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Synthesis of the First Macrocyclic Glycoterpenoid Based on Trehalose and the Diterpenoid Isosteviol

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Chemistry of Natural Compounds Aims and scope

A macrocyclic glycoterpenoid containing the diterpenoid dihydroisosteviol (16-hydroxy-ent-beyeran-19- oic acid) and α,α′-trehalose linked by an ester spacer was synthesized.

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References

  1. B. F. Garifullin, O. V. Andreeva, I. Yu. Strobykina, V. M. Babaev, and V. E. Kataev, Macroheterocycles, 6, 184 (2013).

    Article  CAS  Google Scholar 

  2. O. V. Andreeva, I. Yu. Strobykina, O. N. Kataeva, O. B. Dobrynin, V. M. Babaev, I. Kh. Rizvanov, D. R. Islamov, and V. E. Kataev, Macroheterocycles, 6, 315 (2013).

    Article  CAS  Google Scholar 

  3. R. R. Sharipova, B. F. Garifullin, O. V. Andreeva, I. Yu. Strobykina, O. B. Bazanova, and V. E. Kataev, Zh. Org. Khim., 51, 437 (2015); R. R. Sharipova, B. F. Garifullin, O. V. Andreeva, I. Yu. Strobykina, O. B. Bazanova, and V. E. Kataev, Russ. J. Org. Chem., 51, 424 (2015).

  4. O. V. Andreeva, R. R. Sharipova, B. F. Garifullin, I. Yu. Strobykina, and V. E. Kataev, Chem. Nat. Compd., 51, 689 (2015).

    Article  CAS  Google Scholar 

  5. M. Gavagnin, M. Carbone, P. Amodeo, E. Mollo, R. M. Vitale, V. Roussis, and G. Cimino, J. Org. Chem., 72, 5625 (2007).

    Article  CAS  PubMed  Google Scholar 

  6. V. A. Al_fonsov, G. A. Bakaleinik, A. T. Gubaidullin, V. E. Kataev, G. I. Kovylyaeva, A. I. Konovalov, I. A. Litvinov, I. Yu. Strobykina, S. I. Strobykin, O. V. Andreeva, and M. G. Korochkina, Zh. Obshch. Khim., 70, 1018 (2000); V. A. Alfonsov, G. A. Bakaleinik, A. T. Gubaidullin, V. E. Kataev, G. I. Kovylyaeva, A. I. Konovalov, I. A. Litvinov, I. Yu. Strobykina, S. I. Strobykin, O. V. Andreeva, and M. G. Korochkina, Russ. J. Gen. Chem., 70, 1318 (2000).

  7. V. E. Kataev, O. I. Militsina, I. Yu. Strobykina, G. I. Kovylyaeva, R. Z. Musin, O. V. Fedorova, G. L. Rusinov, M. N. Zueva, G. G. Mordovskoi, and A. G. Tolstikov, Khim.-farm. Zh., 40 (9), 12 (2006); V. E. Kataev, O. I. Militsina, I. Yu. Strobykina, G. I. Kovylyaeva, R. Z. Musin, O. V. Fedorova, G. L. Rusinov, M. N. Zueva, G. G. Mordovskoi, and A. G. Tolstikov, Pharm. Chem. J., 40 (9), 473 (2006).

  8. B. P. Mundy, M. G. Ellerd, and F. G. Favaloro, Name Reactions and Reagents in Organic Synthesis, John Wiley & Sons, New Jersey, 2005, pp. 352, 793.

  9. B. C. Holland and N. W. Gilman, Synth. Commun., 4, 203 (1974).

    Article  CAS  Google Scholar 

  10. T. C. Baddeley and J. L. Wardell, J. Carbohydr. Chem., 28, 198 (2009).

    Article  CAS  Google Scholar 

  11. M. Carbone, M. Gavagnin, E. Mollo, M. Bidello, V. Roussis, and G. Cimino, Tetrahedron, 64, 191 (2008).

    Article  CAS  Google Scholar 

  12. R. N. Khaibullin, I. Yu. Strobykina, V. E. Kataev, O. A. Lodochnikova, A. T. Gubaidullin, and R. Z. Musin, Zh. Obshch. Khim., 79, 795 (2009); R. N. Khaibullin, I. Yu. Strobykina, V. E. Kataev, O. A. Lodochnikova, A. T. Gubaidullin, and R. Z. Musin, Russ. J. Gen. Chem., 79, 967 (2009).

  13. E. Mosettig and W. R. Nes, J. Org. Chem., 20, 884 (1955).

    Article  CAS  Google Scholar 

  14. H. Bredereck, Chem. Ber., 63, 959 (1930).

    Article  Google Scholar 

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Acknowledgment

The work was sponsored by the Russian Science Foundation (Grant No. 14-50-00014).

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Correspondence to V. E. Kataev.

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Ttranslated from Khimiya Prirodnykh Soedinenii, No. 5, September–October, 2015, pp. 760–763.

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Garifullin, B.F., Sharipova, R.R., Strobykina, I.Y. et al. Synthesis of the First Macrocyclic Glycoterpenoid Based on Trehalose and the Diterpenoid Isosteviol. Chem Nat Compd 51, 886–889 (2015). https://doi.org/10.1007/s10600-015-1440-3

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  • DOI: https://doi.org/10.1007/s10600-015-1440-3

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