Synthesis and pharmacological evaluation of several ring-contracted amantadine analogs

被引：36

作者：

Camps, Pelayo ^{[1
]}

Duque, Maria D. ^{[1
]}

Vazquez, Santiago ^{[1
]}

Naesens, Lieve ^{[2
]}

De Clercq, Erik ^{[2
]}

Sureda, Francesc X. ^{[3
]}

Lopez-Querol, Marta ^{[3
]}

Camins, Antoni ^{[4
,5
]}

Pallas, Merce ^{[4
,5
]}

Prathalingam, S. Radhika ^{[6
]}

Kelly, John M. ^{[6
]}

Romero, Vanessa ^{[7
]}

Ivorra, Dolores ^{[7
]}

Cortes, Diego ^{[7
]}

机构：

[1] CSIC, Unitat Associada, Quim Farmaceut Lab, Fac Farm, E-08028 Barcelona, Spain

[2] Katholieke Univ Leuven, Rega Inst Med Res, B-3000 Louvain, Belgium

[3] Univ Rovira & Virgili, Fac Med & Ciencies Salut, Unitat Farmacol, E-43201 Reus, Spain

[4] Univ Barcelona, Inst Biomed, Fac Farm, Unitat Farmacol & Farmacognosia, E-08028 Barcelona, Spain

[5] Univ Barcelona, CIBERNED, E-08028 Barcelona, Spain

[6] London Sch Hyg & Trop Med, Dept Infect & Trop Dis, London WC1E 7HT, England

[7] Univ Valencia, Fac Farm, Dept Farmacol, Valencia 46100, Spain

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2008年 / 16卷 / 23期

基金：

英国惠康基金;

关键词：

Amantadine; NMDA receptor antagonist; Influenza; Memantine; Polycyclic cage compounds; Trypanosomiasis;

D O I：

10.1016/j.bmc.2008.10.028

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：

The synthesis of several (3-noradamantyl)amines, [(3-noradamantyl)methyl]amines, (3,7-dimethyl-1-bisnoradamantyl)amines, and [(3,7-dimethyl-1-bisnoradamantyl)methyl]amines is reported. They were evaluated against a wide range of viruses and one of them inhibited the cytopathicity of influenza A virus at a concentration similar to that of amantadine. Several of the new polycyclic amines show an interesting activity as NMDA receptor antagonists. A rimantadine analogue displayed significant trypanocidal activity. Moreover, to further characterize the pharmacology of these compounds, their effects on dopamine uptake were also assessed. (c) 2008 Elsevier Ltd. All rights reserved.

引用

页码：9925 / 9936

页数：12

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