[Betulonic amides modified at the ring A by amino acids: synthesis and inhibition of influenza A virus reproduction].
The Beckman rearrangement of carboxy- and alkyloxycarbonylalkylamides of 3-hydroxyiminobetulonic acid led to derivatives of 3a-homo-4-aza-3-oxolup-20(29)-ene and 3,4-seco-2-cyanolupa-4(23),20(29)-diene. An X-ray analysis showed methyl 3-(N-acetoximino)lup-20(29)-enoate is the E-isomer. The compounds synthesized exhibited inhibiting activity toward the reproduction of flu A virus in cell culture.
Flekhter
O B
OB
Medvedeva
N I
NI
Tolstikov
G A
GA
Savinova
O V
OV
Boreko
E I
EI
Dolgushin
F M
FM
D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000596:Amino Acids / Q000737:chemistry*; D000818:Animals; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002478:Cells, Cultured; D002642:Chick Embryo; D018360:Crystallography, X-Ray; D005347:Fibroblasts / Q000821:virology; D009980:Influenza A virus / Q000187:drug effects* / Q000502:physiology; D009828:Oleanolic Acid / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D014779:Virus Replication / Q000187:drug effects*; D000094062:Betulinic Acid
D000577:Amides; D000596:Amino Acids; D000998:Antiviral Agents; D009828:Oleanolic Acid; C118308:betulonic acid; D000094062:Betulinic Acid