Synthesis and evaluation of 4-O-alkylated 2-deoxy-2,3-didehydro-N-acetylneuraminic acid derivatives as inhibitors of human parainfluenza virus type-3 sialidase activity
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| Title | Synthesis and evaluation of 4-O-alkylated 2-deoxy-2,3-didehydro-N-acetylneuraminic acid derivatives as inhibitors of human parainfluenza virus type-3 sialidase activity |
|---|---|
| Author | Tindal, David James; Dyason, Jeffrey Clifford; Thomson, Robin Joy; Suzuki, Takashi; Ueyama, Hiroo; Kuwahara, Yohta; Maki, Naoyoshi; Suzuki, Yasuo; von Itzstein, Mark |
| Journal Name | Bioorganic & Medicinal Chemistry Letters |
| Editor | D.L. Boger, L. Ghosez and M. Shibasaki |
| Year Published | 2007 |
| Place of publication | Oxford, UK |
| Publisher | Pergamon Press |
| Abstract | The X-ray crystal structure of the paramyxoviral surface glycoprotein haemagglutinin-neuraminidase (HN) from Newcastle Disease virus was used as a template to design inhibitors of the HN from human parainfluenza virus type-3 (hPIV-3). 4-O-Alkylated derivatives of 2-deoxy-2,3-didehydro-N-acetylneuraminic acid (Neu5Ac2en), accessed from 8,9-O-isopropylidenated-Neu5Ac2en1Me, were found to inhibit the sialidase (neuraminidase) activity of hPIV-3 (strain C243) in the range of 3–30 μM. This is comparable or improved activity compared to the parent 4-hydroxy compound. |
| Peer Reviewed | Yes |
| Published | Yes |
| Publisher URI | http://www.elsevier.com/wps/find/journaldescription.cws_home/972/description#description |
| Alternative URI | http://dx.doi.org/10.1016/j.bmcl.2006.12.105 |
| Volume | 17 |
| Page from | 1655 |
| Page to | 1658 |
| ISSN | 0960-894X |
| Date Accessioned | 2008-02-25 |
| Date Available | 2009-10-19T05:24:18Z |
| Language | en_AU |
| Research Centre | Institute for Glycomics |
| Faculty | Faculty of Science, Environment, Engineering and Technology |
| Subject | PRE2009-Organic Chemical Synthesis; PRE2009-Theoretical and Computational Chemistry |
| URI | http://hdl.handle.net/10072/18270 |
| Publication Type | Journal Articles (Refereed Article) |
| Publication Type Code | c1 |
Please use this identifier to cite this record: http://hdl.handle.net/10072/18270
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