Synthesis and Anti-Rhinovirus 1B Activity of Oxazolinylflavans

Two series of flavans were synthesized, the first substittued at 4′ and/or 6 position with chlorine and cyano groups, and the second one with chlorine and/or oxazoline rings. The new compounds were tested in vitro against human rhinovirus 1B (HRV 1B) infection of HeLa cells by measuring the effect on the development of viral cytopathic effect and plaque formation. The compounds including both chlorine and cyano groups were the most active; 4′-(4,5-dihydro-2-oxazolyl)-6-chloroflavan was the most potent inhibitor among the oxazoline derivatives.