Application of the Todd–Atherton synthetic approach for chemical modification of tetraene macrolide antibiotic lucensomycin
- Authors: Belakhov V.V.1, Kolodyaznaya V.A.2, Garabadzhiu A.V.3, Chistyakova T.B.3, Smirnov I.A.3
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Affiliations:
- Schulich Faculty of Chemistry
- St. Petersburg State Chemical Pharmaceutical Academy
- St. Petersburg State Institute of Technology (Technical University)
- Issue: Vol 86, No 3 (2016)
- Pages: 570-578
- Section: Article
- URL: https://journals.rcsi.science/1070-3632/article/view/214201
- DOI: https://doi.org/10.1134/S1070363216030129
- ID: 214201
Cite item
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