Synthesis and structure-activity studies of benzyl ester meperidine and normeperidine derivatives as selective serotonin transporter ligands

被引：3

作者：

Gu, Xiaobo ^{[1
]}

Izenwasser, Sari ^{[2
]}

Wade, Dean ^{[2
]}

Housman, Amy ^{[2
]}

Gulasey, Gerard ^{[2
]}

Rhoden, Jill B. ^{[1
]}

Savoie, Christopher D. ^{[1
]}

Mobley, David L. ^{[1
]}

Lomenzo, Stacey A. ^{[1
]}

Trudell, Mark L. ^{[1
]}

机构：

[1] Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA

[2] Univ Miami, Miller Sch Med, Dept Psychiat & Behav Sci, Miami, FL 33136 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2010年 / 18卷 / 23期

关键词：

Meperidine; Normeperidine; Serotonin transporter; Dopamine transporters; Norepinephrine transporters; Depression; DUAL 5-HT1A RECEPTOR; BIOLOGICAL EVALUATION; BINDING; ANTIDEPRESSANTS; DOPAMINE; ANALOGS; PHARMACOLOGY; DULOXETINE; INHIBITORS; AFFINITY;

D O I：

10.1016/j.bmc.2010.09.060

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A series of benzyl esters of meperidine and normeperidine were synthesized and evaluated for binding affinity at serotonin, dopamine and norepinephrine transporters. The 4-methoxybenzyl ester 8b and 4-nitrobenzyl ester 8c in the meperidine series and 4-methoxybenzyl ester 14a in the normeperidine series exhibited low nanomolar binding affinities at the SERT (K-i values <2 nM) and high SERT selectivity (DAT/SERT > 1500 and NET/SERT > 1500). (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：8356 / 8364

页数：9

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