Anti-AIDS agents. Part 47: synthesis and anti-HIV activity of 3-substituted 3′,4′-Di-O-(S)-camphanoyl-(3′R,4′R)-(+)-cis-khellactone derivatives

Six 3-substituted 3′,4′-di-O-(S)-camphanoyl-(+)-cis-khellactone derivatives (3–8) were synthesized from 3-methyl DCK (2). 3-Hydroxymethyl DCK (6) exhibited potent anti-HIV activity in H9 lymphocytes with EC50 and TI values of 1.87×10−4 μM and 1.89×105, respectively. These values are similar to those of DCK and better than those of AZT in the same assay.