Journal
JOURNAL OF THE CHILEAN CHEMICAL SOCIETY
Volume 63, Issue 4, Pages 4222-4228Publisher
SOC CHILENA QUIMICA
DOI: 10.4067/S0717-97072018000404222
Keywords
Centrifugal Partition Chromatography; Helicobacter pylori; avocado; proanthocyanidins; IL-8
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Funding
- Comision Nacional Cientifica y Tecnologica, Chile, Programa FONDECYT [1150948]
- Programa FONDEQUIP [150025]
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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 mu g/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.
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