Design, synthesis, molecular docking and biological evaluation of imides, pyridazines, and imidazoles derived from itaconic anhydride for potential antioxidant and antimicrobial activities

Peer review under responsibility of Taibah University.

Abstract

New functionalized N-heterocyclic derivatives were synthesized from an itaconic anhydride (ITA) precursor and characterized by spectral and analytical data. All of the synthesized products were screened for in vitro antioxidant and antimicrobial properties. Among the tested compounds, derivatives 5a and 8a exhibited noticeable DPPH radical scavenging activity, reducing power capacity and nitric oxide scavenging activity compared to standard glutathione. Compound 3d showed strong antibacterial activity, whereas compounds 3a and 4a exhibited potential antifungal activity. Compounds exhibiting good antioxidant activity were docked with tyrosinase enzyme (PDB ID: 3NM8) from Bacillus megaterium to predict their putative interactions.

Keywords:

• Itaconic anhydride derivatives
• Imides
• Pyridazines
• Imidazoles
• Antioxidant activity
• Antimicrobial activity

Acknowledgements

B.N. thanks the UGC grant no. (SR/S9/Z-23/2010/32 dated 15/03/2011) for financial assistance through a one-time BSR grant (F.4-10/2010(BSR) dated July 2011) for the purchase of chemicals. P.S.N. thanks DST-PURSE grant no. (F.4-10/2010 (BSR) dated July 2011) for financial assistance.

Notes

Peer review under responsibility of Taibah University.