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2-Hydroxy-4-methoxy-trans-cinnamic acid as a precursor of herniarin inArtemisia dracunculus

2-Hydroxy-4-methoxy-trans-zimtsäure als Vorläufer von Herniarin in Artemisia dracunculus (Kurze Mitteilung)

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  • Organic Chemistry And Biochemistry
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Abstract

The isolation of (E)-2-hydroxy-4-methoxycinnamic acid (1) fromArtemisia dracunculus L. supports strongly the assumption that this compound is an intermediate in the biosynthesis of 7-methoxycoumarin (herniarin,3). The structure of the UV-unstable compound1 was derived from1H-NMR data and by comparison of the stable dimethylated derivative with synthetic (E)-2,4-dimethoxycinnamic acid methyl ester (2).

Zusammenfassung

Die Isolierung von 2-Hydroxy-4-methoxy-trans-zimtsäure (1) ausArtemisia dracunculus L. stützt die Annahme, daß diese Verbindung eine Zwischenstufe bei der Biosynthese von 7-Methoxycumarin (Herniarin,3) darstellt. Die Strukturaufklärung der UV-instabilen Verbindung1 erfolgte mittels1H-NMR und durch Vergleich des stabilen methylierten Derivates2 mit synthetischem (E)-2,4-Dimethoxyzimtsäuremethylester.

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Authors and Affiliations

  1. Institute of Organic Chemistry, University of Vienna, A-1090, Wien, Austria

    Otmar Hofer

  2. Institute of Botany, University of Vienna, A-1030, Wien, Austria

    Géza Szabó & Harald Greger

Authors
  1. Otmar Hofer
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  2. Géza Szabó
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  3. Harald Greger
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Additional information

Dedicated to Prof. Dr.Kurt L. Komarek on the occasion of his 60th birthday.

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Hofer, O., Szabó, G. & Greger, H. 2-Hydroxy-4-methoxy-trans-cinnamic acid as a precursor of herniarin inArtemisia dracunculus . Monatsh Chem 117, 1219–1222 (1986). https://doi.org/10.1007/BF00811334

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  • DOI: https://doi.org/10.1007/BF00811334

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