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Titolo:
The synthesis of N-vanillyl-arachidonoyl-amide (arvanil) and its analogs: An improved procedure for the synthesis of the key synthon methyl 14-hydroxy-(all-cis)-5,8,11-tetradecatrienoate
Autore:
Dasse, O; Mahadevan, A; Han, LN; Martin, BR; Di Marzo, V; Razdan, RK;
Indirizzi:
Organix Inc, Woburn, MA 01801 USA Organix Inc Woburn MA USA 01801Organix Inc, Woburn, MA 01801 USA Virginia Commonwealth Univ, Med Coll Virginia, Dept Pharmacol & Toxicol, Richmond, VA 23298 USA Virginia Commonwealth Univ Richmond VA USA 23298 , Richmond, VA 23298 USA CNR, Ist Chim Mol Interesse Biol, I-80072 Arco Felice, Napoli, Italy CNR Arco Felice Napoli Italy I-80072 , I-80072 Arco Felice, Napoli, Italy
Titolo Testata:
TETRAHEDRON
fascicolo: 47, volume: 56, anno: 2000,
pagine: 9195 - 9202
SICI:
0040-4020(20001117)56:47<9195:TSON(A>2.0.ZU;2-5
Fonte:
ISI
Lingua:
ENG
Soggetto:
CANNABINOID RECEPTOR AGONIST; 18-HYDROXYEICOSATETRAENOIC ACIDS; PHARMACOLOGICAL ACTIVITY; BRAIN CONSTITUENT; ANANDAMIDE; CAPSAICIN; METABOLITES; NEURONS; OLVANIL; CHAIN;
Keywords:
cannabinoid receptor; vanilloid receptors; anandamide; arvanil analogs;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Life Sciences
Physical, Chemical & Earth Sciences
Citazioni:
45
Recensione:
Indirizzi per estratti:
Indirizzo: Razdan, RK Organix Inc, 240 Salem St, Woburn, MA 01801 USA Organix Inc 240Salem St Woburn MA USA 01801 burn, MA 01801 USA
Citazione:
O. Dasse et al., "The synthesis of N-vanillyl-arachidonoyl-amide (arvanil) and its analogs: An improved procedure for the synthesis of the key synthon methyl 14-hydroxy-(all-cis)-5,8,11-tetradecatrienoate", TETRAHEDRON, 56(47), 2000, pp. 9195-9202

Abstract

Several arvanil analogs were synthesized where the end n-pentyl chain was branched and carried substituents at the terminal end of the chain. A high yielding total synthesis of these analogs was developed from methyl hex-5-ynoate, which was converted to the synthon 6 in a facile five strip sequence(overall yield, 33%). The pharmacological profile of these novel analogs suggests that they may be acting through a novel site of action for anandamide (arachidonylethanolamide, AEA). (C) 2000 Elsevier Science Ltd. All rights reserved.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 05/12/20 alle ore 12:52:18