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Design and synthesis of 1,2-annulated adamantane piperidines with anti-influenza virus activity.

Abstract：

:1-2 Annulated adamantane piperidines 4, 6, 16, 17, 19, 23 and 25 were synthesized and evaluated for anti-influenza A virus activity. The stereoelectronic requirements for optimal antiviral potency were investigated. Piperidine 23 proved to be the most active of the compounds tested against influenza A virus, being 3.5-fold more active than amantadine, equipotent to rimantadine and 15-fold more potent than ribavirin. It is noteworthy that piperidine 23 displayed one of the highest selectivity indexes (SI>732) among aminoadamantanes or other cage structure amines tested till now.

journal_name

Bioorg Med Chem

journal_title

Bioorganic & medicinal chemistry

authors

Zoidis G,Kolocouris N,Naesens L,De Clercq E

doi

10.1016/j.bmc.2009.01.009

subject

Has Abstract

pub_date

2009-02-15 00:00:00

pages

1534-41

issue

4

eissn

0968-0896

issn

1464-3391

pii

S0968-0896(09)00012-1

journal_volume

17

pub_type

杂志文章

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