[Synthesis and antiherpetic activity of (Z)- and (E)-isomers of 9-(3-phosphonomethoxyprop-1-en-yl)adenine].
9-(3-Phosphonomethoxyprop-1-en-yl)adenine (Z)- and (E)-isomers were synthesized. The stereoselectivity of double bond formation was studied by variation of sulfonyl groups. The resulting phosphonates exhibited a moderate antiherpetic activity in a culture of Vero cells infected with herpes simplex type 1 virus. The Z-isomer was shown to be more effective inhibitor of virus reproduction in the case of both wild and acyclovir-resistant strain.
Ivanov
A V
AV
Andronova
B L
BL
Galegov
G A
GA
Ias'ko
M V
MV
D000225:Adenine / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000494:pharmacology*; D000818:Animals; D002522:Chlorocebus aethiops; D018259:Herpesvirus 1, Human / Q000502:physiology*; D013237:Stereoisomerism; D014709:Vero Cells; D014779:Virus Replication / Q000187:drug effects* / Q000502:physiology
D000225:Adenine