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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Antistaphylococcal Prenylated Acylphoroglucinol and Xanthones from Kielmeyera variabilis

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Author(s):
Coqueiro, Aline [1, 2, 3] ; Choi, Young H. [3] ; Verpoorte, Robert [3] ; Gupta, Karthick B. S. S. [4] ; De Mier, Maria [5] ; Hamburger, Matthias [5] ; Young, Maria C. M. [6] ; Stapleton, Paul [2] ; Gibbons, Simon [2] ; Bolzani, Vanderlan da S. [1]
Total Authors: 10
Affiliation:
[1] Sao Paulo State Univ, Inst Chem, Dept Organ Chem, Prof Francisco Degni 55, BR-14800900 Araraquara - Brazil
[2] UCL Sch Pharm, Res Dept Pharmaceut & Biol Chem, 29-39 Brunswick Sq, London WC1N 1AX - England
[3] Leiden Univ, Inst Biol, Nat Prod Lab, Sylviusweg 72, NL-2333 BE Leiden - Netherlands
[4] Leiden Univ, NMR Facil, Leiden Inst Chem, Einsteinweg 55, NL-2333 CC Leiden - Netherlands
[5] Univ Basel, Div Pharmaceut Biol, Klingelbergstr 50, CH-4056 Basel - Switzerland
[6] Inst Bot, Sect Plant Physiol & Biochem, BR-01061970 Sao Paulo - Brazil
Total Affiliations: 6
Document type: Journal article
Source: Journal of Natural Products; v. 79, n. 3, p. 470-476, MAR 2016.
Web of Science Citations: 9
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 beta-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-dimethoxptanthone (8), 3,4-dihydroxy-2methoxyxanthone (9), 5-hydroxy-1,3-dimethoxyxanthone (10), 4-hydroxy-2,3-dimethoxyxanthone (11), kielcorin (12), 3hydroxy-2-methoxyxanthone (13), and 2-hydroxy-1-methoxyxanthone (14), which showed moderate to low activity against the tested MRSA strains. (AU)

FAPESP's process: 03/02176-7 - Conservation and sustainable use of the diversity from Cerrado and Atlantic Forest: chemical diversity and prospecting for potential drugs - phase II
Grantee:Vanderlan da Silva Bolzani
Support Opportunities: BIOTA-FAPESP Program - Thematic Grants
FAPESP's process: 06/61187-7 - Bioguided fractionation for selection of potential antioxidant, antimalarial and antibiotic substances in Kielmeyera variabilis (Clusiaceae) and Brosimum glaziovii (Moraceae) species
Grantee:Aline Coqueiro
Support Opportunities: Scholarships in Brazil - Doctorate