2. Academic Validation
  3. Synthesis and biological evaluation of [6]-gingerol analogues as transient receptor potential channel TRPV1 and TRPA1 modulators

Synthesis and biological evaluation of [6]-gingerol analogues as transient receptor potential channel TRPV1 and TRPA1 modulators

  • Bioorg Med Chem Lett. 2012 Feb 15;22(4):1674-7. doi: 10.1016/j.bmcl.2011.12.113.
Enrico Morera 1,  Luciano De Petrocellis,  Ludovica Morera,  Aniello Schiano Moriello,  Marianna Nalli,  Vincenzo Di Marzo,  Giorgio Ortar
Affiliations

Affiliation

  • 1 Dipartimento di Chimica e Tecnologie del Farmaco, Sapienza Università di Roma, Roma, Italy. enrico.morera@uniroma1.it
PMID: 22257892 DOI: 10.1016/j.bmcl.2011.12.113
Abstract

In order to explore the structural determinants for the TRPV1 and TRPA1 agonist properties of gingerols, a series of nineteen analogues (1b-5) of racemic [6]-gingerol (1a) was synthesized and tested on TRPV1 and TRPA1 channels. The exploration of the structure-activity relationships, by modulating the three pharmacophoric regions of [6]-gingerol, led to the identification of some selective TRPV1 agonists/desensitizers of TRPV1 channels (3a, 3f, and 4) and of some full TRPA1 antagonists (2c, 2d, 3b, and 3d).

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