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Bioassay-guided Sup...
Bioassay-guided Supercritical Fluid Extraction of Cyclooxygenase-2 Inhibiting Substances in Plantago major L.
- Article/chapterEnglish2013
Publisher, publication year, extent ...
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2012-09-19
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Wiley,2013
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printrdacarrier
Numbers
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LIBRIS-ID:oai:DiVA.org:uu-200457
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https://urn.kb.se/resolve?urn=urn:nbn:se:uu:diva-200457URI
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https://doi.org/10.1002/pca.2398DOI
Supplementary language notes
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Language:English
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Summary in:English
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Classification
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Subject category:ref swepub-contenttype
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Subject category:art swepub-publicationtype
Notes
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Introduction - Selective extraction of plant materials is advantageous for obtaining extracts enriched with desired constituents, thereby reducing the need for subsequent chromatography purification. Such compounds include three cyclooxygenase-2 (COX-2) inhibitory substances in Plantago major L. targeted in this investigation: alpha-linolenic acid (alpha-LNA) (18:3 omega-3) and the triterpenic acids ursolic acid and oleanolic acid. Objective - To investigate the scope for tuning the selectivity of supercritical fluid extraction (SFE) using bioassay guidance, and Soxhlet extraction with dichloromethane as solvent as a reference technique, to optimise yields of these substances. Method - Extraction parameters were varied to optimise extracts' COX-2/COX-1 inhibitory effect ratios. The crude extracts were purified initially using a solid phase extraction (SPE) clean-up procedure and the target compounds were identified with GC-MS, LC-ESI-MS and LC-ESI-MS2 using GC-FID for quantification. Results - alpha-LNA was preferentially extracted in dynamic mode using unmodified carbon dioxide at 40 degrees C and 172 bar, at a 0.04% (w/w) yield with a COX-2/COX-1 inhibitory effect ratio of 1.5. Ursolic and oleanolic acids were dynamically extracted at 0.25% and 0.06% yields, respectively, with no traces of (alpha-LNA) and a COX-2/COX-1-inhibitory effect ratio of 1.1 using 10% (v/v) ethanol as polar modifier at 75 degrees C and 483 bar. The Soxhlet extracts had ursolic acid, oleanolic acid and alpha LNA yields up to 1.36%, 0.34% and 0.15%, respectively, with a COX-2/COX-1 inhibitory effect ratio of 1.2. Conclusion - The target substances can be extracted selectively by bioassay guided optimisation of SFE conditions.
Subject headings and genre
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In vitro enzyme assay
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Soxhlet
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supercritical fluid extraction (SFE)
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cyclooxygenase-2
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Plantago major L.
Added entries (persons, corporate bodies, meetings, titles ...)
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Göransson, UlfUppsala universitet,Avdelningen för farmakognosi(Swepub:uu)ugo29049
(author)
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Bohlin, LarsUppsala universitet,Avdelningen för farmakognosi(Swepub:uu)larsbohl
(author)
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Uppsala universitetAvdelningen för farmakognosi
(creator_code:org_t)
Related titles
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In:Phytochemical Analysis: Wiley24:2, s. 176-1830958-03441099-1565
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