A five-step procedure was used to synthesize four novel conjugates of AZT and adenosine with quinazolinone scaffold. In the last step, alkynes-1 of quinazolinone were coupled to adenosine azide and AZT by Click chemistry to yield the designed conjugates. Their structures were characterized by full-length data of spectra including 1H-, 13C-NMR and MS. Screening for their in vitro anti-inflammatory activity was performed using Murine macrophage RAW 264.7 cells. The relationship between structure and biological activity was also discussed.