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Synthesis of 5,4″-di-O-succinoylavermectin B1

Russian Chemical Bulletin volume 65, pages 2952–2955 (2016)Cite this article

Abstract

A reaction of avermectin B1 with succinic anhydride at ultrahigh pressure (10 kbar) gave previously unavailable 5,4″-di-O-succinoylavermectin B1, which is of interest as potential antiparasitic agent.

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References

  1. W. C. Campbell, R. W. Burg, M. H. Fisher, R. A. Dybas, The Discovery of Ivermectin and Other Avermectin, ACS Symposium Series No. 255, Am. Chem. Soc., Washington, 1984, 5.

    Google Scholar 

  2. A. Crump, S. Omura, Proc. Jpn Acad. Ser. B. Phys. Biol. Sci., 2011, 87, 13.

    Article  CAS  Google Scholar 

  3. F. M. Marty, C. M. Lowry, M. Rodriguez, D. A. Milner, W. S. Pieciak, A. Sinha, L. Fleckenstein, L. R. Baden, Clin. Infect. Dis., 2005, 41(1), e5.

  4. M. Kh. Dzhafarov, F. I. Vasilevich, Adv. Pharmacol. Pharmacy, 2014, 2, 30.

    Google Scholar 

  5. http://www.gazeta.ru/science/2015/10/05_a_7795859.shtml.

  6. W. C. Campbell, M. H. Fisher, E. O. Stapely, G. A. Schotberg, T. A. Jacob, Science, 1983, 26, No. 221, 823.

    Article  Google Scholar 

  7. M. Kh. Dzhafarov, I. V. Zavarzin, M. N. Mirzaev, Z. A. Devrishova, Yu. A. Yusupov, Sel’skokhozyaistvennaya biologiya. Seriya Biologiya zhivotnykh [Agricultural Biology. Series Animal Biology], 2012, 2, 96 (in Russian).

    Google Scholar 

  8. M. N. Mirzaev, S. N. Savchenkov, T. P. Zharova, D. A. Devrishov, E. S. Voronin, in Problemy infektsionnykh i invazionnykh boleznei v zhivotnovodstve na sovremennom etape [Nowadays Problems of Infectious and Invasive Diseases in Cattle Breeding], Moscow, 1999, 272 (in Russian).

    Google Scholar 

  9. F. Echevarría, M. Borba, A. Pinheiro, P. Waller, J. Hansen, Vet. Parasitol., 1996, 62, 199.

    Article  Google Scholar 

  10. N. G. Guseinov, S. A. Mel’nitskii, M. N. Mirzaev, O. Kh. Manzhiev, Vet. meditsina [Vet. Medicine], 2007, 2–3, 34 (in Russian).

  11. J. S. Gilleard, R. N. Beech, Parasitology, 2007, 8, 40.

    Google Scholar 

  12. K. Tyrell, F. Leo, Vet. Parasitol., 2009, 11, 98.

    Google Scholar 

  13. M. Várady, J. orba, V. Letková, G. Ková, Vet. Parasitol., 2009, 2–3, 267.

    Article  Google Scholar 

  14. M. S. Khalil, J. Plant Pathology Microbiology, 2013, 4(4), 32.

    Article  Google Scholar 

  15. Y. Lin-Fang, W. Shan-Shan, W. Fu-Rong, C. Jun, T. NingNing, Ningxia Yixue Zazhi, 2012, 34(6), 491.

    Google Scholar 

  16. J.-P. Lumaret, F. F. Errouissi, K. Rombke, J. Wardhaugh, Curr. Pharm. Biotechnol., 2012, 13(6), 1004.

    Article  CAS  Google Scholar 

  17. G. H. Zhang, Y. G. Zhong-qiu, Zhonghua Weisheng Shachong Yaoxie, 2012, 18(6), 65.

    CAS  Google Scholar 

  18. H. Mrozik, P. Eskola, M. H. Fisher, J. R. Egerton, J. Med. Chem., 1982, 25(6), 658.

    Article  CAS  Google Scholar 

  19. L. T. Kok, J. A. Lasota, T. J. McAvoy, R. A. Dybas, J. Econ. Entomol., 1996, 89, 63.

    Article  CAS  Google Scholar 

  20. Pat. RF 2453553; Byul. izobret. [Invention Bull.], 2012, No. 17 (in Russian).

  21. Pat. RF 2472801; Byul. izobret. [Invention Bull.], 2013, No. 2 (in Russian).

  22. I. V. Zavarzin, E. S. Kuleshova, E. I. Chernoburova, M. A. Shchetinina, A. V. Kolobov, V. V. Plakhtinskii, M. Kh. Dzhafarov, Russ. Chem. Bull. (Int. Ed.), 2014, 63, 538 [Izv. Akad. Nauk, Ser. Khim., 2014, 538].

    Article  CAS  Google Scholar 

  23. M. Kh. Dzhafarov, M. N. Mirzaev, I. V. Zavarzin, Sel’skokhozyaistvennaya biologiya. Seriya Biologiya zhivotnykh [Agricultural Biology. Series Animal Biology], 2011, 2, 108 (in Russian).

    Google Scholar 

  24. M. Kh. Dzhafarov, M. N. Mirzaev, I. V. Zavarzin, Z. A. Devrishova, M. N. Mirzaev, Zhurn. veterinarnoi meditsiny [J. Vet. Medicine], 2012, 1, 37 (in Russian).

    Google Scholar 

  25. Z. A. Devrishova, M. N. Mirzaev, M. N. Dzhafarov, M. N. Karsakov, Yu. A. Yusupov, T. I. Mel’nitskaya, Zhurn. veterinarnoi meditsiny [J. Vet. Medicine], 2012, 2, 25 (in Russian).

    Google Scholar 

  26. E. I. Olekhnovich, S. A. Roslavtseva, M. A. Alekseev, K. M. Mirzaeva, M. Kh. Dzhafarov, A. V. Kolobov, A. I. Sapozhnikova, I. V. Zavarzin, Yu. A. Yusupov, Zhurn. veterinarnoi meditsiny [J. Vet. Medicine], 2013, 4, 28 (in Russian).

    Google Scholar 

  27. K. Matsumoto, A. Sera, T. Uchida, Synthesis, 1985, 1, 1.

    Article  Google Scholar 

  28. P. A. Belyakov, V. I. Kadentsev, A. O. Chizhov, N. G. Kolotyrkina, A. S. Shashkov, V. P. Ananikov, Mendeleev Commun., 2010, 20, 125.

    Article  CAS  Google Scholar 

  29. A. A. Zharov, I. A. Guzyaeva, Russ. Chem. Bull. (Int. Ed.), 2010, 59, 1225 [Izv. Akad. Nauk, Ser. Khim., 2010, 1199].

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

    E. I. Chernoburova, K. V. Danchenko, M. A. Shchetinina, A. A. Zharov & I. V. Zavarzin

  2. Yaroslavl State Technical University, 88 Moskovskii prosp., 150023, Yaroslavl, Russian Federation

    A. V. Kolobov

  3. K. I. Skryabin Moscow State Academy of Veterinary Medicine and Biotechnology, 23 ul. Akad. Skryabina, 119991, Moscow, Russian Federation

    M. Kh. Dzhafarov & F. I. Vasilevich

Authors
  1. E. I. Chernoburova
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  2. K. V. Danchenko
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  3. M. A. Shchetinina
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  4. A. A. Zharov
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  5. A. V. Kolobov
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  6. M. Kh. Dzhafarov
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  7. F. I. Vasilevich
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  8. I. V. Zavarzin
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Corresponding author

Correspondence to I. V. Zavarzin.

Additional information

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 12, pp. 2952–2955, December, 2016.

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Chernoburova, E.I., Danchenko, K.V., Shchetinina, M.A. et al. Synthesis of 5,4″-di-O-succinoylavermectin B1 . Russ Chem Bull 65, 2952–2955 (2016). https://doi.org/10.1007/s11172-016-1684-5

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  • DOI: https://doi.org/10.1007/s11172-016-1684-5

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