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Biocatalytically Oligomerized Epicatechin with Potent and Specific Anti-proliferative Activity for Human Breast Cancer Cells

Catechins, naturally occurring flavonoids derived from wine and green tea, are known to exhibit multiple health benefits. Epigallocatechin gallate (EGCG) is one of the most widely investigated catechins, but its efficacy in cancer therapy is still inconsistent and limited. The poor stability of EGCG...

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Autores principales: Nagarajan, Subhalakshmi, Nagarajan, Ramaswamy, Braunhut, Susan J., Bruno, Ferdinando, McIntosh, Donna, Samuelson, Lynne, Kumar, Jayant
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2008
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6245473/
https://www.ncbi.nlm.nih.gov/pubmed/18978700
http://dx.doi.org/10.3390/molecules13112704
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author Nagarajan, Subhalakshmi
Nagarajan, Ramaswamy
Braunhut, Susan J.
Bruno, Ferdinando
McIntosh, Donna
Samuelson, Lynne
Kumar, Jayant
author_facet Nagarajan, Subhalakshmi
Nagarajan, Ramaswamy
Braunhut, Susan J.
Bruno, Ferdinando
McIntosh, Donna
Samuelson, Lynne
Kumar, Jayant
author_sort Nagarajan, Subhalakshmi
collection PubMed
description Catechins, naturally occurring flavonoids derived from wine and green tea, are known to exhibit multiple health benefits. Epigallocatechin gallate (EGCG) is one of the most widely investigated catechins, but its efficacy in cancer therapy is still inconsistent and limited. The poor stability of EGCG has contributed to the disparity in the reported anti-cancer activity and other beneficial properties. Here we report an innovative enzymatic strategy for the oligomerization of catechins (specifically epicatechin) that yields stable, water-soluble oligomerized epicatechins with enhanced and highly specific anti-proliferative activity for human breast cancer cells. This one-pot oxidative oligomerization is carried out in ambient conditions using Horseradish Peroxidase (HRP) as a catalyst yielding water-soluble oligo(epicatechins). The oligomerized epicatechins obtained exhibit excellent growth inhibitory effects against human breast cancer cells with greater specificity towards growth-inhibiting cancer cells as opposed to normal cells, achieving a high therapeutic differential. Our studies indicate that water-soluble oligomeric epicatechins surpass EGCG in stability, selectivity and efficacy at lower doses.
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spelling pubmed-62454732018-11-30 Biocatalytically Oligomerized Epicatechin with Potent and Specific Anti-proliferative Activity for Human Breast Cancer Cells Nagarajan, Subhalakshmi Nagarajan, Ramaswamy Braunhut, Susan J. Bruno, Ferdinando McIntosh, Donna Samuelson, Lynne Kumar, Jayant Molecules Article Catechins, naturally occurring flavonoids derived from wine and green tea, are known to exhibit multiple health benefits. Epigallocatechin gallate (EGCG) is one of the most widely investigated catechins, but its efficacy in cancer therapy is still inconsistent and limited. The poor stability of EGCG has contributed to the disparity in the reported anti-cancer activity and other beneficial properties. Here we report an innovative enzymatic strategy for the oligomerization of catechins (specifically epicatechin) that yields stable, water-soluble oligomerized epicatechins with enhanced and highly specific anti-proliferative activity for human breast cancer cells. This one-pot oxidative oligomerization is carried out in ambient conditions using Horseradish Peroxidase (HRP) as a catalyst yielding water-soluble oligo(epicatechins). The oligomerized epicatechins obtained exhibit excellent growth inhibitory effects against human breast cancer cells with greater specificity towards growth-inhibiting cancer cells as opposed to normal cells, achieving a high therapeutic differential. Our studies indicate that water-soluble oligomeric epicatechins surpass EGCG in stability, selectivity and efficacy at lower doses. MDPI 2008-11-01 /pmc/articles/PMC6245473/ /pubmed/18978700 http://dx.doi.org/10.3390/molecules13112704 Text en © 2008 by the authors. Licensee Molecular Diversity Preservation International, Basel, Switzerland. This article is an open-access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
Nagarajan, Subhalakshmi
Nagarajan, Ramaswamy
Braunhut, Susan J.
Bruno, Ferdinando
McIntosh, Donna
Samuelson, Lynne
Kumar, Jayant
Biocatalytically Oligomerized Epicatechin with Potent and Specific Anti-proliferative Activity for Human Breast Cancer Cells
title Biocatalytically Oligomerized Epicatechin with Potent and Specific Anti-proliferative Activity for Human Breast Cancer Cells
title_full Biocatalytically Oligomerized Epicatechin with Potent and Specific Anti-proliferative Activity for Human Breast Cancer Cells
title_fullStr Biocatalytically Oligomerized Epicatechin with Potent and Specific Anti-proliferative Activity for Human Breast Cancer Cells
title_full_unstemmed Biocatalytically Oligomerized Epicatechin with Potent and Specific Anti-proliferative Activity for Human Breast Cancer Cells
title_short Biocatalytically Oligomerized Epicatechin with Potent and Specific Anti-proliferative Activity for Human Breast Cancer Cells
title_sort biocatalytically oligomerized epicatechin with potent and specific anti-proliferative activity for human breast cancer cells
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6245473/
https://www.ncbi.nlm.nih.gov/pubmed/18978700
http://dx.doi.org/10.3390/molecules13112704
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