Synthesis, Characterization And Antioxidant Activity Of 1,2,3- Triazole Derivatives From 1,2,:5,6-Di-O-Isopropylidene-D-Mannitol

Abstract

In this study, we synthesis of novel 1,2,3-triazole derivatives (HP₁ and HP₂) via the highly stable CuSO₄·5H₂O-catalyzed Huisgen 1,3-dipolar cycloaddition reaction “click chemistry” between azides derived from sulfadiazine (BN₃ and BCN₃) in combination with a mannitol-based alkyne derivative (AP). Afterwards, the release of both acid-labile cis-acetal groups by dilute acetic acid led to corresponding deprotected derivatives DP₁ and DP₂.

FT-IR, ¹H-NMR, ¹³C-NMR spectroscopy and thin-layer chromatography (TLC) were used to confirm the structures of all synthesized compounds. The antioxidant activities of the prepared compounds were screened in vitro using DPPH radical scavenging assay. Results: Compounds HP1 and HP2 exhibited strong antioxidant activity with IC₅₀ values of below 10 µg/mL, furthermore; at its kinetic level indeed had more stability than compound (HP₁)Therefore, these results indicate that the incorporated structural modifications increased its capacity to donate electrons in comparison with what was observed for other synthesized derivatives and also paves new avenues toward realizing their potential pharmaceutical or biomedical applications.