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Synthesis and biological activity of new avermectin 5-O- and 4″-O-acyl derivatives

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Abstract

Acylation of avermectin B1 with vicinal 1,2-dicarboxylic acid anhydrides leads only to 5-O-acyl derivatives in high yields. Avermectin 4″-O-acyl derivatives were obtained under similar conditions from avermectin B1 5-O-TBS-derivatives in good yields. The compounds obtained are of interest as antiparasitic agents.

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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

    I. V. Zavarzin, E. I. Chernoburova & M. A. Shchetinina

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

    E. S. Kuleshova, A. V. Kolobov & V. V. Plakhtinskii

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

    M. Kh. Dzhafarov

Authors
  1. I. V. Zavarzin
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  2. E. S. Kuleshova
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  3. E. I. Chernoburova
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  4. M. A. Shchetinina
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  5. A. V. Kolobov
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  6. V. V. Plakhtinskii
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  7. M. Kh. Dzhafarov
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Corresponding author

Correspondence to I. V. Zavarzin.

Additional information

On the occasion of the 80th anniversary of the N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp. 0538–0542, February, 2014.

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Zavarzin, I.V., Kuleshova, E.S., Chernoburova, E.I. et al. Synthesis and biological activity of new avermectin 5-O- and 4″-O-acyl derivatives. Russ Chem Bull 63, 538–542 (2014). https://doi.org/10.1007/s11172-014-0465-2

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  • DOI: https://doi.org/10.1007/s11172-014-0465-2

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