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Synthesis and Cytotoxicity of Lupane Mono- and Bis-Piperazinylamides

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Chemistry of Natural Compounds Aims and scope

Mono- and bis-piperazinylamides of lupane acids and their derivatives modified on ring A were synthesized and tested for cytotoxicity. Cytotoxicity studies against nine different human tumor cells found that betulonic acid N-methylpiperazinylamide inhibited the growth of SR leukemia, NCI-H460 non-small-cell lung cancer, and HCT-116 colon cancer cells. Cyanoethyl, hydrazone, and oxime moieties in the C3 position had positive effects on the cytotoxicity. The activity spectrum of acanthochlamic diacid amides was broader. The absence/ presence of an N-ethyl group on the piperazine ring affected the cancer type and breadth of cell lines.

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Acknowledgment

The work was performed under topics of State Tasks Nos. AAAA-A19-119020890014-7 and AAAA-A20-120012090023-8. We thank the National Cancer Institute (NCI) for determining the in vitro antitumor activity of 2–5, 7–15, and 17–24.

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Authors and Affiliations

  1. Ufa Institute of Chemistry, Ufa Federal Research Center, Russian Academy of Sciences, 71 Prosp. Oktyabrya, Ufa, 450054, Russia

    G. V. Giniyatullina & O. B. Kazakova

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  1. G. V. Giniyatullina
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  2. O. B. Kazakova
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Correspondence to G. V. Giniyatullina.

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Translated from Khimiya Prirodnykh Soedinenii, No. 4, July–August, 2021, pp. 596–602.

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Giniyatullina, G.V., Kazakova, O.B. Synthesis and Cytotoxicity of Lupane Mono- and Bis-Piperazinylamides. Chem Nat Compd 57, 698–705 (2021). https://doi.org/10.1007/s10600-021-03453-4

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  • DOI: https://doi.org/10.1007/s10600-021-03453-4

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