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Thiacalix[4]arenes Containing Amide and Phenylurea Fragments at the Lower Rim: Synthesis and Complexing Properties Toward Anionic Substrates

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Abstract

Novel p-tert-butylthiacalix[4]arenes tetrasubstituted at the lower rim by amide and phenylurea fragments in cone, partial cone, and 1,3-alternate conformations were obtained. Their complexing ability toward a number of tetrabutylammonium salts n-Bu4NX (X = F–, Cl–, Br–, I–, CH3CO2–, H2PO4–, NO3–) was studied by UV-Vis spectroscopy. Cytotoxicity testing using flow cytometry with MTT assay showed that the synthesized compounds are nontoxic in the studied concentration range (2–50 µg/mL) and can be used in the development of new therapeutic and diagnostic agents.

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Funding

The work was funded from the budget of the Priority-2030 Strategic Academic Leadership Program, Kazan (Volga Region) Federal University.

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Authors and Affiliations

  1. Kazan (Volga region) Federal University, Butlerov Chemistry Institute, 420008, Kazan, Russia

    A. A. Vavilova, I. E. Shiabiev, P. L. Padnya, P. V. Zelenikhin, E. V. Subakaeva & I. I. Stoikov

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  1. A. A. Vavilova
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  2. I. E. Shiabiev
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  3. P. L. Padnya
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  4. P. V. Zelenikhin
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  5. E. V. Subakaeva
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  6. I. I. Stoikov
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Correspondence to I. I. Stoikov.

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Translated from Zhurnal Organicheskoi Khimii, 2022, Vol. 58, No. 8, pp. 841–850 https://doi.org/10.31857/S0514749222080080.

In memory of Academician A.I. Konovalov

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Vavilova, A.A., Shiabiev, I.E., Padnya, P.L. et al. Thiacalix[4]arenes Containing Amide and Phenylurea Fragments at the Lower Rim: Synthesis and Complexing Properties Toward Anionic Substrates. Russ J Org Chem 58, 1123–1130 (2022). https://doi.org/10.1134/S1070428022080085

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  • DOI: https://doi.org/10.1134/S1070428022080085

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