Fractioning of proanthocyanidins of Uncaria tomentosa. composition and structure-bioactivity relationship
In a previous study, the detailed low-molecular weight polyphenolic profile of the different plant parts (leaves, stem, bark and wood) of <i>Uncaria tomentosa</i> was reported, the leaves being the plant part with the highest phenolic content and presenting the most heterogenous proanthocyanidin composition. Further, cytotoxicity of leaves extracts in two cancer cell lines was also found to be higher than in the remaining parts of the plant. In the present study, fractioning of <i>U. tomentosa</i> leaves polyphenolic extracts was performed using Diaion<sup>®</sup> HP-20 resin and a detailed characterization and quantification of fractions (<i>n</i> = 5) was achieved using advanced analytical techniques such as Ultra-Performance Liquid Chromatography coupled with Electrospray Ionization and Triple Quadrupole (TQD) Tandem Mass Spectrometry (UPLC/TQ-ESI-MS) and <sup>13</sup>C-NMR. Oxygen Radical Absorbance Capacity (ORAC) and cytotoxicity on gastric adenocarcinoma AGS and colon adenocarcinoma SW20 cell lines were also determined in the different fractions. Results showed selective distribution of 32 non-flavonoid and flavonoid phenolics among the different fractions. ORAC varied between 3.2 and 11.8 μmol TE/mg in the different fractions, whereas IC<sub>50</sub> of cytotoxicity on gastric adenocarcinoma AGS and colon adenocarcinoma SW20 cell lines best values were between 71.4 and 75.6 µg/mL. Fractions rich in proanthocyanidins also showed the highest bioactivity. In fact, significant positive correlation was found between total proanthocyanidins (TP) quantified by UPLC-DAD and ORAC (<i>R</i><sup>2</sup> = 0.970), whereas significant negative correlation was found between TP and cytotoxicity towards AGS (<i>R</i><sup>2</sup> = 0.820) and SW620 (<i>R</i><sup>2</sup> = 0.843) adenocarcinoma cell lines. Among proanthocyanidins, propelargonidin dimers were of particular interest, showing significant correlation with cytotoxic selectivity on both gastric AGS (<i>R</i><sup>2</sup> = 0.848) and colon SW620 (<i>R</i><sup>2</sup> = 0.883) adenocarcinoma cell lines. These results show further evidence of the bioactivity of <i>U. tomentosa </i>proanthocyanidin extracts and their potential health effects.
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2017-07-28
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dig-cial-es-10261-1555082021-12-28T16:02:47Z Fractioning of proanthocyanidins of Uncaria tomentosa. composition and structure-bioactivity relationship Navarro-Hoyos, Mirtha Zamora, William Quesada, Silvia Azofeifa, Gabriela Alvarado-Corella, Diego Monagas Juan, María Josefina Consejo Superior de Investigaciones Científicas (España) Universidad de Costa Rica In a previous study, the detailed low-molecular weight polyphenolic profile of the different plant parts (leaves, stem, bark and wood) of <i>Uncaria tomentosa</i> was reported, the leaves being the plant part with the highest phenolic content and presenting the most heterogenous proanthocyanidin composition. Further, cytotoxicity of leaves extracts in two cancer cell lines was also found to be higher than in the remaining parts of the plant. In the present study, fractioning of <i>U. tomentosa</i> leaves polyphenolic extracts was performed using Diaion<sup>®</sup> HP-20 resin and a detailed characterization and quantification of fractions (<i>n</i> = 5) was achieved using advanced analytical techniques such as Ultra-Performance Liquid Chromatography coupled with Electrospray Ionization and Triple Quadrupole (TQD) Tandem Mass Spectrometry (UPLC/TQ-ESI-MS) and <sup>13</sup>C-NMR. Oxygen Radical Absorbance Capacity (ORAC) and cytotoxicity on gastric adenocarcinoma AGS and colon adenocarcinoma SW20 cell lines were also determined in the different fractions. Results showed selective distribution of 32 non-flavonoid and flavonoid phenolics among the different fractions. ORAC varied between 3.2 and 11.8 μmol TE/mg in the different fractions, whereas IC<sub>50</sub> of cytotoxicity on gastric adenocarcinoma AGS and colon adenocarcinoma SW20 cell lines best values were between 71.4 and 75.6 µg/mL. Fractions rich in proanthocyanidins also showed the highest bioactivity. In fact, significant positive correlation was found between total proanthocyanidins (TP) quantified by UPLC-DAD and ORAC (<i>R</i><sup>2</sup> = 0.970), whereas significant negative correlation was found between TP and cytotoxicity towards AGS (<i>R</i><sup>2</sup> = 0.820) and SW620 (<i>R</i><sup>2</sup> = 0.843) adenocarcinoma cell lines. Among proanthocyanidins, propelargonidin dimers were of particular interest, showing significant correlation with cytotoxic selectivity on both gastric AGS (<i>R</i><sup>2</sup> = 0.848) and colon SW620 (<i>R</i><sup>2</sup> = 0.883) adenocarcinoma cell lines. These results show further evidence of the bioactivity of <i>U. tomentosa </i>proanthocyanidin extracts and their potential health effects. This project was partially funded by grant from the Spanish International Development Cooperation Agency (AECID) (Ref. A/023397/09 and A/030037/10) and a joint grant from the Costa Rica-USA Foundation (CRUSA) and the Spanish Scientific Research Council (CSIC) (Ref. CR0024). Authors also thank the financial support from the University of Costa Rica We acknowledge support by the CSIC Open Access Publication Initiative through its Unit of Information Resources for Research (URICI). 2017-09-22T15:37:15Z 2017-09-22T15:37:15Z 2017-07-28 2017-09-22T15:37:15Z artículo http://purl.org/coar/resource_type/c_6501 doi: 10.3390/antiox6030060 Antioxidants 6 (3): 60 (2017) http://hdl.handle.net/10261/155508 10.3390/antiox6030060 http://dx.doi.org/10.13039/501100005298 http://dx.doi.org/10.13039/501100003339 28788071 Publisher's version http://doi.org/10.3390/antiox6030060 Sí open Multidisciplinary Digital Publishing Institute |
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In a previous study, the detailed low-molecular weight polyphenolic profile of the different plant parts (leaves, stem, bark and wood) of <i>Uncaria tomentosa</i> was reported, the leaves being the plant part with the highest phenolic content and presenting the most heterogenous proanthocyanidin composition. Further, cytotoxicity of leaves extracts in two cancer cell lines was also found to be higher than in the remaining parts of the plant. In the present study, fractioning of <i>U. tomentosa</i> leaves polyphenolic extracts was performed using Diaion<sup>®</sup> HP-20 resin and a detailed characterization and quantification of fractions (<i>n</i> = 5) was achieved using advanced analytical techniques such as Ultra-Performance Liquid Chromatography coupled with Electrospray Ionization and Triple Quadrupole (TQD) Tandem Mass Spectrometry (UPLC/TQ-ESI-MS) and <sup>13</sup>C-NMR. Oxygen Radical Absorbance Capacity (ORAC) and cytotoxicity on gastric adenocarcinoma AGS and colon adenocarcinoma SW20 cell lines were also determined in the different fractions. Results showed selective distribution of 32 non-flavonoid and flavonoid phenolics among the different fractions. ORAC varied between 3.2 and 11.8 μmol TE/mg in the different fractions, whereas IC<sub>50</sub> of cytotoxicity on gastric adenocarcinoma AGS and colon adenocarcinoma SW20 cell lines best values were between 71.4 and 75.6 µg/mL. Fractions rich in proanthocyanidins also showed the highest bioactivity. In fact, significant positive correlation was found between total proanthocyanidins (TP) quantified by UPLC-DAD and ORAC (<i>R</i><sup>2</sup> = 0.970), whereas significant negative correlation was found between TP and cytotoxicity towards AGS (<i>R</i><sup>2</sup> = 0.820) and SW620 (<i>R</i><sup>2</sup> = 0.843) adenocarcinoma cell lines. Among proanthocyanidins, propelargonidin dimers were of particular interest, showing significant correlation with cytotoxic selectivity on both gastric AGS (<i>R</i><sup>2</sup> = 0.848) and colon SW620 (<i>R</i><sup>2</sup> = 0.883) adenocarcinoma cell lines. These results show further evidence of the bioactivity of <i>U. tomentosa </i>proanthocyanidin extracts and their potential health effects. |
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Consejo Superior de Investigaciones Científicas (España) |
author_facet |
Consejo Superior de Investigaciones Científicas (España) Navarro-Hoyos, Mirtha Zamora, William Quesada, Silvia Azofeifa, Gabriela Alvarado-Corella, Diego Monagas Juan, María Josefina |
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artículo |
author |
Navarro-Hoyos, Mirtha Zamora, William Quesada, Silvia Azofeifa, Gabriela Alvarado-Corella, Diego Monagas Juan, María Josefina |
spellingShingle |
Navarro-Hoyos, Mirtha Zamora, William Quesada, Silvia Azofeifa, Gabriela Alvarado-Corella, Diego Monagas Juan, María Josefina Fractioning of proanthocyanidins of Uncaria tomentosa. composition and structure-bioactivity relationship |
author_sort |
Navarro-Hoyos, Mirtha |
title |
Fractioning of proanthocyanidins of Uncaria tomentosa. composition and structure-bioactivity relationship |
title_short |
Fractioning of proanthocyanidins of Uncaria tomentosa. composition and structure-bioactivity relationship |
title_full |
Fractioning of proanthocyanidins of Uncaria tomentosa. composition and structure-bioactivity relationship |
title_fullStr |
Fractioning of proanthocyanidins of Uncaria tomentosa. composition and structure-bioactivity relationship |
title_full_unstemmed |
Fractioning of proanthocyanidins of Uncaria tomentosa. composition and structure-bioactivity relationship |
title_sort |
fractioning of proanthocyanidins of uncaria tomentosa. composition and structure-bioactivity relationship |
publisher |
Multidisciplinary Digital Publishing Institute |
publishDate |
2017-07-28 |
url |
http://hdl.handle.net/10261/155508 http://dx.doi.org/10.13039/501100005298 http://dx.doi.org/10.13039/501100003339 |
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