Using IR Fourier spectra and employing quantum-chemical calculations of electronic structure, spectra, and proton-acceptor properties, synthetic derivatives of aminophenol exhibiting biological activity in the suppression of herpes, influenza, and HIV viruses have been investigated from a new perspective, with the aim of establishing the spectral response of biological activity of the molecules. It has been experimentally established that the participation of the aminophenol hydroxyl group in intramolecular hydrogen bonds is characteristic of structures with antiviral properties. A quantum-chemical calculation of the proton-acceptor ability of the investigated aminophenol derivatives has shown that biologically active structures are characterized by a high proton-acceptor ability of oxygen of the hydroxyl group. A correlation that has been obtained among the formation of an intramolecular hydrogen bond, high proton-acceptor ability, and antiviral activity of substituted aminophenols enables us to predict the pharmacological properties of new medical preparations of the given class of compounds.
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References
O. I. Shadyro, G. A. Ksendsova, G. I. Polosov, et al., Bioorgan. Med. Chem. Lett., 18, No. 7, 2420–2423 (2008).
O. K. Bazyl’, V. Ya. Artyukhov, G. V. Mayer, et al., Opt. Spectr., 107, No. 4, 564–574 (2009).
O. K. Bazyl’, V. Ya. Artyukhov, and G. V. Mayer, Russ. Phys. J., 54, No. 6, 619–626 (2011).
G. A. Ksendsova, G. I. Polozov, I. V. Skornyakov, et al., Opt. Spectr., 102, No. 4, 551–556 (2007).
M. V. Bel’kov, G. A. Ksendsova, G. I. Polozov, et al., J. Appl. Spectr., 76, No. 3, 408–413 (2009).
M. V. Bel’kov, A. N. Gorbacheva, G. A. Ksendsova, et al., J. Appl. Spectr., 77, No. 1, 38–44 (2010).
M. V. Bel’kov, A. N. Gorbacheva, G. A. Ksendsova, et al., J. Appl. Spectr., 77, No. 3, 313–320 (2010).
M. V. Bel’kov, G. A. Ksendsova, G. I. Polozov, et al., J. Appl. Spectr., 77, No. 4, 496–501 (2010).
G. B. Tolstorozhev, I. V. Skornyakov, M. V. Bel’kov, et al., Opt. Spectr., 112, No. 5, 720–727 (2012).
O. K. Bazyl’, V. Ya. Artyukhov, G. V. Mayer, et al., J. Appl. Spectr., 79, No. 5, 687–694 (2012).
O. K. Bazyl’, V. Ya. Artyukhov, and G. V. Mayer, Russ. Phys. J., 49, No. 6, 567–573 (2006).
G. V. Mayer, V. Ya. Artyukhov, T. N. Kopylova, et al., Electron-excited States in the Photochemistry of Organic Compounds [in Russian], Nauka, Novosibirsk (1997).
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Translated from Izvestiya Vysshikh Uchebnykh Zavedenii, Fizika, No. 4, pp. 72–78, April, 2016.
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Tolstorozhev, G.B., Mayer, G.V., Bel’kov, M.V. et al. Spectral Response and Diagnostics of Biological Activity of Hydroxyl-Containing Aromatic Compounds. Russ Phys J 59, 544–551 (2016). https://doi.org/10.1007/s11182-016-0804-x
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DOI: https://doi.org/10.1007/s11182-016-0804-x