Synthesis, 5-Hydroxytryptamine1A Receptor Affinity and Docking Studies of 3-[3-(4-Aryl-1-piperazinyl)-propyl]-1H-Indole Derivatives

A series of 3-[3-(4-aryl-1-piperazinyl)-propyl]-1H-indole derivatives (12a-h) was synthesized and evaluated for binding affinity at the human 5-hydroxytryptamine1A receptor (5-HT1AR) compounds (12b) and (12h) showed the highest 5-HT1A receptor affinity (IC50=15 nM). Molecular docking studies with al...

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Veröffentlicht in:	Chemical & pharmaceutical bulletin 2012/05/01, Vol.60(5), pp.632-638
Hauptverfasser:	Pessoa-Mahana, Hernán, Núñez, Catalina Ugarte, Araya-Maturana, Ramiro, Barría, Claudio Saitz, Zapata-Torres, Gerald, Pessoa-Mahana, Carlos David, Iturriaga-Vasquez, Patricio, Mella-Raipán, Jaime, Reyes-Parada, Miguel, Celis-Barros, Cristian
Format:	Artikel
Sprache:	eng
Schlagworte:	5-hydroxytryptamine1A receptor Aspartic Acid - chemistry binding Binding Sites Computer Simulation docking Humans Indoles - chemical synthesis Indoles - chemistry indolylalkylarylpiperazine Piperazine Piperazines - chemistry Protein Structure, Tertiary Receptor, Serotonin, 5-HT1A - chemistry Receptor, Serotonin, 5-HT1A - metabolism Structure-Activity Relationship synthesis
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Zusammenfassung:	A series of 3-[3-(4-aryl-1-piperazinyl)-propyl]-1H-indole derivatives (12a-h) was synthesized and evaluated for binding affinity at the human 5-hydroxytryptamine1A receptor (5-HT1AR) compounds (12b) and (12h) showed the highest 5-HT1A receptor affinity (IC50=15 nM). Molecular docking studies with all the compounds in a homology model of 5-HT1A showed that the main interaction anchoring the ligand in the receptor was a charge-reinforced bond between the protonated nitrogen atom (N-4) of the piperazine ring and Aspartate3.32.
ISSN:	0009-2363 1347-5223
DOI:	10.1248/cpb.60.632