Investigation the antioxidant activity of benzo[ g]triazoloquinazolines correlated with a DFT study
- PMID: 30662316
- PMCID: PMC6323194
- DOI: 10.1016/j.jsps.2018.09.006
Investigation the antioxidant activity of benzo[ g]triazoloquinazolines correlated with a DFT study
Abstract
Previously, a series of 2-phenoxy-benzo[g]triazoloquinazolines 1-16 were synthesized and fully characterized. The antioxidant activity of the target molecules 1-16 was evaluated using three different assays namely 1,1-diphenyl-2-picryl hydrazyl (DPPH) radical scavenging, ferric reduction antioxidant power (FRAP) and reducing power capability (RPC). The results revealed that some benzotriazoloquinazolines showed good activity and have the capacity to scavenge free radicals. In particular, compounds 1 and 14 have shown the highest activity. The butylated hydroxyl toluene (BHT) used as standard agent. Density functional theory was carried out to explain the relative importance of C[bond, double bond]O, C[bond, double bond]S and NH groups on the radical scavenging activity of the target benzotriazoloquinazolines. The finding in present study shows that the active compounds can be used as template for further development of more potent antioxidant agents.
Keywords: Antioxidant capacity; BHT; Benzotriazoloquinazolines; DFT; DPPH.
© 2018 The Authors.
Figures
References
-
- Abuelizz A.H., El-Dib R.A., Marzouk M., Al-Salahi R. In vitro evaluation of new 2-phenoxy-benzo[g][1,2,4]triazolo[1,5-a]quinazoline derivatives as antimicrobial agents. Microb. Pathog. 2018;117:60–67. - PubMed
-
- Al-Salahi R., Anouar E.H., Marzouk M., Taie H.A., Abuelizz H.A. Screening and evaluation of antioxidant activity of some 1,2,4-triazolo[1,5-a]quinazoline derivatives. Future Med. Chem. 2017;10:379–390. - PubMed
-
- Al-Salahi R., Ashour A., Marzouk M., Kumar A. In Vitro cytotoxicity evaluation of a new series of benzo[g][1,2,4]triazolo[1,5-α]quinazolines. Lat. Am. J. Pharm. 2015;34:1926–1930.
-
- Al-Salahi R., Marzouk M. Synthesis of novel 2-phenoxy benzo[g][1,2,4]triazolo[1,5-a]quinazoline and its derivatives starting with diphenyl-N-cyanoimidocarbonate. Russ. J. Gen. Chem. 2016;86:1741–1746.
-
- Anouar E., Calliste C., Kosinova P., Di Meo F., Duroux J., et al. Free radical scavenging properties of guaiacol oligomers: a combined experimental and quantum study of the guaiacyl-moiety role. J. Phys. Chem. A. 2009;113:13881–13891. - PubMed
LinkOut - more resources
Full Text Sources
Miscellaneous