Sialidase inhibitors related to zanamivir: synthesis and biological evaluation of 4H-pyran 6-ether and ketone.
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.
Smith
P W
PW
Department of Medicinal Chemistry, GlaxoWellcome Medicines Research Centre, Stevenage, Herts UK. PS5776@GGR.CO.UK
Robinson
J E
JE
Evans
D N
DN
Sollis
S L
SL
Howes
P D
PD
Trivedi
N
N
Bethell
R C
RC
D004791:Enzyme Inhibitors / Q000737:chemistry / Q000494:pharmacology*; D006146:Guanidines; D007659:Ketones / Q000737:chemistry / Q000494:pharmacology*; D009439:Neuraminidase / Q000037:antagonists & inhibitors*; D011714:Pyrans / Q000737:chemistry / Q000494:pharmacology*; D012794:Sialic Acids / Q000737:chemistry / Q000494:pharmacology*; D053243:Zanamivir
D004791:Enzyme Inhibitors; D006146:Guanidines; D007659:Ketones; D011714:Pyrans; D012794:Sialic Acids; D009439:Neuraminidase; D053243:Zanamivir