Synthesis of novel l-N-MCd4T as a potent anti-HIV agent

Abstract

L-N-MCd4T (1) has been synthesized as a potent anti-HIV agent starting from (R)-epichlorohydrin using tandem alkylation, chemoselective reduction of ester in the presence of lactone functional group, RCM reaction and Mitsunobu reaction as key steps and was found to be a very potent anti-HIV-1 (EC₅₀ = 6.76 µg mL⁻¹) agent without cytotoxicity up to 100 µg mL⁻¹, indicating that the anti-HIV-1 activity found is similar to that of ddI (EC₅₀ = 4.95 µg mL⁻¹), which is used clinically for the treatment of AIDS patients.