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New Phloroglucinol Derivatives from Hypericum papuanum
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    New Phloroglucinol Derivatives from Hypericum papuanum
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    Department of Pharmacy, Swiss Federal Institute of Technology (ETH) Zurich, CH-8057 Zürich, Switzerland, and PNG Biodiversity Research PTY Ltd., Port Moresby, Papua New Guinea
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    Journal of Natural Products

    Cite this: J. Nat. Prod. 2000, 63, 1, 104–108
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    https://doi.org/10.1021/np990417m
    Published December 11, 1999
    Copyright © 2000 American Chemical Society and American Society of Pharmacognosy

    Abstract

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    Bioactivity-guided fractionation of the petroleum ether extract of the aerial parts of Hypericum papuanum led to the isolation of five new tricyclic phloroglucinol derivatives. On the basis of extensive 1D and 2D NMR experiments as well as MS studies, their structures were elucidated as the C-3 epimers of 8-hydroxy-4,4,7-trimethyl-9-(2-methylpropionyl)-3-(1-methylvinyl)-5β-H-tricyclo[5.3.1.0 1,5]undec-8-ene-10,11-dione (1, 2); the C-3 epimers of 8-hydroxy-4,4,7-trimethyl-9-(2-methylbutyryl)-3-(1-methylvinyl)-5β-H-tricyclo[5.3.1.01,5]undec-8-ene-10,11-dione (3, 4), and 8-hydroxy-4,4,7-trimethyl-9-(2-methylpropionyl)-5β-H-tricyclo[5.3.1.01,5]undec-8-ene-10,11-dione (5), and their corresponding tautomers (1a, 2a, 3a, 4a, 5a). Compounds 1/1a5/5a were named ialibinones A−E, respectively. Compounds 1/1a4/4a showed antibacterial activity against Bacillus cereus, Staphylococcus epidermidis, and Micrococcus luteus.

    Copyright © 2000 American Chemical Society and American Society of Pharmacognosy

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     Swiss Federal Institute of Technology (ETH) Zurich.

     PNG Biodiversity PTY, Ltd.

    *

     To whom correspondence should be addressed. Tel.:  +41 1 635 6050. Fax:  +41 1 635 6882. E-mail:  [email protected].

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    Journal of Natural Products

    Cite this: J. Nat. Prod. 2000, 63, 1, 104–108
    Click to copy citationCitation copied!
    https://doi.org/10.1021/np990417m
    Published December 11, 1999
    Copyright © 2000 American Chemical Society and American Society of Pharmacognosy

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