Sialidase inhibitors related to zanamivir: synthesis and biological evaluation of 4H-pyran 6-ether and ketone

P W Smith; J E Robinson; D N Evans; S L Sollis; P D Howes; N Trivedi; R C Bethell

doi:10.1016/s0960-894x(99)00031-1

Sialidase inhibitors related to zanamivir: synthesis and biological evaluation of 4H-pyran 6-ether and ketone

Bioorg Med Chem Lett. 1999 Feb 22;9(4):601-4. doi: 10.1016/s0960-894x(99)00031-1.

Authors

P W Smith¹, J E Robinson, D N Evans, S L Sollis, P D Howes, N Trivedi, R C Bethell

Affiliation

¹ Department of Medicinal Chemistry, GlaxoWellcome Medicines Research Centre, Stevenage, Herts UK. PS5776@GGR.CO.UK

PMID: 10098672
DOI: 10.1016/s0960-894x(99)00031-1

Abstract

Synthesis of 5R-Acetamido-4S-amino-4H-pyran-6R-O-( -ethyl)propyl and 6R-(1-oxo-2-ethyl)butyl 2-carboxylic acids (4 and 5) and their evaluation as inhibitors of influenza virus sialidase is described. Both compounds showed good inhibitory activity with marked selectivity for influenza A sialidase.

MeSH terms

Enzyme Inhibitors / chemistry
Enzyme Inhibitors / pharmacology*
Guanidines
Ketones / chemistry
Ketones / pharmacology*
Neuraminidase / antagonists & inhibitors*
Pyrans / chemistry
Pyrans / pharmacology*
Sialic Acids / chemistry
Sialic Acids / pharmacology*
Zanamivir

Substances

Enzyme Inhibitors
Guanidines
Ketones
Pyrans
Sialic Acids
Neuraminidase
Zanamivir