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Study of the Antitumor Activity in Vitro of Iodo-δ-Lactones of 5Z,9Z-Dienoic Acid

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Abstract

Previously unknown phenyl-substituted iodo-δ-lactone derived from 11‑phenylundeca-5Z,9Z-dienoic acid was synthesized in 94% yield using the Ti-catalyzed intermolecular cross-cyclomagnesiation of aromatic 1,2-diene with O‑containing allene at the key stage. The in vitro cytotoxic activity of synthesized alkyl- and phenyl-substituted iodo-δ-lactones of 5Z,9Z-dienoic acids against the Jurkat, K562, U937, HL60, and Hek293 cell lines was studied, and their effect on the cell cycle and the ability to induce apoptosis were investigated using flow cytometry.

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ACKNOWLEDGMENTS

The structural studies were carried out at the “Agidel” RegionalShared Facility Center, Ufa Federal Research Center, Russian Academy of Sciences; division: Institute of Petrochemistry and Catalysis, Ufa Federal Research Center, Russian Academy of Sciences. Anti-cancer activity studies of the synthesized compounds were performed at the Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences.

Funding

This study was supported by the Russian Science Foundation (project no. 23-23-00059).

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Authors and Affiliations

  1. Institute of Petrochemistry and Catalysis, Ufa Federal Research Center, Russian Academy of Sciences, 450075, Ufa, Russia

    E. Kh. Makarova, I. V. Ishbulatov & A. A. Makarov

  2. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991, Moscow, Russia

    L. U. Dzhemileva,  U. M. Dzhemilev & V. A. D’yakonov

Authors
  1. E. Kh. Makarova
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  2. I. V. Ishbulatov
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  3. A. A. Makarov
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  4. L. U. Dzhemileva
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  5. U. M. Dzhemilev
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  6. V. A. D’yakonov
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Correspondence to E. Kh. Makarova.

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Dedicated to the Anniversary of Corresponding Member of the RAS Albert L’vovich Lapidus

Translated by Z. Svitanko

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Makarova, E.K., Ishbulatov, I.V., Makarov, A.A. et al. Study of the Antitumor Activity in Vitro of Iodo-δ-Lactones of 5Z,9Z-Dienoic Acid. Dokl Chem 513, 367–374 (2023). https://doi.org/10.1134/S0012500823700209

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