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https://doi.org/10.18502/espoch.v3i1.14460

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authors

  • V. Verdugo

    V. Verdugo

    Departamento de Química, Universidad Técnica Particular de Loja, Loja, Ecuador
  • K. Calvopiña

    K. Calvopiña

    Departamento de Química, Universidad Técnica Particular de Loja, Loja, Ecuador
  • O. Malagón

    O. Malagón

    Departamento de Química, Universidad Técnica Particular de Loja, Loja, Ecuador
  • G. Gilardoni

    G. Gilardoni

    Departamento de Química, Universidad Técnica Particular de Loja, Loja, Ecuador
    http://orcid.org/0000-0003-0915-9416

Published Date

  • Nov 9, 2023

Main Polar Metabolites from Leaves of the Native Andean Species Jungia rugosa Less (Asteraceae)

ESPOCH Congresses: The Ecuadorian Journal of S.T.E.A.M. / Volume 3 Issue 1 / Pages 421–433

Abstract

The ethanolic extract of Jungia rugosa Less, a popular Andean species belonging to the family Asteraceae, was characterized chemically. The extract was deprived of chlorophyll by solid-phase extraction, using Diaion Hp-20 resin as solid phase, and eluting with a mixture of EtOH/H2O according to a decreasing polarity gradient. The chlorophyll-free extract was then repeatedly fractionated by open column chromatography in normal phase and preparative thin layer chromatography. Two main metabolites were finally purified and identified through structure elucidation. Nuclear magnetic resonance spectroscopy (NMR) and electrospray ionization-mass spectrometry (ESI-MS) were the 2 techniques used for analysis. The identified metabolites were coumarins: (1) umbelliferone and (2) coumarin-5- methyl-4α-glucoside. Compound 1 is known in the literature for having anti-inflammatory, antihyperglycemic, and antitumor activities. Compound 2 has not been described before for this botanical genus and its pharmacological effects are still uninvestigated.


Keywords: Jungia rugosa, umbelliferone, coumarin-5-methyl-4-glucoside, NMR, ESI-MS, Ecuador.


Resumen


Se caracterizó químicamente el extracto etanólico de Jungia rugosa Less, una popular especie andina perteneciente a la familia Asteraceae. Se eliminó las clorofilas al extracto mediante extracción en fase sólida, utilizando como fase sólida resina de Diaion Hp-20 y eluyendo con una mezcla de EtOH/H2O según un gradiente de polaridad decreciente. El extracto libre de clorofila se fraccionó repetidamente mediante cromatografía en columna abierta en fase normal y cromatografía en capa fina preparativa. Finalmente, se purificaron e identificaron dos metabolitos principales mediante la elucidación de la estructura. Se utilizaron espectroscopía de resonancia magnética nuclear (RMN) y espectrometría de masas de ionización por aspersión de electrones (ESI-MS). Los metabolitos identificados fueron las cumarinas: umbeliferona (1) y cumarina-5-metil-4α-glucósido (2). El compuesto 1 es conocido en la literatura por tener actividad antiinflamatoria, antihiperglucémica y antitumoral. El compuesto 2 no se ha descrito antes para este género botánico y sus efectos farmacológicos aún no se han investigado.


Palabras Clave: Jungia rugosa, umbeliferona, cumarina-5-metil-4-glucósido, RMN, ESI-MS, Ecuador.

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