SYNTHESIS, CHARACTERIZATION AND ANTIOXIDANT ACTIVITY OF SOME NEW THIAZOLIDIN-4-ONE DERIVATIVES

Authors

  • Maria APOTROSOAEI University of Medicine and Pharmacy„Grigore T. Popa”- Iasi
  • Ioana Vasincu (GEANGALAU) University of Medicine and Pharmacy„Grigore T. Popa”- Iasi
  • Sandra CONSTANTIN University of Medicine and Pharmacy„Grigore T. Popa”- Iasi
  • F. BURON University of Orléans
  • S. ROUTIER University of Orléans
  • Lenuta PROFIRE University of Medicine and Pharmacy„Grigore T. Popa”- Iasi

Abstract

Aim: To design new thiazolidin-4-ones derivatives and to evaluate their potential antioxidant effects using in vitro methods. Material and methods: New ethyl esters of the 2-(R-phenyl)-4-oxo-thiazolidin-3-yl propionic acid were synthesized using “one step reaction” between different aromatic aldehydes, thioglycolic acid and beta-alanine ethyl ester hydrochloride. The antioxidant potential of the synthesized compounds was evaluated using the DPPH radical scavenging assay and phosphomolybdenum method. Results: Eight thiazolidine-4-one derivatives were obtained in good yields and high purity. The structure of the synthesized compounds was confirmed using IR spectroscopy. The evaluation of antioxidant activity showed that 2-[(4-NO2)-phenyl]-4-oxo-thiazolidin-3-yl propionic acid ethyl ester (compound 16) was the most active compound. For this derivative the DPPH radical scavenger activity (I% = 91.63%±0.77) and the total antioxidant capacity (absorbance = 1.0691±0.0763) were similar with that of ascorbic acid used as standard antioxidant. Conclusions: The antioxidant activity of the thiazolidine-4-one derivatives depends on the nature of the phenyl ring substituents, the NO2 and OH radicals having the most significant influence.

Author Biographies

  • Maria APOTROSOAEI, University of Medicine and Pharmacy„Grigore T. Popa”- Iasi

    Faculty of Pharmacy
    Ph.D. student

  • Ioana Vasincu (GEANGALAU), University of Medicine and Pharmacy„Grigore T. Popa”- Iasi

    Faculty of Pharmacy
    Discipline of Pharmaceutical Chemistry

  • Sandra CONSTANTIN, University of Medicine and Pharmacy„Grigore T. Popa”- Iasi

    Faculty of Pharmacy
    Discipline of Pharmaceutical Chemistry

  • F. BURON, University of Orléans

    Institute of Organic and Analytical Chemistry – Orléans, France

  • S. ROUTIER, University of Orléans

    Institute of Organic and Analytical Chemistry – Orléans, France

  • Lenuta PROFIRE, University of Medicine and Pharmacy„Grigore T. Popa”- Iasi

    Faculty of Pharmacy
    Discipline of Pharmaceutical Chemistry

References

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Additional Files

Published

2018-05-17

Issue

Vol. 118 No. 1 (2014): The Medical-Surgical Journal

Section

PHARMACY

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