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Linear, steroidal, and triterpene esters, and steryl glycosides from Festuca argentina

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Lipids

Abstract

Ester waxes and steryl glycosides of the grass Festuca argentina were studied. Saponification of the waxes from the petroleum ether extract led to n-hexacosanol as the major single linear alcohol, along with pentacyclic triterpenols, such as β-amyrin, germanicol, isobaurenol, lupeol, hopenol-a and hopeol, and low amounts of sterols, such as cholesterol, campesterol, stigmasterol, sitosterol and dihydrositosterol, identified by gas chromatography/mass spectrometry (GC/MS). Fatty acids were identified as methyl esters as C12∶0, C14∶0, C16∶0, C18∶0, C18∶2, and C20∶0. The occurrence of a wide chainlength range of fatty acids and a single linear alcohol closely matched for other reports on the tribe Festuceae. On the contrary, pentacyclic triterpenols with a variety of skeletons, especially isobauerenol, are not usual as esters of fatty acids in the Gramineae. Low amounts of steryl glycosides were also obtained from the methylene chloride percolate of the methanol extract. Upon acetylation followed by hydrolysis, aglycones were identified by capillary gas-liquid chromatography (GLC) and GC/MS. As Δ7-cholesterol, campesterol, stigmasterol, sitosterol, dihydrositosterol, and the sugars as glucose, xylose, and arabinose by GLC of the respective alditol acetates. This is the first report on the linear, steryl, and triterpenyl esters of F. argentina. It is noteworthy that Δ7-steryl glycosides are rare, and steryl monoarabinosides have not been proviously reported on the family Gramineae.

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Abbreviations

GC/MS:

gas chromatography/mass spectrometry

GLC:

gas-liquid chromatography

MPLC:

medium-pressure liquid chromatography

MS:

mass spectra

MW:

molecular weight

PE:

petroleum ether

Rf :

retention front

Rt :

retention time

TLC:

thin-layer chromatography

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Authors and Affiliations

  1. PROPLAME-CONICET, Departmento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón 2, Ciudad Universitaria, 1428, Buenos Aires, Argentina

    Adriana C. Casabuono & Alicia B. Pomilio

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  1. Adriana C. Casabuono
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  2. Alicia B. Pomilio
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Casabuono, A.C., Pomilio, A.B. Linear, steroidal, and triterpene esters, and steryl glycosides from Festuca argentina . Lipids 32, 205–210 (1997). https://doi.org/10.1007/s11745-997-0026-z

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  • DOI: https://doi.org/10.1007/s11745-997-0026-z

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