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Design and synthesis of 1,2-annulated adamantane piperidines with anti-influenza virus activity
- Source :
-
Bioorganic & Medicinal Chemistry . Feb2009, Vol. 17 Issue 4, p1534-1541. 8p. - Publication Year :
- 2009
-
Abstract
- 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. [Copyright &y& Elsevier]
Details
- Language :
- English
- ISSN :
- 09680896
- Volume :
- 17
- Issue :
- 4
- Database :
- Academic Search Index
- Journal :
- Bioorganic & Medicinal Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 36564346
- Full Text :
- https://doi.org/10.1016/j.bmc.2009.01.009