Characterization of a xylose containing oligosaccharide, an inhibitor of multidrug resistance in Staphylococcus aureus, from Ipomoea pes-caprae

Escobedo-Martínez, Carolina, Cruz-Morales, Sara, Fragoso-Serrano, Mabel, Rahman, M. Mukhlesur, Gibbons, Simon and Pereda-Miranda, Rogelio (2010) Characterization of a xylose containing oligosaccharide, an inhibitor of multidrug resistance in Staphylococcus aureus, from Ipomoea pes-caprae. Phytochemistry, 71 (14-15). pp. 1796-1801. ISSN 0031-9422

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Abstract

Pescaprein XVIII (1), a type of bacterial efflux pump inhibitor, was obtained from the CHCl3-soluble resin glycosides of beach morning glory (Ipomoea pes-caprae). The glycosidation sequence for pescaproside C, the glycosidic acid core of the lipophilic macrolactone 1 containing d-xylose and l-rhamnose, was characterized by means of several NMR techniques and FAB mass spectrometry. Recycling HPLC also yielded eight non-cytotoxic bacterial resistance modifiers, the two pescapreins XIX (2) and XX (3) as well as the known murucoidin VI (4), pecapreins II (6) and III (7), and stoloniferins III (5), IX (8) and X (9), all of which contain simonic acid B as their oligosaccharide core. Compounds 1-9 were tested for in vitro antibacterial and resistance-modifying activity against strains of Staphylococcus aureus possessing multidrug resistance efflux mechanisms. All of the pescapreins potentiated the action of norfloxacin against the NorA over-expressing strain by 4-fold (8 μg/mL from 32 μg/mL) at a concentration of 25 μg/mL.

Item Type: Article
Uncontrolled Keywords: convolvulaceae,ipomoea pes-caprae,multidrug resistance,pentasaccharide,resin glycoside,staphylococcus aureus,structural spectroscopy,biochemistry,molecular biology,plant science,horticulture ,/dk/atira/pure/subjectarea/asjc/1300/1303
Faculty \ School: Faculty of Science > School of Pharmacy
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Depositing User: LivePure Connector
Date Deposited: 15 Jul 2020 23:39
Last Modified: 15 Jul 2020 23:39
URI: https://ueaeprints.uea.ac.uk/id/eprint/76125
DOI: 10.1016/j.phytochem.2010.06.018

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