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Synthesis and anti-cancer activity of some novel C-17 analogs of ursolic and oleanolic acids

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Abstract

A series of seventeen novel analogs of ursolic and oleanolic acid were synthesized (60–98 %), and evaluated for their anti-cancer potential against a panel of eight human cancer cell lines. Compounds (3–10) showed comparable or better activities than their respective parent compounds against SiHa and HeLa (Cervix), A-549 (Lung), and IMR-32 (Neuroblastoma) cancer cell lines. Significantly, among the bromoalkyl esters (11–19), compound 13 showed promising anti-cancer activity against Leukemia THP-1 cell line at 10 μM concentration. In this series, it is interesting to note that the increase in chain length has an adverse effect on the activity.

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Acknowledgments

We are thankful to CSIR, New Delhi for financial support under the Network project NWP-009.

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Authors and Affiliations

  1. Natural Product Chemistry Division, Indian Institute of Chemical Technology (CSIR), Tarnaka, Hyderabad, 500607, India

    Uppuluri V. Mallavadhani, Banita Pattnaik & Nagireddy Vanga

  2. Department of Natural Products, National Institute of Pharmaceutical Education and Research (NIPER), Ahmedabad, 380054, India

    Anita Mahapatra

  3. Pharmacology Division, Indian Institute of Integrative Medicine (CSIR), Canal Road, Jammu, 180001, India

    Nitasha Suri & Ajit K. Saxena

Authors
  1. Uppuluri V. Mallavadhani
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  2. Anita Mahapatra
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  3. Banita Pattnaik
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  4. Nagireddy Vanga
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  5. Nitasha Suri
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  6. Ajit K. Saxena
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Correspondence to Uppuluri V. Mallavadhani.

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Mallavadhani, U.V., Mahapatra, A., Pattnaik, B. et al. Synthesis and anti-cancer activity of some novel C-17 analogs of ursolic and oleanolic acids. Med Chem Res 22, 1263–1269 (2013). https://doi.org/10.1007/s00044-012-0106-y

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  • DOI: https://doi.org/10.1007/s00044-012-0106-y

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