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Synthesis and bioevaluation of new 5-benzylidenethiazolidine-2,4-diones bearing benzenesulfonamide moiety

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Abstract

Two series of new 5-benzylidenethiazolidine-2,4-diones bearing benzenesulfonamide moiety were designed and synthesized. The synthesized compounds were evaluated for several biological activities, including cytotoxicity, histone deacetylation, and protein phosphatase 1B (PTP1B) inhibitory effects. It was found that those 5-benzylidenethiazolidine-2,4-diones with a chlorine substituent on the benzenesulfonamide moiety exhibited significant cytotoxicity, comparable to that of SAHA, which was used as a positive control. Several cytotoxic compounds also exhibited inhibitory effects against histone deacetylation, suggesting that these compounds might possess histone deacetylase inhibitory property. On the activity of PTP1B, however, these compounds displayed insignificant inhibitory effects.

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Acknowledgments

We acknowledge the principal financial supports from the National Foundation for Science and Technology of Vietnam (NAFOSTED, Grant number 104.01-2014.11). The biological study was supported by the Medical Research Center program (MRC, Grant number 2010-0029480).

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Authors and Affiliations

  1. Hanoi University of Pharmacy, 13-15 Le Thanh Tong, Hanoi, Vietnam

    Nguyen Thi Thuan, Do Thi Mai Dung, Do Nguyet Que, Phan Thi Phuong Dung & Nguyen-Hai Nam

  2. School of Chemical Engineering, Hanoi University of Science and Technology, 1 Dai Co Viet, Hanoi, Vietnam

    Tran Khac Vu

  3. Research Institute of Pharmaceutical Sciences, College of Pharmacy, Seoul National University, Seoul, 151-742, Korea

    Hyunggu Hahn & Byung Woo Han

  4. College of Pharmacy, Chungbuk National University, Cheongju, Chungbuk, 361-763, Korea

    Youngsoo Kim & Sang-Bae Han

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  1. Nguyen Thi Thuan
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  2. Do Thi Mai Dung
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  3. Do Nguyet Que
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  4. Phan Thi Phuong Dung
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  9. Sang-Bae Han
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  10. Nguyen-Hai Nam
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Correspondence to Sang-Bae Han or Nguyen-Hai Nam.

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Thuan, N.T., Dung, D.T.M., Que, D.N. et al. Synthesis and bioevaluation of new 5-benzylidenethiazolidine-2,4-diones bearing benzenesulfonamide moiety. Med Chem Res 24, 3803–3812 (2015). https://doi.org/10.1007/s00044-015-1422-9

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  • DOI: https://doi.org/10.1007/s00044-015-1422-9

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