Modulators of antibiotic activity from Ipomoea murucoides
Autor: | Rogelio Pereda-Miranda, Lilia Cherigo, Simon Gibbons, Berenice Corona-Castañeda, Mabel Fragoso-Serrano |
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Rok vydání: | 2013 |
Předmět: |
Methicillin-Resistant Staphylococcus aureus
Gram-negative bacteria Rhamnose medicine.drug_class Acylation Gram-positive bacteria Antibiotics Herb-Drug Interactions Oligosaccharides Flowers Plant Science Horticulture Biochemistry Shigella flexneri Microbiology Lactones chemistry.chemical_compound Escherichia coli medicine Glycosides Molecular Biology Cross Infection Bacteria Esterification Molecular Structure biology Plant Extracts Salmonella enterica General Medicine biology.organism_classification Antimicrobial Anti-Bacterial Agents Aglycone chemistry Cinnamates Ipomoea Caprylates |
Zdroj: | Phytochemistry. 95:277-283 |
ISSN: | 0031-9422 |
Popis: | Reinvestigation of the CHCl 3 -soluble extract from the flowers of Ipomoea murucoides , through preparative-scale recycling HPLC, yielded three pentasaccharides of 11-hydroxyhexadecanoic acid, murucoidins XVII–XIX, in addition to the known murucoidin III and V, all of which were characterized by NMR spectroscopy and mass spectrometry. These compounds were found to be macrolactones of the known pentasaccharides simonic acid B and operculinic acid A. The acylating groups corresponded to acetic, (2 S )-methyl-butyric, ( E )-cinnamic and octanoic acids. The esterification sites were established at the C-2 of the second rhamnose and C-3 and C-4 of the third rhamnose. The aglycone lactonization was placed at C-2 or C-3 of the first rhamnose. Bioassays for modulation of antibiotic activity were performed against multidrug-resistant strains of Staphylococcus aureus , Escherichia coli Rosetta-gami, and two nosocomial pathogens: Salmonella enterica sv. Typhi and Shigella flexneri . The tested glycolipids did not act as cytotoxic (IC 50 > 4 μg/mL) nor as antimicrobial (MIC > 128 μg/mL) agents. However, they exerted a potentiation effect on clinically useful antibiotics against the tested bacteria by increasing their antibiotic susceptibility up to four-fold at concentrations of 25 μg/mL. |
Databáze: | OpenAIRE |
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