Anti-AIDS agents 31.1 synthesis and anti-HIV activity of 4-substituted 3′,4′-di-O-(−)-camphanoyl-(+)-cis-khellactone (DCK) thiolactone analogs

Four DCK-thiolactone analogs (3–6) were synthesized asymmetrically and evaluated for anti-HIV activity against HIV-1 replication in H9 lymphocyte cells. Based on the functionality on the thiolactone-coumarin nucleus, activity was in the order: methyl > H > propyl > benzyl. 4-Methyl-3′,4′-di-O-(−)-camphanoyl-(+)-cis- khelthiolactone (4) exhibited extremely potent anti-HIV activity with EC50 and therapeutic index values of 0.00718 μM and > 21,300, respectively.