Synthesis of toddacoumaquinone, a coumarin-naphthoquinone dimer, and its antiviral activities.
Toddacoumaquinone (1), a coumarin-naphthoquinone dimer, was synthesized through Diels-Alder reaction between 8-(1-acetoxy-3-methyl-1,3-butadienyl)-5,7-dimethoxycoumarin (15) and 2-methoxy-1,4-benzoquinone (5). The activities of 1 against several viruses were examined. A weak activity (EC50 = 10 micrograms/ml) was observed against HSV-1 and HSV-2, but no activity was seen against HIV-1.
Ishikawa
T
T
Faculty of Pharmaceutical Sciences, Chiba University, Japan.
Kotake
K
K
Ishii
H
H
D000818:Animals; D000998:Antiviral Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D002522:Chlorocebus aethiops; D003374:Coumarins / Q000138:chemical synthesis* / Q000494:pharmacology; D015497:HIV-1 / Q000187:drug effects; D018259:Herpesvirus 1, Human / Q000187:drug effects; D018258:Herpesvirus 2, Human / Q000187:drug effects; D006801:Humans; D009285:Naphthoquinones / Q000138:chemical synthesis* / Q000494:pharmacology; D014709:Vero Cells; D010948:Viral Plaque Assay
D000998:Antiviral Agents; D003374:Coumarins; D009285:Naphthoquinones; C095165:toddacoumaquinone