Synthesis of Toddacoumaquinone, a Coumarin-Naphthoquinone Dimer, and Its Antiviral Activities

Abstract

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 = 10μg/ml) was observed against HSV-1 and HSV-2, but no activity was seen against HIV-1. © 1995, The Pharmaceutical Society of Japan. All rights reserved.