Application of the Todd–Atherton synthetic approach for chemical modification of tetraene macrolide antibiotic lucensomycin


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Abstract

Lucensomycin, tetraene macrolide antibiotic, has been chemically modified with dialkyl(diaryl) phosphites under conditions of the Todd–Atherton reaction. The reaction has yielded the corresponding dialkyl-(diaryl) amidophosphate derivatives of the antibiotic. Physico-chemical properties of the prepared derivatives as well as their toxicity and antifungal activity towards a series of pathogenic Candida yeast-like fungi have been studied. The automated decision-making information system for selection of highly efficient antibiotics has been described.

About the authors

V. V. Belakhov

Schulich Faculty of Chemistry

Author for correspondence.
Email: chvalery@techunix.technion.ac.il
Israel, Haifa, 32000

V. A. Kolodyaznaya

St. Petersburg State Chemical Pharmaceutical Academy

Email: chvalery@techunix.technion.ac.il
Russian Federation, St. Petersburg

A. V. Garabadzhiu

St. Petersburg State Institute of Technology (Technical University)

Email: chvalery@techunix.technion.ac.il
Russian Federation, St. Petersburg

T. B. Chistyakova

St. Petersburg State Institute of Technology (Technical University)

Email: chvalery@techunix.technion.ac.il
Russian Federation, St. Petersburg

I. A. Smirnov

St. Petersburg State Institute of Technology (Technical University)

Email: chvalery@techunix.technion.ac.il
Russian Federation, St. Petersburg

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