Identification of lignans and related compounds in Anthriscus sylvestris by LC-ESI-MS/MS and LC-SPE-NMR
| Autor: | Oliver Kayser, Herman J. Woerdenbag, Annie van Dam, Herald G. Aantjes, Oktavia Hendrawati, Paul J. A. Michiels |
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| Přispěvatelé: | Pharmaceutical Technology and Biopharmacy, Analytical Biochemistry, Nanomedicine & Drug Targeting |
| Jazyk: | angličtina |
| Rok vydání: | 2011 |
| Předmět: |
Spectrometry
Mass Electrospray Ionization Anthriscus sylvestris Magnetic Resonance Spectroscopy Deoxypodophyllotoxin Electrospray ionization Chemical structure Plant Science Cow parsley Horticulture Tandem mass spectrometry Plant Roots Biochemistry chemistry.chemical_compound Anthriscus sylvestris L. (Hoffm.) medicine Aryltetralin lignans MS METHOD UMBELLIFERAE PLANTS BIOSYNTHESIS Molecular Biology Chromatography High Pressure Liquid Podophyllotoxin Lignan Apiaceae Chromatography CELL-SUSPENSION CULTURES biology Plant Extracts COMPONENTS General Medicine Nuclear magnetic resonance spectroscopy LC-ESI-MS/MS biology.organism_classification ANTIPROLIFERATIVE CONSTITUENTS LC-SPE-NMR Biosynthetic pathway chemistry PODOPHYLLUM LIGNANS HOFFM Wild chervil Drugs Chinese Herbal medicine.drug |
| Zdroj: | Phytochemistry, 72(17), 2172-2179. PERGAMON-ELSEVIER SCIENCE LTD |
| ISSN: | 0031-9422 |
| DOI: | 10.1016/j.phytochem.2011.08.009 |
| Popis: | The aryltetralin lignan deoxypodophyllotoxin is much more widespread in the plant kingdom than podophyllotoxin. The latter serves as a starting compound for the production of cytostatic drugs like etoposide. A better insight into the occurrence of deoxypodophyllotoxin combined with detailed knowledge of its biosynthestic pathway(s) may help to develop alternative sources for podophyllotoxin. Using HPLC combined with electrospray tandem mass spectrometry and NMR spectroscopy techniques, we found nine lignans and five related structures in roots of Anthnscus sylvestris (L) Hoffm. (Apiaceae), a common wild plant in temperate regions of the world. Podophyllotoxone, deoxypodophyllotoxin, yatein, anhydropodorhizol, 1-(3'-methoxy-4',5'-methylenedioxyphenyl)1-xi-methoxy-2-propene, and 2-butenoic acid, 2-methyl-4-[[(2Z)-2-methyl-1-oxo-2-buten-1-yl]oxy]-, (2E)-3-(7-methoxy-1,3-benzodioxol-5-yl)-2-propen-1-yl ester, (2Z)- were the major compounds. alpha-Peltatin, podophyllotoxin, beta-peltatin, isopicropodophyllone, beta-peltatin-a-methylether, (Z)-2-angeloyloxymethyl-2-butenoic acid, anthriscinol methylether, and anthriscrusin were present in lower concentrations. alpha-Peltatin, beta-peltatin, isopicropodophyllone, podophyllotoxone, and beta-peltatin-a-methylether have not been previously reported to be present in A. sylvestris. Based on our findings we propose a hypothetical biosynthetic pathway of aryltetralin lignans in A. sylvestris. (C) 2011 Elsevier Ltd. All rights reserved. |
| Databáze: | OpenAIRE |
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