of 3(S)-hydroxy polygodial and its acetyl derivative is described. The construction of the 3-hydroxy drimane skeleton was based on the titanium-catalyzed radical cyclization of (10S)-10, 11-epoxy-farnesyl acetate. Only underivatized 3(S)-hydroxy polygodial showed activity in assays on VR1 vanilloid receptor in HEK cells transfected with the human VR1.

Enantioselective synthesis of 3(S)-hydroxy polygodial derivatives and evaluation of their vanilloid activity

De Petrocellis L;Di Marzo V;
2010

Abstract

The enantioselective synthesis of 3(S)-hydroxy polygodial and its acetyl derivative is described. The construction of the 3-hydroxy drimane skeleton was based on the titanium-catalyzed radical cyclization of (10S)-10, 11-epoxy-farnesyl acetate. Only underivatized 3(S)-hydroxy polygodial showed activity in assays on VR1 vanilloid receptor in HEK cells transfected with the human VR1.
2010
Istituto di Scienze Applicate e Sistemi Intelligenti "Eduardo Caianiello" - ISASI
BIOMIMETIC CONDITIONS; RECEPTORS; DESENSITIZATION; SESQUITERPENES; METHYLAMINE; TRPV1
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14243/464607
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