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Synthesis and Antifungal and Antiviral Activity of N-Benzyl Derivatives of the Tetraene Macrolide Antibiotic Lucensomycin

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Reductive amination of the tetraene macrolide antibiotic lucensomycin by para-substituted benzaldehydes and cyanoborohydride formed its N-benzyl derivatives. The physicochemical, medical, and biological properties of the obtained pimaricin derivatives were studied. Biological tests showed that the N-benzyl lucensomycin derivatives possessed high antifungal and antiviral activity. Pharmacological tests showed that the acute toxicity (LD50) of the synthesized lucensomycin derivatives was six times less than that of the starting antibiotic.

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Authors and Affiliations

  1. Schulich Faculty of Chemistry, Technion – Israel Institute of Technology, Haifa, Israel

    V. V. Belakhov

  2. Laboratory of Molecular Pharmacology, St. Petersburg Technological Institute (Technical University), St. Petersburg, Russia

    A. V. Garabadzhiu

  3. Department of Biotechnology, St. Petersburg State Chemical-Pharmaceutical Academy, St. Petersburg, Russia

    V. A. Kolodyaznaya & O. V. Topkova

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  1. V. V. Belakhov
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  2. A. V. Garabadzhiu
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  3. V. A. Kolodyaznaya
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  4. O. V. Topkova
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Translated from Khimiko-Farmatsevticheskii Zhurnal, Vol. 50, No. 3, pp. 7 – 15, March, 2016.

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Belakhov, V.V., Garabadzhiu, A.V., Kolodyaznaya, V.A. et al. Synthesis and Antifungal and Antiviral Activity of N-Benzyl Derivatives of the Tetraene Macrolide Antibiotic Lucensomycin. Pharm Chem J 50, 143–151 (2016). https://doi.org/10.1007/s11094-016-1412-3

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  • DOI: https://doi.org/10.1007/s11094-016-1412-3

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