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Bisabolane sesquiterpenes from the leaves of Lindera benzoin reduce prostaglandin E2 formation in A549 cells
Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Pharmacy, Department of Medicinal Chemistry, Farmakognosi.ORCID iD: 0000-0002-9991-8406
(Department of Pharmacognosy, Group for Phytochemistry & Biodiscovery, University of Vienna)
(Rheumatology Unit, Department of Medicine, Solna, Karolinska Institutet, Karolinska University Hospital)
(Department of Pharmacognosy, Group for Phytochemistry & Biodiscovery, University of Vienna)
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(English)In: Phytochemistry Letters, ISSN 1874-3900, E-ISSN 1876-7486Article in journal (Other academic) Submitted
Abstract [en]

Phytochemical investigation of leaves from the American shrub Lindera benzoin (L.) Blume (Lauraceae) resulted in the isolation of one pure compound (1) and a diastereomeric mixture of (2 and 3). The structures of these new bisabolane sesquiterpenes were elucidated via MS and extensive NMR measurements and identified as 6-(2-hydroxy-6-methylhept-5-en-2-yl)-3-(hydroxymethyl)-4-oxocyclohex-2-en-1-yl acetate (1) and 3-(hydroxymethyl)-6-(5-(2-hydroxypropan-2-yl)-2-methyltetrahydrofuran-2-yl)-4-oxocyclohex-2-en-1-yl acetate (2 and 3). The compounds were evaluated in vitro for their anti-inflammatory activity. In cellular assays, 1-3 reduced pro-inflammatory prostaglandin E2 production in A549 cells in a dose-dependent manner.

Keywords [en]
Lindera benzoin, sesquiterpenes, structure elucidation, prostaglandin E2, anti-inflammatory
National Category
Natural Sciences Other Biological Topics Other Chemistry Topics
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URN: urn:nbn:se:uu:diva-399076OAI: oai:DiVA.org:uu-399076DiVA, id: diva2:1377644
Available from: 2019-12-12 Created: 2019-12-12 Last updated: 2020-01-04
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