ONE-STEP PURIFICATION OF TWO SEMI-SYNTHETIC EPICATECHIN ADDUCTS PREPARED FROM AVOCADO PEELS PROCYANIDINS BY CENTRIFUGAL PARTITION CHROMATOGRAPHY AND EVALUATION OF THEIR ANTI-INFLAMMATORY EFFECTS ON ADENOCARCINOMA GASTRIC CELLS INFECTED WITH Helicobacter pylori

ABSTRACT Avocado peels were used to extract proanthocyanidins (PACs) as starting material to prepare semi-synthetic derivatives of epicatechin by nucleophilic attack with pyrogallol and resorcinol. One-step isolation of both semi-synthetic derivatives was successfully performed through centrifugal p...

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Autores principales:	Torres,Eillen, García,Apolinaria, Aranda,Mario, Saéz,Vania, Zúñiga,Felipe, Alarcón,Julio, Avello,Marcia, Pastene,Edgar
Lenguaje:	English
Publicado:	Sociedad Chilena de Química 2018
Materias:	Centrifugal Partition Chromatography Helicobacter pylori avocado proanthocyanidins IL-8
Acceso en línea:	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072018000404222
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id	oai:scielo:S0717-97072018000404222
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spelling	oai:scielo:S0717-970720180004042222019-02-07ONE-STEP PURIFICATION OF TWO SEMI-SYNTHETIC EPICATECHIN ADDUCTS PREPARED FROM AVOCADO PEELS PROCYANIDINS BY CENTRIFUGAL PARTITION CHROMATOGRAPHY AND EVALUATION OF THEIR ANTI-INFLAMMATORY EFFECTS ON ADENOCARCINOMA GASTRIC CELLS INFECTED WITH Helicobacter pyloriTorres,EillenGarcía,ApolinariaAranda,MarioSaéz,VaniaZúñiga,FelipeAlarcón,JulioAvello,MarciaPastene,Edgar Centrifugal Partition Chromatography Helicobacter pylori avocado proanthocyanidins IL-8 ABSTRACT Avocado peels were used to extract proanthocyanidins (PACs) as starting material to prepare semi-synthetic derivatives of epicatechin by nucleophilic attack with pyrogallol and resorcinol. One-step isolation of both semi-synthetic derivatives was successfully performed through centrifugal partition chromatography (CPC), and identified by TLC and LC-MS/MS. The effect upon adherence of Helicobacter pylori ATCC 43504 to AGS cells and the subsequent induction of pro-inflammatory IL-8 release was tested for these two semi-synthetic derivatives. Bacterial adherence and IL-8 synthesis was evaluated using AGS cells con-infected with FITC-labeled H. pylori. Concentration of 700 μg/mL of epicatechin-pyrogallol and epicatechin-resorcinol decreased H. pylori adherence to AGS cells to less than 20% and reduced IL-8 production to less than 10%. In conclusion, semi-synthetic adducts prepared from avocado PACs reduce significantly the adherence and IL-8 production in H. pylori-infected AGS cells.info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.63 n.4 20182018-12-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072018000404222en10.4067/S0717-97072018000404222
institution	Scielo Chile
collection	Scielo Chile
language	English
topic	Centrifugal Partition Chromatography Helicobacter pylori avocado proanthocyanidins IL-8
spellingShingle	Centrifugal Partition Chromatography Helicobacter pylori avocado proanthocyanidins IL-8 Torres,Eillen García,Apolinaria Aranda,Mario Saéz,Vania Zúñiga,Felipe Alarcón,Julio Avello,Marcia Pastene,Edgar ONE-STEP PURIFICATION OF TWO SEMI-SYNTHETIC EPICATECHIN ADDUCTS PREPARED FROM AVOCADO PEELS PROCYANIDINS BY CENTRIFUGAL PARTITION CHROMATOGRAPHY AND EVALUATION OF THEIR ANTI-INFLAMMATORY EFFECTS ON ADENOCARCINOMA GASTRIC CELLS INFECTED WITH Helicobacter pylori
description	ABSTRACT Avocado peels were used to extract proanthocyanidins (PACs) as starting material to prepare semi-synthetic derivatives of epicatechin by nucleophilic attack with pyrogallol and resorcinol. One-step isolation of both semi-synthetic derivatives was successfully performed through centrifugal partition chromatography (CPC), and identified by TLC and LC-MS/MS. The effect upon adherence of Helicobacter pylori ATCC 43504 to AGS cells and the subsequent induction of pro-inflammatory IL-8 release was tested for these two semi-synthetic derivatives. Bacterial adherence and IL-8 synthesis was evaluated using AGS cells con-infected with FITC-labeled H. pylori. Concentration of 700 μg/mL of epicatechin-pyrogallol and epicatechin-resorcinol decreased H. pylori adherence to AGS cells to less than 20% and reduced IL-8 production to less than 10%. In conclusion, semi-synthetic adducts prepared from avocado PACs reduce significantly the adherence and IL-8 production in H. pylori-infected AGS cells.
author	Torres,Eillen García,Apolinaria Aranda,Mario Saéz,Vania Zúñiga,Felipe Alarcón,Julio Avello,Marcia Pastene,Edgar
author_facet	Torres,Eillen García,Apolinaria Aranda,Mario Saéz,Vania Zúñiga,Felipe Alarcón,Julio Avello,Marcia Pastene,Edgar
author_sort	Torres,Eillen
title	ONE-STEP PURIFICATION OF TWO SEMI-SYNTHETIC EPICATECHIN ADDUCTS PREPARED FROM AVOCADO PEELS PROCYANIDINS BY CENTRIFUGAL PARTITION CHROMATOGRAPHY AND EVALUATION OF THEIR ANTI-INFLAMMATORY EFFECTS ON ADENOCARCINOMA GASTRIC CELLS INFECTED WITH Helicobacter pylori
title_short	ONE-STEP PURIFICATION OF TWO SEMI-SYNTHETIC EPICATECHIN ADDUCTS PREPARED FROM AVOCADO PEELS PROCYANIDINS BY CENTRIFUGAL PARTITION CHROMATOGRAPHY AND EVALUATION OF THEIR ANTI-INFLAMMATORY EFFECTS ON ADENOCARCINOMA GASTRIC CELLS INFECTED WITH Helicobacter pylori
title_full	ONE-STEP PURIFICATION OF TWO SEMI-SYNTHETIC EPICATECHIN ADDUCTS PREPARED FROM AVOCADO PEELS PROCYANIDINS BY CENTRIFUGAL PARTITION CHROMATOGRAPHY AND EVALUATION OF THEIR ANTI-INFLAMMATORY EFFECTS ON ADENOCARCINOMA GASTRIC CELLS INFECTED WITH Helicobacter pylori
title_fullStr	ONE-STEP PURIFICATION OF TWO SEMI-SYNTHETIC EPICATECHIN ADDUCTS PREPARED FROM AVOCADO PEELS PROCYANIDINS BY CENTRIFUGAL PARTITION CHROMATOGRAPHY AND EVALUATION OF THEIR ANTI-INFLAMMATORY EFFECTS ON ADENOCARCINOMA GASTRIC CELLS INFECTED WITH Helicobacter pylori
title_full_unstemmed	ONE-STEP PURIFICATION OF TWO SEMI-SYNTHETIC EPICATECHIN ADDUCTS PREPARED FROM AVOCADO PEELS PROCYANIDINS BY CENTRIFUGAL PARTITION CHROMATOGRAPHY AND EVALUATION OF THEIR ANTI-INFLAMMATORY EFFECTS ON ADENOCARCINOMA GASTRIC CELLS INFECTED WITH Helicobacter pylori
title_sort	one-step purification of two semi-synthetic epicatechin adducts prepared from avocado peels procyanidins by centrifugal partition chromatography and evaluation of their anti-inflammatory effects on adenocarcinoma gastric cells infected with helicobacter pylori
publisher	Sociedad Chilena de Química
publishDate	2018
url	http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072018000404222
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ONE-STEP PURIFICATION OF TWO SEMI-SYNTHETIC EPICATECHIN ADDUCTS PREPARED FROM AVOCADO PEELS PROCYANIDINS BY CENTRIFUGAL PARTITION CHROMATOGRAPHY AND EVALUATION OF THEIR ANTI-INFLAMMATORY EFFECTS ON ADENOCARCINOMA GASTRIC CELLS INFECTED WITH Helicobacter pylori

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