[Synthesis and antiviral activity of amides and conjugates of betulonic acid with amino acids].
Betulonic acid amides with aliphatic and heterocyclic amines and with L-amino acids were synthesized by the acid chloride method. Betulonic acid amide and L-methionine derivatives of betulonic acid and its 3-oxime effectively inhibit the influenza A virus. Betulonic acid octadecylamide is active against the herpes simplex type 1 virus. The conjugate of betulonic acid 3-oxime with L-methionine is also active toward HIV-1. The tested compounds mainly show no activity toward the ECHO6 virus, which is devoid of a coat. The English version of the paper: Russian Journal of Bioorganic Chemistry, 2004, vol. 30, no. 1; see also http://www.maik.ru.
Flekhter
O B
OB
Institute of Organic Chemistry, Ufa Scientific Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, Bashkortostan, 450054 Russia.
Boreko
E I
EI
Tret'iakova
E V
EV
Pavlova
N I
NI
Baltina
L A
LA
Nikolaeva
S N
SN
Savinova
O V
OV
Eremin
V F
VF
Galin
F Z
FZ
Tolstikov
G A
GA
D000577:Amides / Q000737:chemistry*; D000596:Amino Acids / Q000737:chemistry*; D000818:Animals; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D002478:Cells, Cultured; D002642:Chick Embryo; D015497:HIV-1 / Q000187:drug effects; D018259:Herpesvirus 1, Human / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D009828:Oleanolic Acid / Q000031:analogs & derivatives* / Q000737:chemistry*; D013055:Spectrophotometry, Infrared; D000094062:Betulinic Acid
D000577:Amides; D000596:Amino Acids; D000998:Antiviral Agents; D009828:Oleanolic Acid; C118308:betulonic acid; D000094062:Betulinic Acid