Anti-AIDS agents 31. Synthesis and anti-HIV activity of 4-substituted 3',4'-di-O-(-)-camphanoyl-(+)-cis-khellactone (DCK) thiolactone analogs

Article abstract of DOI:10.1016/S0960-894X(98)00254-6

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.