Novel heterocyclic compounds containing pyrazole, thiazole and pyridine moieties were designed and prepared based on the condensation reaction between 1,3-thiazole or aminopyridine derivatives and 1H-pyrazole,3,5dimethyl-1H-pyrazole or 1,2,4-triazole. Their structures were confirmed with FTIR, 1 H and 13 C NMR analyses. DPPH scavenging assay was used to evaluate their antioxidant potential. The ligand 4 showed the best antioxidant activity with an IC 50 ¼ 4.67 μg/mL, while IC 50 values of the other compounds were found to be ranging from 20.56 to 45.32 μg/mL. DFT and molecular docking studies were performed in order to gain better insights and to understand the relationship between the structures of the studied compounds and their antioxidant activities. The results obtained revealed a good agreement between the experimental and the theoretical findings.
Aim: :
The synthesis of seven new antioxidant agents based on the combination of thiazole, pyridine, triazole and
pyrazole moieties.
- The studies of their antioxidant activity using DPPH reduction method.
- The DFT analysis of the 7 ligands.
- The docking study was also investigated.
- The better binding affinity with α-cyclodextrin as best drug delivery system.
Background::
The screening of new antioxidant compounds and find the good mechanism for binding sites, with correlating
between experience and computer theory.
Objectives::
The synthesis of seven new antioxidant agents (nitrogen compounds) based on the combination of thiazole,
pyridine, triazole and pyrazole moieties.
- The studies of their antioxidant activity using DPPH reduction method.
- The DFT analysis of the 7 synthesized ligands.
- The docking study was also investigated by using the amino acids Ala167 and Arg172.
- The better binding affinity with α-cyclodextrin as best drug delivery system.
Methods::
Chemistry: synthesis of ligands by condensation reaction
- Application: Antioxidant activities using DPPH
- Computational studies: using DFT and Docking
- Correlation between all these properties.
Result::
Chemistry: synthesis of 7 ligands by condensation reaction with 89% yield
- Application: Antioxidant activities using DPPH reduction with a good value IC50=13.05 ± 3.73 μg/ml
- Computational studies: using DFT (EHOMO and ELUMO) and Docking APX with the amino acids Ala167 and Arg172
compared to the ascorbic acid
- Correlation between all these properties : α-cyclodextrin as best drug delivery system (better binding affinity than
caffeic acid).
Conclusion::
For the drug delivery study, The ACD is best system for all the compounds due to the smallest cavity size
which makes the binding affinities favorable and possible to prepare prospective nano-antioxidants.
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