Antistaphylococcal Prenylated Acylphoroglucinol and Xanthones from Kielmeyera variabilis

Coqueiro, Aline, Choi, Young H., Verpoorte, Robert, Gupta, Karthick B.S.S., De Mieri, Maria, Hamburger, Matthias, Young, Maria C.M., Stapleton, Paul, Gibbons, Simon and Bolzani, Vanderlan Da S. (2016) Antistaphylococcal Prenylated Acylphoroglucinol and Xanthones from Kielmeyera variabilis. Journal of Natural Products, 79 (3). pp. 470-476. ISSN 0163-3864

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Abstract

Bioactivity-guided fractionation of the EtOH extract of the branches of Kielmeyera variabilis led to the isolation of a new acylphoroglucinol (1), which was active against all the MRSA strains tested herein, with pronounced activity against strain EMRSA-16. Compound 1 displayed an MIC of 0.5 mg/L as compared with an MIC of 128 mg/L for the control antibiotic norfloxacin. The structure of the new compound was elucidated by 1D and 2D NMR spectroscopic analysis and mass spectrometry, and experimental and calculated ECD were used to determine the absolute configurations. The compounds β-sitosterol (2), stigmasterol (3), ergost-5-en-3-ol (4), and osajaxanthone (5) also occurred in the n-hexane fraction. The EtOAc fraction contained nine known xanthones: 3,6-dihydroxy-1,4,8-trimethoxyxanthone (6), 3,5-dihydroxy-4-methoxyxanthone (7), 3,4-dihydroxy-6,8-dimethoxyxanthone (8), 3,4-dihydroxy-2-methoxyxanthone (9), 5-hydroxy-1,3-dimethoxyxanthone (10), 4-hydroxy-2,3-dimethoxyxanthone (11), kielcorin (12), 3-hydroxy-2-methoxyxanthone (13), and 2-hydroxy-1-methoxyxanthone (14), which showed moderate to low activity against the tested MRSA strains.

Item Type: Article
Uncontrolled Keywords: analytical chemistry,molecular medicine,pharmacology,pharmaceutical science,drug discovery,complementary and alternative medicine,organic chemistry ,/dk/atira/pure/subjectarea/asjc/1600/1602
Faculty \ School: Faculty of Science > School of Pharmacy
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Depositing User: LivePure Connector
Date Deposited: 19 Jun 2020 00:06
Last Modified: 19 Jun 2020 00:06
URI: https://ueaeprints.uea.ac.uk/id/eprint/75673
DOI: 10.1021/acs.jnatprod.5b00858

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