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Dibenzofuran and pyranone metabolites from Hypericum revolutum ssp. revolutum and Hypericum choisianum.
Phytochemistry. 2009 Feb; 70(3):403-6.P

Abstract

In a project to isolate and characterise anti-staphylococcal compounds from members of the genus Hypericum, a dibenzofuran and a pyranone were isolated from the dichloromethane and hexane extracts of Hypericum revolutum ssp. revolutum Vahl (Guttiferae) and Hypericum choisianum Wall. ex. N. Robson (Guttiferae), respectively. The structures of these compounds were elucidated by 1- and 2D-NMR spectroscopy and mass spectrometry as 3-hydroxy-1,4,7-trimethoxydibenzofuran (1) and 4-(3-O-3'')-3''-methylbutenyl-6-phenyl-pyran-2-one (2). The metabolites were evaluated against a panel of multidrug-resistant strains of Staphylococcus aureus. Compound 1 exhibited a minimum inhibitory concentration (MIC) of 256 microg/ml, whereas compound 2 was inactive at a concentration of 512 microg/ml.

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Authors+Show Affiliations

Shiu WK
Centre for Pharmacognosy and Phytotherapy, The School of Pharmacy, University of London, 29-39 Brunswick Square, London WC1N 1AX, UK.
Gibbons S
No affiliation info available

MeSH

Antifungal AgentsBenzofuransHypericumMagnetic Resonance SpectroscopyMicrobial Sensitivity TestsMolecular StructurePyronesStaphylococcus aureus

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

19200564

Citation

Shiu, Winnie Ka Po, and Simon Gibbons. "Dibenzofuran and Pyranone Metabolites From Hypericum Revolutum Ssp. Revolutum and Hypericum Choisianum." Phytochemistry, vol. 70, no. 3, 2009, pp. 403-6.
Shiu WK, Gibbons S. Dibenzofuran and pyranone metabolites from Hypericum revolutum ssp. revolutum and Hypericum choisianum. Phytochemistry. 2009;70(3):403-6.
Shiu, W. K., & Gibbons, S. (2009). Dibenzofuran and pyranone metabolites from Hypericum revolutum ssp. revolutum and Hypericum choisianum. Phytochemistry, 70(3), 403-6. https://doi.org/10.1016/j.phytochem.2008.12.016
Shiu WK, Gibbons S. Dibenzofuran and Pyranone Metabolites From Hypericum Revolutum Ssp. Revolutum and Hypericum Choisianum. Phytochemistry. 2009;70(3):403-6. PubMed PMID: 19200564.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Dibenzofuran and pyranone metabolites from Hypericum revolutum ssp. revolutum and Hypericum choisianum. AU - Shiu,Winnie Ka Po, AU - Gibbons,Simon, Y1 - 2009/02/04/ PY - 2008/10/03/received PY - 2008/12/08/revised PY - 2008/12/11/accepted PY - 2009/2/10/entrez PY - 2009/2/10/pubmed PY - 2009/6/10/medline SP - 403 EP - 6 JF - Phytochemistry JO - Phytochemistry VL - 70 IS - 3 N2 - In a project to isolate and characterise anti-staphylococcal compounds from members of the genus Hypericum, a dibenzofuran and a pyranone were isolated from the dichloromethane and hexane extracts of Hypericum revolutum ssp. revolutum Vahl (Guttiferae) and Hypericum choisianum Wall. ex. N. Robson (Guttiferae), respectively. The structures of these compounds were elucidated by 1- and 2D-NMR spectroscopy and mass spectrometry as 3-hydroxy-1,4,7-trimethoxydibenzofuran (1) and 4-(3-O-3'')-3''-methylbutenyl-6-phenyl-pyran-2-one (2). The metabolites were evaluated against a panel of multidrug-resistant strains of Staphylococcus aureus. Compound 1 exhibited a minimum inhibitory concentration (MIC) of 256 microg/ml, whereas compound 2 was inactive at a concentration of 512 microg/ml. SN - 0031-9422 UR - https://www.unboundmedicine.com/medline/citation/19200564/Dibenzofuran_and_pyranone_metabolites_from_Hypericum_revolutum_ssp__revolutum_and_Hypericum_choisianum_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0031-9422(08)00604-3 DB - PRIME DP - Unbound Medicine ER -