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Mass Spectrometry of Self-Organizing Supramolecular Structures of Glycyrrhetic Acid and Levomycetin

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Chemistry of Natural Compounds Aims and scope

The formation of supramolecular complexes of glycyrrhetic acid (GLA) and levomycetin was detected and studied for the first time using electrospray-ionization mass spectrometry (ESI-MS). It was shown that the intermolecular complexes detected in the mass spectra were formed most effectively for a 1:1 host–guest ratio and less effectively for a 1:2 ratio. GLA aggregates (dimers and trimers) bound one or two levomycetin molecules and formed several singly and doubly charged cationic complexes. A comparison of the mass spectra of supramolecular complexes of glycyrrhizic acid (GA) and its aglycon (GLA) indicated that GLA self-aggregates and complexes with levomycetin formed more effectively than those of GA.

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References

  1. S. H. Ton, C. Chandramouli, and K. Bak, in: Natural Products, K. G. Ramawat and J.-M. Merillon (eds.), Springer, Berlin, New York, 2013, p. 3803.

    Google Scholar 

  2. R. M. Kondratenko, L. A. Baltina, S. R. Mustafina, N. V. Makarova, Kh. M. Nasyrov, and G. A. Tolstikov, Pharm. Chem. J., 35 (2), 101 (2001).

    Article  CAS  Google Scholar 

  3. T. G. Tolstikova, A. G. Tolstikov, and G. A. Tolstikov, Vestn. Ross. Akad. Nauk, 77 (10), 867 (2007).

    CAS  Google Scholar 

  4. S. N. Borisenko, A. V. Lekar, E. V. Vetrova, and N. I. Borisenko, Chem. Nat. Compd., 49, 969 (2013).

    Article  CAS  Google Scholar 

  5. V. A. Vavilin, N. F. Salakhutdinov, Yu. I. Ragino, N. E. Polyakov, M. B. Taraban, T. V. Leshina, E. M. Stakhneva, V. V. Lyakhovich, Yu. P. Nikitin, and G. A. Tolstikov, Biochem. (Moscow) Sup. Ser. B: Biomed. Chem., 2 (4), 373 (2008).

    Article  Google Scholar 

  6. R. M. Kondratenko, L. A. Baltina, S. R. Mustafina, A. F. Ismagilova, F. S. Zarudii, V. A. Davydova, G. V. Bazekin, G. F. Suleimanova, and G. A. Tolstikov, Pharm. Chem. J., 37 (9), 485 (2003).

    Article  CAS  Google Scholar 

  7. T. G. Tolstikova, I. V. Sorokina, I. L. Kovalenko, and A. G. Tolstikov, Dokl. Biol. Sci., 394, 31 (2004).

    Article  CAS  PubMed  Google Scholar 

  8. V. N. Gusakov, V. N. Maistrenko, and P. P. Safiullin, Russ. J. Gen. Chem., 71 (8), 1307 (2001).

    Article  CAS  Google Scholar 

  9. A. A. Voskresenskaya, N. V. Medvedeva, V. N. Prozorovskii, N. E. Moskaleva, and O. M. Ipatova, Biochem. (Moscow) Supp. Ser. B: Biomed. Chem., 5 (4), 381 (2011).

    Article  Google Scholar 

  10. G. A. Tolstikov, L. A. Baltina, and N. G. Serdyuk, Pharm. Chem. J., 32 (8), 402 (1998).

    Article  Google Scholar 

  11. J. H. Gross, Mass Spectrometry, Springer, Heidelberg, Dordrecht, London, New York, 2011, 753 pp. 12. J. A. Loo, Int. J. Mass Spectrom., 200, 175 (2000).

  12. A. V. Lekar’, L. A. Yakovishin, E. V. Vetrova, M. I. Rudnev, and N. I. Borisenko, J. Anal. Chem., 66 (13), 44 (2011).

    Google Scholar 

  13. A. V. Lekar, E. V. Vetrova, N. I. Borisenko, L. A. Yakovishin, V. I. Grishkovets, and S. N. Borisenko, J. Appl. Spectrosc., 78 (4), 501 (2011).

    Article  CAS  Google Scholar 

  14. A. V. Lekar’, S. N. Borisenko, O. V. Filonova, E. V. Vetrova, E. V. Maksimenko, N. I. Borisenko, and V. I. Minkin, Russ. J. Phys. Chem. B, 7 (8), 968 (2013).

    Article  Google Scholar 

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Acknowledgments

The work was sponsored by the RF Ministry of Education and Science under the auspices of a State Task on Project No. 1895.

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Correspondence to N. I. Borisenko.

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Translated from Khimiya Prirodnykh Soedinenii, No. 3, May–June, 2015, pp. 434–438.

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Vetrova, E.V., Lekar’, A.V., Filonova, O.V. et al. Mass Spectrometry of Self-Organizing Supramolecular Structures of Glycyrrhetic Acid and Levomycetin. Chem Nat Compd 51, 500–504 (2015). https://doi.org/10.1007/s10600-015-1324-6

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  • DOI: https://doi.org/10.1007/s10600-015-1324-6

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