The effect of complexation of 3-formylrifamycin SV macrocyclic ether derivatives with metal cations and small nitrogen-containing organic molecules on antibacterial activity against S. aureus and S. epidermidis
Authors:
- Piotr Przybylski,
- Krystian Krzysztof Pyta,
- Dominika Czerwonka,
- Marcelina M. Kubicka,
- Marzena Gajecka
Abstract
Spectroscopic studies of ether rifamycins (1-9) have shown that all these compounds tend to be zwitterions with different localizations of intramolecularly transferred proton, which influences their solubility and log P values. According to ESI MS studies, rifamycins 3 and 4 form complexes with Li+ or Na+, while the other ones (7-9) coordinate small organic molecules, which can be further replaced by Na+ cation. Biological assays revealed that the use of 7-9 in the form of complexes with small organic molecules improves their antibacterial potency as a result of changed: log P, solubility and binding mode with bacterial RNA polymerases.
- Record ID
- UAM081084a17d594a05a230ea37cd662488
- Author
- Journal series
- Bioorganic & Medicinal Chemistry Letters, ISSN 0960-894X
- Issue year
- 2015
- Vol
- 25
- Pages
- 3903-3909
- ASJC Classification
- ; ; ; ; ; ;
- DOI
- DOI:10.1016/j.bmcl.2015.07.043 Opening in a new tab
- Language
- (en) English
- Score (nominal)
- 30
- Score source
- journalList
- Score
- Publication indicators
- = 2; = 2; : 2015 = 0.880; : 2015 (2 years) = 2.486 - 2015 (5 years) =2.303
- Uniform Resource Identifier
- https://researchportal.amu.edu.pl/info/article/UAM081084a17d594a05a230ea37cd662488/
- URN
urn:amu-prod:UAM081084a17d594a05a230ea37cd662488
* presented citation count is obtained through Internet information analysis and it is close to the number calculated by the Publish or PerishOpening in a new tab system.