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Gas-chromatographische analyse der trimethylsilyl-derivate phenolischer Verbindungen

Analysis of phenolic compounds as trimethylsilyl derivatives by gas-liquid chromatography

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Summary

Simple phenols, phenolcarboxylic acids, hydroxy coumarins and coumarines, catechins, anthoxyanidins, flavonols, flavanones, flavones and flavanonols are silylated without difficulty and determined quantitatively as trimethylsilyl (TMS) derivates by gas-liquid chromatography. The TMS derivatives of phenolic glycosides (anthocyanins) however are quite thermolabile. Their quantitative gas-chromatographic analysis was developed in all-glass systems with an oven temperature of 280°C and a nitrogen flow rate of 60–100 cm3/min. After a study of 14 different combinations of solvents with silylation reagents and of silylation reagents alone we used N, N-dimethylformamide (DMF) with hexamethyl-disilazane (HMDS) 1∶1, which is a universal silylation agent for phenolic compounds. Silylation of aglycones dissolved in acetonitrile instead of DMF leads to yields about three times higher.

Zusammenfassung

Einfache Phenole, Phenolcarbonsäuren, Hydroxy- und Cumarine, Catechine, Anthocyanidine, Flavonole, Flavanone, Flavone und Flavanonole werden problemlos silyliert und als Trimethylsilyl (TMS)-Derivate gaschromatographisch quantitativ bestimmt. Die TMS-Derivate phenolischer Glycoside (Anthocyane) sind thermolabil. Ihre quantitative gas-chromatographische Analyse gelang in Allglassystemen bei einer Verdampfer-temperatur von 280°C und einem N2-Durchfluß von 60–100 cm3/min. Nach Überprüfung von 14 verschiedenen Lösungsmittel-Silylierungsreagens-Kombinationen bzw. Silylierungsmitteln alleine derivatisierten wir mit N, N-Dimethylformamid (DMF): Hexamethyldisilazan (HMDS)=1∶1 als universellem Silylierungsmittel für phenolische Verbindungen. Aglycone liefern bei Verwendung von Acetonitril anstelle von DMF als Lösungsmittel etwa 3mal höhere Silylierungsausbeuten.

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Authors and Affiliations

  1. Institut für Lebensmitteltechnologie und Analytische Chemie der Technischen Universität München, D-8050, Freising-Weihenstephan, Bundesrepublik Deutschland

    F. Drawert & G. Leupold

Authors
  1. F. Drawert
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  2. G. Leupold
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Additional information

Auszug aus der Dissertation von G. Leupold, TU-München 1974. Die Arbeiten wurden durch den Forschungskreis der Ernährungsindustrie unterstützt.

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Drawert, F., Leupold, G. Gas-chromatographische analyse der trimethylsilyl-derivate phenolischer Verbindungen. Chromatographia 9, 605–610 (1976). https://doi.org/10.1007/BF02290529

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  • DOI: https://doi.org/10.1007/BF02290529

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