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Synthesis and Antioxidant Evaluation of Dihydropyrimidinone Integrated Pyrazoles

Author(s):

Krishnaraj Padmavathy, Peramasivan Sutha, Kannan Gokulakrishnan, Chandran Udhaya Kumar, Shunmugam Iniyaval and Chennan Ramalingan*   Pages 1 - 9 ( 9 )

Abstract:


A series of novel ethyl 6-[2-(3-aryl-1-phenyl-1H-pyrazol-4-yl)vinyl]-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylates (9a-9d) has been synthesized by adopting a multistep synthetic strategy. The structure of the targets was confirmed based on physical and spectral techniques. The synthetically achieved targets were evaluated for their antioxidant activity by in-vitro DPPH free radical scavenging assay. Of the chemical entities screened, most of them exhibit good to better radical scavenging profile and among those, the nitro substituent bearing molecule 9c displayed highest activity (82%) with IC50 value 621.6 μM. Further, as a representative molecule, compound 9a has been subjected to density functional theory calculations employing B3LYP method with 6311(++G) basis set to optimize its structure.

Keywords:

Synthesis, Pyrazole based DHPMs, Antioxidant activity

Affiliation:

Department of Chemistry, School of Advanced Sciences (SAS), Kalasalingam Academy of Research and Education (Deemed to be University), Krishnankoil 626 126, Tamilnadu, Department of Chemistry, School of Advanced Sciences (SAS), Kalasalingam Academy of Research and Education (Deemed to be University), Krishnankoil 626 126, Tamilnadu, Department of Chemistry, School of Advanced Sciences (SAS), Kalasalingam Academy of Research and Education (Deemed to be University), Krishnankoil 626 126, Tamilnadu, Department of Chemistry, School of Advanced Sciences (SAS), Kalasalingam Academy of Research and Education (Deemed to be University), Krishnankoil 626 126, Tamilnadu, Department of Chemistry, School of Advanced Sciences (SAS), Kalasalingam Academy of Research and Education (Deemed to be University), Krishnankoil 626 126, Tamilnadu, Department of Chemistry, School of Advanced Sciences (SAS), Kalasalingam Academy of Research and Education (Deemed to be University), Krishnankoil 626 126, Tamilnadu



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