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

被引：11

作者：

Pessoa-Mahana, Hernan ^{[1
]}

Ugarte Nunez, Catalina ^{[1
]}

Araya-Maturana, Ramiro ^{[1
]}

Saitz Barria, Claudio ^{[1
]}

Zapata-Torres, Gerald ^{[2
,3
]}

David Pessoa-Mahana, Carlos ^{[4
]}

Iturriaga-Vasquez, Patricio ^{[3
,5
]}

Mella-Raipan, Jaime ^{[4
]}

Reyes-Parada, Miguel ^{[3
,6
,7
]}

Celis-Barros, Cristian ^{[2
]}

机构：

[1] Univ Chile, Fac Chem & Pharmaceut Sci, Dept Organ & Phys Chem, Santiago 1, Chile

[2] Univ Chile, Fac Chem & Pharmaceut Sci, Dept Analyt & Inorgan Chem, Santiago 1, Chile

[3] Millennium Inst Cell Dynam & Biotechnol, Santiago, Chile

[4] Pontificia Univ Catolica Chile, Fac Chem, Dept Pharm, Santiago 22, Chile

[5] Univ Chile, Fac Sci, Dept Chem, Santiago 1, Chile

[6] Univ Santiago Chile, Fac Med Sci, Sch Med, Santiago, Chile

[7] Univ Autonoma Chile, Fac Ciencias Salud, Santiago, Chile

来源：

CHEMICAL & PHARMACEUTICAL BULLETIN | 2012年 / 60卷 / 05期

关键词：

indolylalkylarylpiperazine; 5-hydroxytryptamine(1A) receptor; docking; binding; synthesis; ARYLPIPERAZINE DERIVATIVES; SUBSTITUTED INDOLES; AUTOMATED DOCKING; 5-HT1A; SEROTONIN; AGONISTS; LIGANDS; ANTIDEPRESSANT; SELECTIVITY; INHIBITORS;

D O I：

10.1248/cpb.60.632

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

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-hydroxytryptamine(1A) receptor (5-HT1AR) compounds (12b) and (12h) showed the highest 5-HT1A receptor affinity (IC50=15nM). 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 Aspartate(3.32).

引用

页码：632 / 638

页数：7

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