A facile one-pot multi-component synthesis of novel adamantine substituted imidazo[1,2-a]pyridine derivatives: identification and structure–activity relationship study of their anti-HIV-1 activity

Abstract

In this study, a series of adamantine substituted imidazo[1,2-a]pyridine derivatives were designed and synthesized through a one-pot multi-component Groebke–Blackburn–Bienaymé reaction. Their anti-HIV activities were evaluated using an HIV-1_IIIB/TZM-bl indicator cell culture system, in which compounds 19d, 19e and 19m were found to be the most potent inhibitors with EC₅₀ values of 0.048, 0.061 and 0.077 μM, respectively. Furthermore, the modeling results provided valuable insight into how compound 19d gave good efficacy against HIV-1 cells.