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Synthesis of Chalcone Derivative from Clove Leaf Waste as a Natural Antioxidant

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Pharmaceutical Chemistry Journal Aims and scope

The synthesis of chalcone derivatives from clove leaf waste and their potential application as natural antioxidants have been studied. Synthesis of chalcone derivatives takes six steps: (1) distillation of clove leaf oil waste, (2) isolation of eugenol from clove leaf oil, (3) isomerization reaction of eugenol to produce isoeugenol, (4) oxidation reaction of isoeugenol to produce vanillin, (5) O-allylation reaction of vanillin to produce 4-allyloxy-3-methoxy benzaldehyde, and (6) Claisen-Schmidt condensation reaction of compound 5 with acetophenone to yield 3-(4-allyloxy-3-methoxyphenyl)-1-phenyl prop-2-en-1-one as chalcone derivative of target molecule in 97.28% yield. The antioxidant activity was evaluated in oleic acid oxidation reaction in comparison to butylated hydroxytoluene (BHT) as a standard by using ferric thiocyanate (FTC) and thiobarbituric acid (TBA) methods. The test showed that the order of antioxidant activity was as follows : BHT > 3-(4-allyloxy-3-methoxyphenyl)-1-phenyl prop-2-en-1-one > vanillin > 4-allyloxy-3-methoxy benzaldehyde.

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ACKNOWLEDGMENTS

This research was funded by Hibah Professor, DIPA Universitas Negeri Semarang, Indonesia.

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Authors and Affiliations

  1. Essential Oil Study Center, Faculty of Mathematics and Natural Sciences, Universitas Negeri Semarang, Semarang, Central Java, 50229, Indonesia

    Willy Tirza Eden & Dante Alighiri

  2. Chemistry Department, Faculty of Mathematics and Natural Sciences, Universitas Negeri Semarang, Semarang, Central Java, 50229, Indonesia

    Willy Tirza Eden, Dante Alighiri, Nanik Wijayati & Sri Mursiti

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  1. Willy Tirza Eden
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  2. Dante Alighiri
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  4. Sri Mursiti
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Correspondence to Dante Alighiri.

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Eden, W.T., Alighiri, D., Wijayati, N. et al. Synthesis of Chalcone Derivative from Clove Leaf Waste as a Natural Antioxidant. Pharm Chem J 55, 269–274 (2021). https://doi.org/10.1007/s11094-021-02410-3

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  • DOI: https://doi.org/10.1007/s11094-021-02410-3

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