http://www.cnr.it/ontology/cnr/individuo/prodotto/ID167380

Iodinated N-acylvanillamines. Potential \"multiple-target\" anti-inflammatory agents acting via inhibition of T cell activation and antagonism at vanilloid TRPV1 channels (Articolo in rivista)

Type

Articolo in rivista (Classe)
Prodotto della ricerca (Classe)

Label

Iodinated N-acylvanillamines. Potential \"multiple-target\" anti-inflammatory agents acting via inhibition of T cell activation and antagonism at vanilloid TRPV1 channels (Articolo in rivista) (literal)

Anno

2006-01-01T00:00:00+01:00 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi

10.1124/mol.105.019786 (literal)

Alternative label

Marquez N., De Petrocellis L., Caballero F.J., Macho A., Schiano-Moriello A., Minassi A., Appendino G., Munoz E., Di Marzo V. (2006)
Iodinated N-acylvanillamines. Potential "multiple-target" anti-inflammatory agents acting via inhibition of T cell activation and antagonism at vanilloid TRPV1 channels
in Molecular pharmacology (Print); American Society Of Pharmacology And Experimental Therapeutics, Bethesda (Stati Uniti d'America)
(literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori

Marquez N., De Petrocellis L., Caballero F.J., Macho A., Schiano-Moriello A., Minassi A., Appendino G., Munoz E., Di Marzo V. (literal)

Pagina inizio

1373 (literal)

Pagina fine

1382 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume

69 (literal)

Rivista

Molecular pharmacology (Rivista)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroFascicolo

4 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#descrizioneSinteticaDelProdotto

studio sperimentale (literal)

Note

ISI Web of Science (WOS) (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni

Departamento de Biología Celular, Fisiología e Inmunología, Facultad de Medicina, Universidad de Córdoba, Córdoba, Spain; Endocannabinoid Research Group, Istituto di Chimica Biomolecolare, Consiglio Nazionale delle Ricerche, Pozzuoli, Italy and Università degli Studi del Piemonte Orientale, DiSCAFF, Novara, Italy (literal)

Titolo

Iodinated N-acylvanillamines. Potential \"multiple-target\" anti-inflammatory agents acting via inhibition of T cell activation and antagonism at vanilloid TRPV1 channels (literal)

Abstract

Synthetic N-acylvanillamines were designed and developed as metabolically stable compounds with pharmacological potential in analgesia and inflammation because of their interaction with cannabinoid receptors and the vanilloid receptor (TRPV1). Here, we show that arvanil inhibits early events in T-cell receptor (TCR)-mediated T-cell activation, such as calcium mobilization and nuclear factor of activated T-cell activation, and in late events in TCR-mediated activation, such as interleukin (IL)-2 gene transcription, IL-2R expression, and cell-cycle progression. Arvanil also prevents tumor necrosis factor--induced nuclear factor-B (NF-B) activation by direct inhibition of IB degradation, NF-B binding to DNA, and NF-B-dependent transcription. Aromatic iodination meta to the phenolic hydroxyl (on the 6'-carbon atom) converts arvanil and olvanil from TRPV1 agonists into antagonists. However, this structural modification did not affect the immunosuppressive and proapoptotic activity of these compounds. In summary, we described here novel activities of arvanil on T-cell functions and the development of two novel inhibitors of neurogenic inflammation (6'-I-olvanil and 6'-I-arvanil) endowed with a unique combination of TRPV1 antagonistic-, immunosuppressive-, and NF-B-inhibitory properties. Our findings provide new mechanistic insights into the biological activities of N-alkylvanillamines and should foster the synthesis of improved analogs amenable to pharmaceutical development as analgesic and anti-inflammatory agents. (literal)

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