Synthesis and biological activities of (Z) and (E) alpha-ethenyl acyclonucleosides.
Synthesis of Z and E ethenyl acyclonucleosides (6a-e and 7a-e) via Michael addition of nucleobases with the diethyl acetylenedicarboxylate is described. The structures of compounds have been confirmed by spectral data. New compounds were found to be inactive against DNA and RNA viruses.
Redwane
N
N
Laboratoire de Chimie Bio-Organique, Faculté des Sciences Semlalia, Marrakech, Morocco.
Lazrek
H B
HB
Barascut
J L
JL
Imbach
J L
JL
Balzarini
J
J
Witvrouw
M
M
De Clercq
E
E
D000970:Antineoplastic Agents / Q000737:chemistry / Q000494:pharmacology; D000998:Antiviral Agents / Q000737:chemistry / Q000494:pharmacology; D002455:Cell Division / Q000187:drug effects; D002460:Cell Line; D048429:Cell Size / Q000187:drug effects; D004267:DNA Viruses / Q000187:drug effects*; D015195:Drug Design; D004353:Drug Evaluation, Preclinical; D006801:Humans; D006839:Hydrocarbons, Acyclic / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D007536:Isomerism; D009682:Magnetic Resonance Spectroscopy; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D012328:RNA Viruses / Q000187:drug effects*; D013056:Spectrophotometry, Ultraviolet; D013329:Structure-Activity Relationship
D000970:Antineoplastic Agents; D000998:Antiviral Agents; D006839:Hydrocarbons, Acyclic; D009705:Nucleosides