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Aryl ketones from Acronychia pedunculata with cyclooxygenase-2 inhibitory effects
Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Division of Pharmacognosy.
Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Division of Pharmacognosy.
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Physical and Analytical Chemistry, Surface Biotechnology, Centre for Surface Biotechnology.
Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Physical and Analytical Chemistry, Surface Biotechnology, Centre for Surface Biotechnology.
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2005 (English)In: Chemistry & biodiversity, ISSN 1612-1872, Vol. 2, no 4, 463-469 p.Article in journal (Refereed) Published
Abstract [en]

1-[2,4-Dihydroxy-6-methoxy-3,5-bis(3-methylbut-2-en-1-yl)phenyl]ethanone (1), and a new aryl ketone, named acrovestenol (2), were isolated as cyclooxygenase-2 (COX-2) inhibitory principles from a CH2Cl2 extract of the bark of Acronychia pedunculata by a bioassay-guided fractionation procedure. Compound 2 inhibited COX-2 with an IC50 value of 142.0+/-2.15 microM, compared to the COX-2 inhibitory reference compound NS-398 with an IC50 value of 11.3+/-1.12 microM. Compound 1 inhibited COX-2-catalyzed PG biosynthesis with 68% at a concentration of 500 microM. The structures were determined by UV, IR, and 1D- and 2D-NMR, including TOCSY, HSQC-DEPT, and HMBC, and MS investigations.

Place, publisher, year, edition, pages
2005. Vol. 2, no 4, 463-469 p.
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Natural Sciences Pharmaceutical Sciences
Identifiers
URN: urn:nbn:se:uu:diva-102038DOI: 10.1002/cbdv.200590026ISI: 000228770000004PubMedID: 17191994OAI: oai:DiVA.org:uu-102038DiVA: diva2:213880
Available from: 2009-04-29 Created: 2009-04-29 Last updated: 2010-11-09Bibliographically approved

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