Modulators of antibiotic activity from Ipomoea murucoides

Corona-Castañeda, Berenice, Chérigo, Lilia, Fragoso-Serrano, Mabel, Gibbons, Simon and Pereda-Miranda, Rogelio (2013) Modulators of antibiotic activity from Ipomoea murucoides. Phytochemistry, 95. pp. 277-283. ISSN 0031-9422

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Abstract

Reinvestigation of the CHCl3-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, (2S)- 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.

Item Type: Article
Uncontrolled Keywords: convolvulaceae,glycolipids,gram-negative bacteria,gram-positive bacteria,ipomoea murucoides,multidrug-resistance,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: 14 Jul 2020 23:51
Last Modified: 14 Jul 2020 23:51
URI: https://ueaeprints.uea.ac.uk/id/eprint/76073
DOI: 10.1016/j.phytochem.2013.07.007

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