(17R)-17,18-Dipropargyloxylabda-13,15-diene was synthesized and underwent Cu-catalyzed cycloaddition with 1,10-diazodecane or 1,2-bis(2-azidoethoxy)ethane to produce macroheterocycles of the furanolabdanoid decalin fragment. The macroheterocyclic labdanoids showed significant cytotoxicity in MEL-8, MT-4, and U-937 human tumor cell models.
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Acknowledgment
The work was supported financially by Russian Scientific Foundation Grant No. 14-13-00822. Analytical and spectral studies were performed at the Khimiya Center for Collective Use, SB, RAS.
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*For No. XXXIV, see the literature [1].
Translated from Khimiya Prirodnykh Soedinenii, No. 1, January–February, 2017, pp. 65–70. Original article submitted May 2, 2016.
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Kharitonov, Y.V., Shakirov, M.M., Pokrovskii, M.A. et al. Synthetic Transformations of Higher Terpenoids. XXXV.* Synthesis and Cytotoxicity of Macroheterocyclic Compounds Based on Lambertianic Acid. Chem Nat Compd 53, 77–82 (2017). https://doi.org/10.1007/s10600-017-1915-5
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DOI: https://doi.org/10.1007/s10600-017-1915-5