CHEMICAL CHARACTERIZATION OF LIGNANS FROM Araucaria araucana A NATIVE CONIFER OF CHILE AND EVALUATION OF THEIR CYTOTOXICITY AND ANTIOXIDANT ACTIVITIES

ABSTRACT Araucaria araucana is a native conifer of Chile commonly called Araucaria. The knots of Araucaria are extremely hard wood and highly rot-resistant, they can be found in the forest decades after that the tree has dead and decomposed. Here we report the phytochemical characterization of diffe...

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Autores principales:	Bravo-Arrepol,Gastón, Torres,Solange, Figueroa,Fabian, Pérez,Claudia, Paz,Cristian, Turchetti,Giovanni, Tiezzi,Antonio, Becerra,José
Lenguaje:	English
Publicado:	Sociedad Chilena de Química 2020
Materias:	Araucaria araucana lignan eudesmin DPPH activity cytotoxic activity
Acceso en línea:	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072020000404953
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spelling	oai:scielo:S0717-970720200004049532020-12-03CHEMICAL CHARACTERIZATION OF LIGNANS FROM Araucaria araucana A NATIVE CONIFER OF CHILE AND EVALUATION OF THEIR CYTOTOXICITY AND ANTIOXIDANT ACTIVITIESBravo-Arrepol,GastónTorres,SolangeFigueroa,FabianPérez,ClaudiaPaz,CristianTurchetti,GiovanniTiezzi,AntonioBecerra,José Araucaria araucana lignan eudesmin DPPH activity cytotoxic activity ABSTRACT Araucaria araucana is a native conifer of Chile commonly called Araucaria. The knots of Araucaria are extremely hard wood and highly rot-resistant, they can be found in the forest decades after that the tree has dead and decomposed. Here we report the phytochemical characterization of different parts of the Araucaria as stemwood, branch and knots, founding a remarkable difference in the content of extractables in these parts, as well as the lignan composition, which is higher in knots than in branches or stemwood. Eudesmin was isolated and crystallized from organic extract of knots, its structure was determinate by NMR; moreover, secoisolariciresinol, lariciresinol and matairesinol were identified by GCMS and HPLC in contrast to standards, and quantified in stemwood, branch and knots. The results showed that secoisolariciresinol is the main lignan with 45.77 mg g−1, followed by eudesmin with 22.68 mg g−1, lariciresinol 4.57 mg g−1 and matairesinol with 1.19 mg g−1. The antioxidant activity in terms of DPPH assay showed that knotwood extract displays the higher activity, meanwhile that eudesmin did not displays activity in DPPH assay. The cytotoxic activity against SHSY5Y neuroblastoma and P3X myeloma cell lines, revelated a moderate activity of extracts, while eudesmin did not showed activity.info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.65 n.4 20202020-12-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072020000404953en10.4067/S0717-97072020000404953
institution	Scielo Chile
collection	Scielo Chile
language	English
topic	Araucaria araucana lignan eudesmin DPPH activity cytotoxic activity
spellingShingle	Araucaria araucana lignan eudesmin DPPH activity cytotoxic activity Bravo-Arrepol,Gastón Torres,Solange Figueroa,Fabian Pérez,Claudia Paz,Cristian Turchetti,Giovanni Tiezzi,Antonio Becerra,José CHEMICAL CHARACTERIZATION OF LIGNANS FROM Araucaria araucana A NATIVE CONIFER OF CHILE AND EVALUATION OF THEIR CYTOTOXICITY AND ANTIOXIDANT ACTIVITIES
description	ABSTRACT Araucaria araucana is a native conifer of Chile commonly called Araucaria. The knots of Araucaria are extremely hard wood and highly rot-resistant, they can be found in the forest decades after that the tree has dead and decomposed. Here we report the phytochemical characterization of different parts of the Araucaria as stemwood, branch and knots, founding a remarkable difference in the content of extractables in these parts, as well as the lignan composition, which is higher in knots than in branches or stemwood. Eudesmin was isolated and crystallized from organic extract of knots, its structure was determinate by NMR; moreover, secoisolariciresinol, lariciresinol and matairesinol were identified by GCMS and HPLC in contrast to standards, and quantified in stemwood, branch and knots. The results showed that secoisolariciresinol is the main lignan with 45.77 mg g−1, followed by eudesmin with 22.68 mg g−1, lariciresinol 4.57 mg g−1 and matairesinol with 1.19 mg g−1. The antioxidant activity in terms of DPPH assay showed that knotwood extract displays the higher activity, meanwhile that eudesmin did not displays activity in DPPH assay. The cytotoxic activity against SHSY5Y neuroblastoma and P3X myeloma cell lines, revelated a moderate activity of extracts, while eudesmin did not showed activity.
author	Bravo-Arrepol,Gastón Torres,Solange Figueroa,Fabian Pérez,Claudia Paz,Cristian Turchetti,Giovanni Tiezzi,Antonio Becerra,José
author_facet	Bravo-Arrepol,Gastón Torres,Solange Figueroa,Fabian Pérez,Claudia Paz,Cristian Turchetti,Giovanni Tiezzi,Antonio Becerra,José
author_sort	Bravo-Arrepol,Gastón
title	CHEMICAL CHARACTERIZATION OF LIGNANS FROM Araucaria araucana A NATIVE CONIFER OF CHILE AND EVALUATION OF THEIR CYTOTOXICITY AND ANTIOXIDANT ACTIVITIES
title_short	CHEMICAL CHARACTERIZATION OF LIGNANS FROM Araucaria araucana A NATIVE CONIFER OF CHILE AND EVALUATION OF THEIR CYTOTOXICITY AND ANTIOXIDANT ACTIVITIES
title_full	CHEMICAL CHARACTERIZATION OF LIGNANS FROM Araucaria araucana A NATIVE CONIFER OF CHILE AND EVALUATION OF THEIR CYTOTOXICITY AND ANTIOXIDANT ACTIVITIES
title_fullStr	CHEMICAL CHARACTERIZATION OF LIGNANS FROM Araucaria araucana A NATIVE CONIFER OF CHILE AND EVALUATION OF THEIR CYTOTOXICITY AND ANTIOXIDANT ACTIVITIES
title_full_unstemmed	CHEMICAL CHARACTERIZATION OF LIGNANS FROM Araucaria araucana A NATIVE CONIFER OF CHILE AND EVALUATION OF THEIR CYTOTOXICITY AND ANTIOXIDANT ACTIVITIES
title_sort	chemical characterization of lignans from araucaria araucana a native conifer of chile and evaluation of their cytotoxicity and antioxidant activities
publisher	Sociedad Chilena de Química
publishDate	2020
url	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072020000404953
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CHEMICAL CHARACTERIZATION OF LIGNANS FROM Araucaria araucana A NATIVE CONIFER OF CHILE AND EVALUATION OF THEIR CYTOTOXICITY AND ANTIOXIDANT ACTIVITIES

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