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

D'ACUNTO, MARIANTONIETTA
IZZO, Irene
SPINELLA, Aldo
Carmela Della Monica
Luciano De Petrocellis
Vincenzo di Marzo

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Publication date

January 2010

DOI

10.1016/j.tet.2010.11.002

Publisher

Elsevier BV

ISSN

0040-4020

Citation count (estimate)

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

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

Abstract

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

Abstract

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