Springer Nature is making SARS-CoV-2 and COVID-19 research free. View research | View latest news | Sign up for updates

Synthesis of analogs of valinomycin and enniatine B containing charged, spin-labeled, or fluorescent groups

  • 39 Accesses

  • 1 Citations

Conclusions

1. The synthesis of six functional derivatives of valinomycin and enniatine B containing amine or carboxy groups in the side chain has been effected.

2. Four analogs of valinomycin and enniatine B containing spin-labeled or fluorescent groups have been obtained.

3. The antimicrobial activity of the compounds mentioned and also of the intermediate cyclodepsipeptides obtained during their synthesis has been studied.

This is a preview of subscription content, log in to check access.

Literature cited

  1. 1.

    Yu. A. Ovchinnikov, XXIII-rd International Congress of Pure and Applied Chemistry, Vol. 2, Butterworths, London (1971), p. 121.

  2. 2.

    W. K. Lutz, H. K. Wipf, and W. Simon, Helv. Chim. Acta,53, 1741 (1970).

  3. 3.

    M. Pinkerton and L. K. Steinrauf, J. Mol. Biol.,49, 533 (1970).

  4. 4.

    M. Shiro and N. Koyama, J. Chem. Ser. B, 243 (1970).

  5. 5.

    R. O. Studer, P. Quitt, E. Bohni, and K. Vogler, Monatsh.,96, 461 (1965).

  6. 6.

    I. I. Mikheleva, I. D. Ryabova, T.A. Romanova, T.I. Tarasova, V. T. Ivanov, Yu. A. Ovchinnikov, and M. M. Shemyakin, Zh. Obshch. Khim.,38, 1228 (1968).

  7. 7.

    R. Ledger and F. H. C. Stewart, Austr. J. Chem.,18, 1477 (1965).

  8. 8.

    G. H. L. Nefkens, G. J. Tesser, J. Am. Chem. Soc.,83, 1263 (1961).

  9. 9.

    G. W. Anderson and A. C. McGregor, J. Am. Chem. Soc.,79, 6180 (1957).

  10. 10.

    A. Plattner, K. Vogler, R. O. Studer, P. Quitt, and W. Keller-Scierlein, Helv. Chim. Acta.,46, 927 (1969).

  11. 11.

    L. A. Fonina, A. A. Sanasaryan, and E. I. Vinogradova, Khim. Prirodn. Soedin., 69 (1971).

  12. 12.

    A. B. Shapiro, K. Baimagambekov, M. G. Gol'dfel'd, and É. G. Rozantsev, Zh. Organ. Khim.,11, 2263 (1972).

  13. 13.

    G. W. Anderson, J. E. Zimmerman, and F. M. Callahan, J. Am. Chem. Soc.,85, 3039 (1963).

Download references

Additional information

M. M. Shemyakin Institute of the Chemistry of Natural Compounds of the Academy of Sciences of the USSR. Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 346–358 May–June, 1974.

Rights and permissions

Reprints and Permissions

About this article

Cite this article

Ivanov, V.T., Sumskaya, L.V., Mikhaleva, I.I. et al. Synthesis of analogs of valinomycin and enniatine B containing charged, spin-labeled, or fluorescent groups. Chem Nat Compd 10, 350–358 (1974). https://doi.org/10.1007/BF00563892

Download citation

Keywords

  • Valinomycin
  • Thionyl Chloride
  • Depsipeptide
  • Dansyl Chloride
  • Phthaloyl