Carbocyclic influenza neuraminidase inhibitors possessing a C3-cyclic amine side chain: synthesis and inhibitory activity.
As part of our continuing work in the area of influenza neuraminidase inhibitors, a series of C3-aza inhibitors possessing a cyclic amine side chain was synthesized and evaluated for influenza neuraminidase inhibitory activity. Analogues possessing a six-, seven- and eight-membered ring, 4c-e, respectively, at the C3 position exhibited excellent influenza B neuraminidase inhibition.
Lew
W
W
Gilead Sciences Inc., Foster City, CA 94404, USA. willard_lew@gilead.com
Wu
H
H
Chen
X
X
Graves
B J
BJ
Escarpe
P A
PA
MacArthur
H L
HL
Mendel
D B
DB
Kim
C U
CU
D000588:Amines / Q000737:chemistry; D000998:Antiviral Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D018360:Crystallography, X-Ray; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D006801:Humans; D009980:Influenza A virus / Q000187:drug effects* / Q000201:enzymology; D009981:Influenza B virus / Q000187:drug effects* / Q000201:enzymology; D009439:Neuraminidase / Q000037:antagonists & inhibitors*
D000588:Amines; D000998:Antiviral Agents; D004791:Enzyme Inhibitors; D009439:Neuraminidase