Antiviral Activity Of 3-Methoxyflavones


Dirk Vanden Berghe, Arnold Vlietinck and Achiel Haemers, Faculty of Medicine, University of Antwerp, B2610 Antwerp, Belgium


Trends in Traditional Medicine Research, Proceedings of the International Conference on the Use of Traditional Medicine & Other Natural Products in Health Care




3-methoxyflavones, antiviral activities, cytotoxic activities


4'-Hydroxy-3-methoxyflavones are natural compounds with known antiviral activity against picornaviruses such as poliomyelitis and rhinoviruses. In order to establish a structure-activity relationship a series of analogues were synthesized, and their antiviral activities and cytotoxicities were compared with those of flavones from  natural origin. The 4'-hydroxyl and 3-methoxyl groups, a substitution in the 5 position and a polysubstituted A ring appeared to be essential requirements for a high activity. The most interesting compound was 4',7-dihydroxy-3-methoxy-5,6-dimethylflavone possessing in vitro TI99, values of > 1000 and > 200 against poliovirus type 1 and rhino virus type 15, respectively. This compound was also active against other rhinovirus serotypes (2,9,14,29,39,41,59,63,70,85 and 89) tested, having MIC50 values ranging from 0.016 to 0.5 µg/ml. Finally in contrast to quercitin it showed to be not mutagenic in concentrations up to 2.5 mg in the Ames test.