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Chemical modification of heptaene macrolide antibiotic Amphotericin B under conditions of the Atherton-Todd reaction

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Abstract

Chemical modification of heptaene macrolide antibiotic Amphotericin B with dialkyl(diaryl)-phosphites has been performed under conditions of the Atherton-Todd reaction. As a result, the corresponding dialkyl(aryl)amidophosphonate derivatives of Amphotericin B have been formed. The prepared derivatives have been characterized by their physicochemical properties, toxicity, and antifungal activity against a set of test cultures of pathogenic fungi and yeast-like fungi of the Candida species.

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Authors and Affiliations

  1. Technion — Israel Institute of Technology (Faculty of Chemistry), Haifa, 32000, Israel

    V. V. Belakhov

  2. St. Petersburg State Chemical-Pharmaceutical Academy, St. Petersburg, Russia

    V. A. Kolodyaznaya

  3. St. Petersburg State Institute of Technology (Technical University), St. Petersburg, Russia

    A. V. Garabadzhiu

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  1. V. V. Belakhov
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  2. V. A. Kolodyaznaya
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  3. A. V. Garabadzhiu
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Correspondence to V. V. Belakhov.

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Original Russian Text © V.V. Belakhov, V.A. Kolodyaznaya, A.V. Garabadzhiu, 2014, published in Zhurnal Obshchei Khimii, 2014, Vol. 84, No. 10, pp. 1676–1684.

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Belakhov, V.V., Kolodyaznaya, V.A. & Garabadzhiu, A.V. Chemical modification of heptaene macrolide antibiotic Amphotericin B under conditions of the Atherton-Todd reaction. Russ J Gen Chem 84, 1953–1961 (2014). https://doi.org/10.1134/S107036321410017X

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