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Evaluation of cholinesterase inhibitory activity and cytotoxicity of synthetic derivatives of di- and triterpene metabolites from Pinus silvestris and Dipterocarpus alatus resins

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Abstract

A series of hydroxy-, oximino-, lactame, arylidene, N-methylpiperazinyl amide, isoxazole, pyrimidine derivatives of dipterocarpol, quinopimaric, and dammarenolic acids were synthesized and evaluated for cholinesterase inhibitory activity and cytotoxicity. All of the compounds were weak inhibitors for the enzyme acetylcholinesterase while being no inhibitor for butyrylcholinesterase. Dihydroquinopimaric acid was cytotoxic especially for A375 and A2780 tumor cells while being significantly less cytotoxic for nonmalignant fibroblasts (NIH 3T3).

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Acknowledgements

This work was supported by Federal programs (AAAA-A20-120012090023-8 and AAAA-A20-120012090029-0). The cell lines were provided by Dr. T. Müller (Dep. Oncology, Martin-Luther-University).

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Authors and Affiliations

  1. Ufa Institute of Chemistry, UFRC RAS, 71, pr. Oktyabrya, Ufa, 450054, Russian Federation

    Irina E. Smirnova & Oxana B. Kazakova

  2. Martin-Luther-University Halle-Wittenberg, Organic Chemistry, Kurt-Mother-Str. 2, D-06120, Halle (Saale), Germany

    Anne Loesche, Sophie Hoenke & Rene Csuk

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  1. Irina E. Smirnova
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  2. Oxana B. Kazakova
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  3. Anne Loesche
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  4. Sophie Hoenke
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  5. Rene Csuk
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Correspondence to Irina E. Smirnova.

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Smirnova, I.E., Kazakova, O.B., Loesche, A. et al. Evaluation of cholinesterase inhibitory activity and cytotoxicity of synthetic derivatives of di- and triterpene metabolites from Pinus silvestris and Dipterocarpus alatus resins. Med Chem Res 29, 1478–1485 (2020). https://doi.org/10.1007/s00044-020-02566-9

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