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
收藏
页码：8356 / 8364
页数：9
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