Lipophosphonoxins: new modular molecular structures with significant antibacterial properties
Language English Country United States Media print-electronic
Document type Journal Article, Research Support, Non-U.S. Gov't
PubMed
22007704
DOI
10.1021/jm2009343
Knihovny.cz E-resources
- MeSH
- Anti-Bacterial Agents chemical synthesis chemistry pharmacology MeSH
- Apoptosis drug effects MeSH
- Erythroid Precursor Cells cytology drug effects MeSH
- Fetal Blood MeSH
- Gram-Positive Bacteria drug effects MeSH
- Hydrophobic and Hydrophilic Interactions MeSH
- Cells, Cultured MeSH
- Humans MeSH
- Microbial Sensitivity Tests MeSH
- Drug Resistance, Multiple, Bacterial MeSH
- Nucleosides chemical synthesis chemistry pharmacology MeSH
- Organophosphonates chemical synthesis chemistry pharmacology MeSH
- Stereoisomerism MeSH
- Cell Survival drug effects MeSH
- Structure-Activity Relationship MeSH
- Check Tag
- Humans MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
- Names of Substances
- Anti-Bacterial Agents MeSH
- Nucleosides MeSH
- Organophosphonates MeSH
Novel compounds termed lipophosphonoxins were prepared using a simple and efficient synthetic approach. The general structure of lipophosphonoxins consists of four modules: (i) a nucleoside module, (ii) an iminosugar module, (iii) a hydrophobic module (lipophilic alkyl chain), and (iv) a phosphonate linker module that holds together modules i-iii. Lipophosphonoxins displayed significant antibacterial properties against a panel of Gram-positive species, including multiresistant strains. The minimum inhibitory concentration (MIC) values of the best inhibitors were in the 1-12 μg/mL range, while their cytotoxic concentrations against human cell lines were significantly above this range. The modular nature of this artificial scaffold offers a large number of possibilities for further modifications/exploitation of these compounds.
References provided by Crossref.org
Lipophosphonoxins-A Novel Group of Broad Spectrum Antibacterial Compounds
LEGO-Lipophosphonoxins: A Novel Approach in Designing Membrane Targeting Antimicrobials
Evaluation of Second-Generation Lipophosphonoxins as Antimicrobial Additives in Bone Cement
Insights into the Mechanism of Action of Bactericidal Lipophosphonoxins
