Oseltamivir analogues bearing N-substituted guanidines as potent neuraminidase inhibitors
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Publication date
2014-04-10
Authors
Mooney, Caitlin A.
Johnson, Stuart A.
't Hart, P.
van Ufford, Linda Quarles
de Haan, Xander
Moret, Ed E
Martin, Nathaniel
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Document Type
Article
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Abstract
A series of oseltamivir analogues bearing an N-substituted guanidine unit were prepared and evaluated as inhibitors of neuraminidases from four strains of influenza the two most potent analogues identified contain relatively small N-guanidine substituents (N-methyl and N-hydroxyl) and display enhanced inhibition with IC50 values in the low nanomolar range against neuraminidases from wild-type and oseltamivir-resistant strains. Potential advantages of including the N-hydroxyguanidine moiety in neuraminidase inhibitors are also discussed.
Keywords
Molecular Medicine, Drug Discovery
Citation
Mooney, C A, Johnson, S A, 'T Hart, P, Quarles Van Ufford, L, De Haan, C A M, Moret, E E & Martin, N I 2014, 'Oseltamivir analogues bearing N-substituted guanidines as potent neuraminidase inhibitors', Journal of Medicinal Chemistry, vol. 57, no. 7, pp. 3154-3160. https://doi.org/10.1021/jm401977j