Synthesis and anti-influenza virus activity of tricyclic compounds with a unique amine moiety.
Several novel tricyclic compounds with a unique amine moiety (1, 2a--i) were designed and prepared based on the structure of triperiden for the development of anti-influenza virus agents. An in vitro antiviral assay showed that 1-(1-azabicyclo[3.3.0]octan-5-yl)-1-(4-fluorophenyl)-1-(2-tricyclo[3.3.1.1(3.7)]decyl)methan-1-ol hydrochloride (2f) has a potent anti-influenza A virus activity. Furthermore, since 2f was well tolerated in mice, 2f is promising as a novel anti-influenza virus agent for humans.
Oka
M
M
Central Research Laboratory, Sanwa Kagaku Kenkyusho, Co., Ltd., Mie, Japan. m_oka@mb6.skk-net.com
Ishiwata
Y
Y
Iwata
N
N
Honda
N
N
Kakigami
T
T
D000818:Animals; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D002460:Cell Line; D003588:Cytopathogenic Effect, Viral / Q000187:drug effects; D006801:Humans; D009980:Influenza A virus / Q000187:drug effects*; D008297:Male; D051379:Mice; D008807:Mice, Inbred BALB C; D010880:Piperidines / Q000494:pharmacology; D012254:Ribavirin / Q000494:pharmacology; D013329:Structure-Activity Relationship
D000998:Antiviral Agents; D010880:Piperidines; C046667:triperiden; D012254:Ribavirin