Abstract
The antihypoxic and anticonvulsant activity of eight new amidophosphoryl derivatives of crown ethers was investigated. It was found that some of them exhibit pronounced antihypoxic activity. The results of an x-ray structural and IR spectroscopic study of dibenzo-N-phenylphosphonyl-14-crown-5 (a=9.818,b=16.062,c=15.925 Å; γ=124.90°;V=2072 Å3;M=417.2;d=1.33 g/cm3 forZ=4, 1955 independent reflections [I>3σ(I)] in a DAR-UM inCuK α radiation,P2 1/b space group,R=5.2%) and dibenzo-N-adamantylphosphonyl-14-crown-5 compounds (a=11.077,b=15.936,c=16.771 Å; γ=56.05°;V=2456 Å3;M=486.3;d=1.31 g/cm3 forZ=4, 2164 independent reflections [I>3σ(I)] in a DAR-UM inCuK α radiation,P21/b space group,R=5.1%) are reported. Some details of the structure of the dibenzo-N-phenylphosphonyl-14-crown-5-complex with calcium thiocyanate and water are discussed; a polyhedron with a coordination number of six was found for the first time for calcium complexes with macrocyclic ligands. The combined examination of the results of the biological, x-ray structural, and IR spectroscopic study of macrocyclic, 14-member ligands suggested that the nature of the substituents at phosphorus affect the conformational state of the macrocycle, which remains unchanged in complexation in the investigated conditions.
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Institute of Chemical Physics in Chernogolovka, Russian Academy of Sciences, 142432 Chernogolovka. Institute of Physiologically Active Substances, Russian Academy of Sciences, 142432 Chernogolovka. Institute of Organic Chemistry, Ukrainian Academy of Sciences, 252660 Kiev. Translated fromIzvestiya Akademii Nauk, Seriya Khimicheskaya, No. 12, pp. 2784–2790, December, 1992.
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Tkachev, V.V., Raevskii, O.A., Luk'yanov, N.V. et al. Macrocyclic amidophosphoryl polyethers: Biological activity, molecular structure, and structure of the complex with calcium thiocyanate. Russ Chem Bull 41, 2211–2216 (1992). https://doi.org/10.1007/BF01150749
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DOI: https://doi.org/10.1007/BF01150749