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Accidental synthesis of a trimer of pyrazolone and comparison of its antioxidant activity: an investigatory report

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Abstract

Untargeted synthesis leading to the formation of a significant product is a common practice and has been successfully achieved after holistic characterization of the accidentally formed molecule of the trimer of pyrazolone. Its significance was further explored in the pharmaceutical field emphasizing the need for the synthesis and validating the newly established pathways for its synthesis. It was known that pyrazolone exhibit a plethora of applications ranging from catalysis, decolourisation of dyes and metallurgical extractions. Paramount importance has been attributed to pyrazolones in recent years for their broad-spectrum biological activities manifested in their anti-inflammatory, analgesic, anticancer and anti-tubercular functions. In the ongoing research 4,4-Bis-(3-methyl-phenyl-pyrozolin-5-on-4-yl)-3-methyl-1-phenyl-pyrzolin-5-one was synthesized economically and efficiently via a novel one-step bio-catalytic pathway using laccase as a catalyst. To validate the utility of our accidental discovery, we have also calculated its antioxidant activity against ascorbic acid as a standard compound. DPPH and ABTS have been used to study the scavenging of free radicals in-vitro. This is the first report of the enzyme driven synthesis of trimeric form of pyrazolone. These results will emphasise the utilization of pyrazolone trimers as eco-friendly compounds which exhibit a promising natural antioxidant property in physiological environments.

Graphic abstract

An investigatory report is being presented featuring a novel eco-friendly pathway for the synthesis of trimeric of pyrazolone i.e., 4,4-Bis-(3-methyl-phenyl-pyrozolin-5-on-4-yl)-3-methyl-1-phenyl-pyrzolin-5-one. The trimeric form of the molecule possesses spiked antioxidant properties verified by DPPH and ABTS assays. Thus, this work opens new frontiers for further research in this direction.

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Acknowledgements

S. Yadav acknowledges UGC-India for providing a Senior Research Fellowship.

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Authors and Affiliations

  1. Department of Chemistry, Daulat Ram College, University of Delhi, Delhi, 110007, India

    Arti Jain, Sushma Yadav & Priti Malhotra

  2. Department of Chemistry, University of Delhi, Delhi, 110007, India

    Sushma Yadav

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  1. Arti Jain
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  2. Sushma Yadav
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Correspondence to Arti Jain.

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Jain, A., Yadav, S. & Malhotra, P. Accidental synthesis of a trimer of pyrazolone and comparison of its antioxidant activity: an investigatory report. J Chem Sci 133, 77 (2021). https://doi.org/10.1007/s12039-021-01943-0

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  • DOI: https://doi.org/10.1007/s12039-021-01943-0

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