Medicinal Chemistry Research

, Volume 23, Issue 8, pp 3907–3915 | Cite as

In-vitro cytotoxicity, antioxidant, bleomycin-dependent DNA damage and immunomodulatory evaluation of 1-(4-acetylphenyl)-3-aryloxypyrrolidine-2, 5-dione based derivatives

  • Jigarkumar R. Patel
  • Bhaveshkumar D. Dhorajiya
  • Bharatkumar Z. DholakiyaEmail author
  • Farid A. Badria
  • Ahmed S. Ibrahim
Original Research


A one pot, economical, and efficient synthesis of 1-(4-acetylphenyl)-3-aryloxypyrrolidine-2,5-diones-based derivatives 5a-l have been accomplished in single steps and in satisfactory yields from 1-(4-acetylphenyl)-pyrrole-2,5-diones 3 and phenols 4al. All the compounds were characterized by physical, spectroscopic, and elemental analysis. The selection of the bioassays was based on proving the drug receptor binding concept. Compounds 5g, 5k, 5h, 5i, 5a, and 5f showed the highest inhibitory antioxidant activity using ABTS methods. Compounds 5k, 5g, 5c, 5h, 5b, 5d, 5f, and 5j manifested the best protective effect against DNA damage induced by bleomycin. Moreover, an in-vitro cytotoxic activity evaluation of all synthesized compounds was against four cancer cell lines using 5-Fluorouracil as a standard anticancer drug.


Oxa-michael adducts Antioxidant Bleomycin-dependent DNA damage Lymphocyte transformation Cytotoxicity 



The authors thank the S.V.National Institute of Technology, Surat, for the financial support, and the members of the analytical group of the Central Salt & Marine Chemicals Research Institute, Bhavnagar, and Oxygen Healthcare Private Ltd. Ahmedabad, Gujarat, India, for spectral measurements. The biological part of this work was supported by the Department of Pharmacognosy, Faculty of Pharmacy, Mansoura University, Mansoura, Egypt. We thank Dr. Farid A Badria and his research team for excellent technical assistance.

Supplementary material

44_2014_965_MOESM1_ESM.doc (172 kb)
Supplementary material 1 (DOC 171 kb)


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Copyright information

© Springer Science+Business Media New York 2014

Authors and Affiliations

  • Jigarkumar R. Patel
    • 1
  • Bhaveshkumar D. Dhorajiya
    • 1
  • Bharatkumar Z. Dholakiya
    • 1
    Email author
  • Farid A. Badria
    • 2
  • Ahmed S. Ibrahim
    • 3
  1. 1.Department of ChemistryS.V.National Institute of TechnologySuratIndia
  2. 2.Department of Pharmacognosy, Faculty of PharmacyMansoura UniversityMansouraEgypt
  3. 3.Department of Biochemistry, Faculty of PharmacyMansoura UniversityMansouraEgypt

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