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Synthesis and evaluation of some novel N-substituted rhodanines for their anticancer activity

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Abstract

Novel N-substituted rhodanines 2a–g were synthesized by conventional and microwave-assisted methods and tested for their anticancer activity. Structure–activity relationship of the synthesized rhodanine 2a–g as antiproliferative agents was investigated. The results revealed that all the seven compounds showed potent antiproliferative activity in a concentration-dependent manner on leukemic cell line K562. Among the tested compounds, 2b was found to be more potent when compared by trypan blue and MTT assay. IC50 values of 2b using trypan blue and MTT assay were found to be 11.1 and 20.3 µg/ml, respectively. A dose-dependent increase in the LDH release was also observed upon treatment with 2a–g. Cell cycle analysis revealed that 2b affects DNA replication and leads to accumulation of cells in G 0 and decline of G 2/M, G 1 and S phases which indicates apoptosis. The selective cytotoxic activity against human chronic myelogenous cell line (K562), via apoptosis, suggests that compound 2b is a promising scaffold for the development of novel anticancer drug.

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Acknowledgments

The authors thank Science and Engineering Research Board (SERB), Department of Science and Technology (DST), Government of India, for funding the project (No. SR/S1/OC-28/2011). The authors thank SAIF-STIC, Cochin, for NMR facility.

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  1. Department of Chemistry, Karpagam Academy of Higher Education, Coimbatore, 641 021, Tamil Nadu, India

    Sulaiman Ali Muhammad, Subban Ravi & Arumugam Thangamani

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  1. Sulaiman Ali Muhammad
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  2. Subban Ravi
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  3. Arumugam Thangamani
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Correspondence to Subban Ravi.

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Ali Muhammad, S., Ravi, S. & Thangamani, A. Synthesis and evaluation of some novel N-substituted rhodanines for their anticancer activity. Med Chem Res 25, 994–1004 (2016). https://doi.org/10.1007/s00044-016-1545-7

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