Abstract
Background: In a search for new antioxidant agents, a series of eleven diversely substituted quinoline containing chalcone derived from a quinoline scaffold were synthesized and evaluated as antioxidant agents.
Methods: Compounds were prepared via Claisen-Schmidt condensations of 2, 6-dichloroquinoline- 3-carbaldehyde with appropriately substituted acetophenones. All the synthesized compounds were characterized by spectral (FTIR, mass by ESI and 1H NMR) and elemental analysis. The synthesized compounds were investigated for their in vitro antioxidant activity by FRAP assay method.
Results: Among the screened compounds QHM-1, QH-1, QDB-1 and QE-1 exhibited significant antioxidant activities.
Conclusion: It can be predicted that electron releasing groups with higher resonating structures makes the compound more potent than the compounds with electron releasing group and less resonating structures. The electron releasing behavior of compounds proved them good terminators of radical chain reactions.
Keywords: Acetophenone, chalcone, claisen-schmidt condensation, antioxidant activity, quinolone, FRAP assay.
Graphical Abstract
[http://dx.doi.org/10.1016/j.jsps.2012.05.002] [PMID: 24936134]
[http://dx.doi.org/10.1016/j.ejmech.2012.02.006] [PMID: 22424611]
[http://dx.doi.org/10.1016/j.arabjc.2011.06.009]
[http://dx.doi.org/10.1016/j.arabjc.2011.08.007]
[http://dx.doi.org/10.1016/j.ejmech.2011.04.013] [PMID: 21530014]
[http://dx.doi.org/10.1016/j.bmcl.2010.10.075] [PMID: 21071222]
[http://dx.doi.org/10.1006/abio.1996.0292] [PMID: 8660627]
[http://dx.doi.org/10.1016/j.foodchem.2012.08.052] [PMID: 23122110]
[http://dx.doi.org/10.1016/j.ejmech.2012.12.034] [PMID: 23321259]
[http://dx.doi.org/10.1016/j.bmcl.2012.11.006] [PMID: 23206864]
[http://dx.doi.org/10.1016/S0308-8146(99)00269-1]
[http://dx.doi.org/10.2298/JSC110131142A]
[http://dx.doi.org/10.1016/j.ejmech.2013.03.017] [PMID: 23567957]
[http://dx.doi.org/10.1016/j.bmcl.2013.01.021] [PMID: 23352638]
[http://dx.doi.org/10.1080/10715760290006411] [PMID: 11999386]
[http://dx.doi.org/10.5264/eiyogakuzashi.44.307]
[http://dx.doi.org/10.1016/S0168-6496(03)00213-7] [PMID: 19719573]