New 2,3-secolupane derivatives with methylketone, acetylhydrazone, and 1,3,4-oxadiazoline fragments were prepared via chemical modification of ring A and the isopropylene group of 1-cyano-2,3-secotriterpenoids. Cytotoxicity studies of the synthesized compounds using four tumor cell lines (HEp-2 human epithelial type 2 carcinoma, MS melanoma, RD TE32 rhabdomyosarcoma, and A549 lung carcinoma) showed that 3,30-dialdehyde 3 (IC50 3.98 μM) and 30-acetylhydrazone 10 (IC50 8.95 μM) were the most cytotoxic for MS melanoma cells. Intermediate 3 was also active against RD TE32 rhabdomyosarcoma cells (IC50 6.70 μM).
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The work was sponsored by a Complex Program of the Ural Branch, RAS (Project 18-7-3-4).
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Translated from Khimiya Prirodnykh Soedinenii, No. 4, July–August, 2018, pp. 597–601.
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Tolmacheva, I.A., Eroshenko, D.V. & Grishko, V.V. Syntheses, Transformations, and Cytotoxicities of 2,3-Secolupane Acetylhydrazones. Chem Nat Compd 54, 705–709 (2018). https://doi.org/10.1007/s10600-018-2450-8
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DOI: https://doi.org/10.1007/s10600-018-2450-8