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Biophysical study of bioactive-substance conformation and interaction with drugs in solution

Molecular interaction between salicylate and nucleic acid base derivatives in non-polar solvents

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Abstract

The interaction of salicylic acid (S.A), salicylamide (S.M) with nucleic acid base derivatives such as 9-ethyl adenine (A), 1-cyclohexyl uracil (U), 2′, 3′-benzylidine-5′ trityl-cytidine (C), guanosine-2′, 3′, 5′-isobutylate (G) has been spectroscopically investigated to determine the binding mechanism. NMR, and IR spectra were measured in nonpolar solvents. The association constant K of the formation of complex was calculated from the IR spectra. Compounds S.A and a form a 1∶1 or 1∶2 cyclic hydrogen-bonded complex depending on the sample concentration. Compounds S.A and U form a 1∶1 or 1∶2 hydrogen-bonded complex on the sample concentration. Compounds S.A and C form a 2∶1 hydrogen-bonded complex at low concentration (0.0016M). Compound S.A binds compound G, but its binding does not completely break the self-association of compound G. Compound S.M binds compounds A,U,C,G very weakly.

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  1. College of Pharmacy, Seoul National University, 151, Seoul, Korea

    Byung Sul Yu, Bong Jin Lee & Dong Hwan Sohn

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  1. Byung Sul Yu
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  2. Bong Jin Lee
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Yu, B.S., Lee, B.J. & Sohn, D.H. Biophysical study of bioactive-substance conformation and interaction with drugs in solution. Arch. Pharm. Res. 8, 109–117 (1985). https://doi.org/10.1007/BF02857036

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  • DOI: https://doi.org/10.1007/BF02857036

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