PHYTOCHEMICAL AND CRYSTALLOGRAPHIC STUDIES OF Azara dentata EXTRACTS AND ITS CYTOTOXIC EFFECTS ON HUMAN BREAST CANCER CELL, MCF-7

ABSTRACT Azara dentata Ruiz & Pav. also called “Corcolen” is an endemic shrub of Chile. The honey produced in areas with abundance of Azara dentata is highly appreciate by its polyphenols. In the present work, we isolated and identified for the first time the phytochemical co...

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Autores principales: Paz,Cristian, González-Chavarría,Iván, Freire,Eleonora, Ortiz,Leandro, Karpiński,Tomasz M., Duprat,Felix, Baggio,Ricardo
Lenguaje:English
Publicado: Sociedad Chilena de Química 2020
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Acceso en línea:http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072020000304891
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spelling oai:scielo:S0717-970720200003048912020-10-09PHYTOCHEMICAL AND CRYSTALLOGRAPHIC STUDIES OF Azara dentata EXTRACTS AND ITS CYTOTOXIC EFFECTS ON HUMAN BREAST CANCER CELL, MCF-7Paz,CristianGonzález-Chavarría,IvánFreire,EleonoraOrtiz,LeandroKarpiński,Tomasz M.Duprat,FelixBaggio,Ricardo Azara dentata Antimicrobial activity Cytotoxic activity Phytochemicals X-Ray Diffraction GC-MS ABSTRACT Azara dentata Ruiz & Pav. also called “Corcolen” is an endemic shrub of Chile. The honey produced in areas with abundance of Azara dentata is highly appreciate by its polyphenols. In the present work, we isolated and identified for the first time the phytochemical components of Azara dentata and its cytotoxic effects were analyzed on cancer cells together with its antimicrobial activity. The results showed that palmitic acid methyl ester, linolenic acid methyl ester, α-tocopherol and β-sitosterol are the main non-polar constituents of the plant, while the compounds AD-3 (3-phenylisocoumarin, 0.0001% yield) and AD-4 (methyl 2-phenacyl-benzoate, 0.00039% yield) were isolated by column chromatography with n-hexane/EtOAc (3:2 v/v) and their structures were determined using NMR analysis. In addition, the structure of AD-4 was complemented by a single crystal x-ray structural determination. Azara dentata showed moderate antibacterial activity against S. aureus and S. epidermidis with a MIC of 5.0 and 10 mg/mL respectively. The cytotoxic activity of Azara dentata against MCF-7 cancer cells showed an IC50 of 15.63 µg/mL, this is a promissory value for the deeper study of its metabolites in cancer models.info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.65 n.3 20202020-09-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072020000304891en10.4067/s0717-97072020000204891
institution Scielo Chile
collection Scielo Chile
language English
topic Azara dentata
Antimicrobial activity
Cytotoxic activity
Phytochemicals
X-Ray Diffraction
GC-MS
spellingShingle Azara dentata
Antimicrobial activity
Cytotoxic activity
Phytochemicals
X-Ray Diffraction
GC-MS
Paz,Cristian
González-Chavarría,Iván
Freire,Eleonora
Ortiz,Leandro
Karpiński,Tomasz M.
Duprat,Felix
Baggio,Ricardo
PHYTOCHEMICAL AND CRYSTALLOGRAPHIC STUDIES OF Azara dentata EXTRACTS AND ITS CYTOTOXIC EFFECTS ON HUMAN BREAST CANCER CELL, MCF-7
description ABSTRACT Azara dentata Ruiz & Pav. also called “Corcolen” is an endemic shrub of Chile. The honey produced in areas with abundance of Azara dentata is highly appreciate by its polyphenols. In the present work, we isolated and identified for the first time the phytochemical components of Azara dentata and its cytotoxic effects were analyzed on cancer cells together with its antimicrobial activity. The results showed that palmitic acid methyl ester, linolenic acid methyl ester, α-tocopherol and β-sitosterol are the main non-polar constituents of the plant, while the compounds AD-3 (3-phenylisocoumarin, 0.0001% yield) and AD-4 (methyl 2-phenacyl-benzoate, 0.00039% yield) were isolated by column chromatography with n-hexane/EtOAc (3:2 v/v) and their structures were determined using NMR analysis. In addition, the structure of AD-4 was complemented by a single crystal x-ray structural determination. Azara dentata showed moderate antibacterial activity against S. aureus and S. epidermidis with a MIC of 5.0 and 10 mg/mL respectively. The cytotoxic activity of Azara dentata against MCF-7 cancer cells showed an IC50 of 15.63 µg/mL, this is a promissory value for the deeper study of its metabolites in cancer models.
author Paz,Cristian
González-Chavarría,Iván
Freire,Eleonora
Ortiz,Leandro
Karpiński,Tomasz M.
Duprat,Felix
Baggio,Ricardo
author_facet Paz,Cristian
González-Chavarría,Iván
Freire,Eleonora
Ortiz,Leandro
Karpiński,Tomasz M.
Duprat,Felix
Baggio,Ricardo
author_sort Paz,Cristian
title PHYTOCHEMICAL AND CRYSTALLOGRAPHIC STUDIES OF Azara dentata EXTRACTS AND ITS CYTOTOXIC EFFECTS ON HUMAN BREAST CANCER CELL, MCF-7
title_short PHYTOCHEMICAL AND CRYSTALLOGRAPHIC STUDIES OF Azara dentata EXTRACTS AND ITS CYTOTOXIC EFFECTS ON HUMAN BREAST CANCER CELL, MCF-7
title_full PHYTOCHEMICAL AND CRYSTALLOGRAPHIC STUDIES OF Azara dentata EXTRACTS AND ITS CYTOTOXIC EFFECTS ON HUMAN BREAST CANCER CELL, MCF-7
title_fullStr PHYTOCHEMICAL AND CRYSTALLOGRAPHIC STUDIES OF Azara dentata EXTRACTS AND ITS CYTOTOXIC EFFECTS ON HUMAN BREAST CANCER CELL, MCF-7
title_full_unstemmed PHYTOCHEMICAL AND CRYSTALLOGRAPHIC STUDIES OF Azara dentata EXTRACTS AND ITS CYTOTOXIC EFFECTS ON HUMAN BREAST CANCER CELL, MCF-7
title_sort phytochemical and crystallographic studies of azara dentata extracts and its cytotoxic effects on human breast cancer cell, mcf-7
publisher Sociedad Chilena de Química
publishDate 2020
url http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072020000304891
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