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). (C) 2011 Elsevier Ltd. All rights reserved.

Synthesis and biological evaluation of [6]-gingerol analogues as transient receptor potential channel TRPV1 and TRPA1 modulators / Morera, Enrico; Luciano De, Petrocellis; Morera, Ludovica; Aniello Schiano, Moriello; Nalli, Marianna; Vincenzo Di, Marzo; Ortar, Giorgio. - In: BIOORGANIC & MEDICINAL CHEMISTRY LETTERS. - ISSN 0960-894X. - STAMPA. - 22:4(2012), pp. 1674-1677. [10.1016/j.bmcl.2011.12.113]

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

MORERA, ENRICO;MORERA, LUDOVICA;NALLI, Marianna;ORTAR, Giorgio
2012

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). (C) 2011 Elsevier Ltd. All rights reserved.
2012
gingerol analogues; shogaol analogues; trp channels; trpa1; trpv1
01 Pubblicazione su rivista::01a Articolo in rivista
Synthesis and biological evaluation of [6]-gingerol analogues as transient receptor potential channel TRPV1 and TRPA1 modulators / Morera, Enrico; Luciano De, Petrocellis; Morera, Ludovica; Aniello Schiano, Moriello; Nalli, Marianna; Vincenzo Di, Marzo; Ortar, Giorgio. - In: BIOORGANIC & MEDICINAL CHEMISTRY LETTERS. - ISSN 0960-894X. - STAMPA. - 22:4(2012), pp. 1674-1677. [10.1016/j.bmcl.2011.12.113]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/433839
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