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Tannins: Current Knowledge of Food Sources, Intake, Bioavailability and Biological Effects
S310 DOI 10.1002/mnfr.200900039 Mol. Nutr. Food Res. 2009, 53, S310 – S329 Review Tannins: Current knowledge of food sources, intake, bioavailability and biological effects Jos Serrano1, Riitta Puupponen-Pimi2, Andreas Dauer3, Anna-Marja Aura2 and Fulgencio Saura-Calixto4 1 Universidad Complutense de Madrid, Depto. Nutricin y Bromatologa I, Madrid, Spain 2 VTT Technical Research Center of Finland 3 Hexal AG, Holzkirchen, Germany 4 Consejo Superior de Investigaciones Cientficas, Instituto del Frio, Depto. Metabolismo y Nutricin, Madrid, Spain Tannins are a unique group of phenolic metabolites with molecular weights between 500 and 30000 Da, which are widely distributed in almost all plant foods and beverages. Proanthocyanidins and hydrolysable tannins are the two major groups of these bioactive compounds, but complex tannins containing structural elements of both groups and specific tannins in marine brown algae have also been described. Most literature data on food tannins refer only to oligomeric compounds that are extracted with aqueous-organic solvents, but a significant number of non-extractable tannins are usu- ally not mentioned in the literature. The biological effects of tannins usually depend on their grade of polymerisation and solubility. Highly polymerised tannins exhibit low bioaccessibility in the small intestine and low fermentability by colonic microflora. This review summarises a new approach to analysis of extractable and non-extractable tannins, major food sources, and effects of storage and processing on tannin content and bioavailability. Biological properties such as antioxidant, antimicro- bial and antiviral effects are also described. In addition, the role of tannins in diabetes mellitus has been discussed. Keywords: Bioavailability / Diet / Hydrolysable tannins / Proanthocyanidins / Tannins / Received: November 27, 2007; revised: January 25, 2009; accepted: February 9, 2009 1 Introduction weight having the ability to complex strongly with carbohy- drates and proteins [9]. -
6 Health Aspects and Antiaflatoxigenic Activity of Phytochemicals in Tree
OF Health Aspects 6 and Antiaflatoxigenic Activity of Phytochemicals in Tree Nuts Russell]. Molyneux, Noreen Mahoney, long H. Kim, and Bruce C. Campbell CONTENTS 6.1 Introduction............................................................................................................................. 95 6.2 Aflatoxinsin Tree Nuts ........................................................................................................... 96 6.3 Allatoxin Resistance Phytochemicals in Tree Nuts................................................................97 6.3.1 Varietal Resistance of Tree Nut Species .....................................................................98 6.3.2 Antiaflatoxigenic Constituents in Specific Tissues .....................................................98 6.4 Isolation and Identification of Walnut Antiatlatoxigenic Constituents...................................99 6.4.1 Bioassay-Directed Fractionation .................................................................................99 6.4.2 Analysis of Hydrolysable Tannin Content in Walnuts ..............................................100 6.4.3 Gallic and Ellagic Acid Content in Tree Nuts...........................................................101 6.4.3.1 Variation of Gallic and Ellagic Acids with Maturity .................................101 6.4.3.2 Variation of Gallic and Ellagic Acids with Cultivar..................................101 6.4.3.3 Structure—Activity Relationships ...............................................................103 6.5 Mechanism -
Effects of Hydrolysable Tannin with Or Without Condensed Tannin On
animals Article Effects of Hydrolysable Tannin with or without Condensed Tannin on Alfalfa Silage Fermentation Characteristics and In Vitro Ruminal Methane Production, Fermentation Patterns, and Microbiota Lei Chen 1, Xueyan Bao 1, Gang Guo 1, Wenjie Huo 1, Qingfang Xu 2, Cong Wang 1, Qinghong Li 1 and Qiang Liu 1,* 1 College of Animal Science, Shanxi Agricultural University, Taigu 030801, China; [email protected] (L.C.); [email protected] (X.B.); [email protected] (G.G.); [email protected] (W.H.); [email protected] (C.W.); [email protected] (Q.L.) 2 College of Grassland Science, Shanxi Agricultural University, Taigu 030801, China; [email protected] * Correspondence: [email protected]; Tel.: +86-0354-628-9115; Fax: +86-0354-628-8052 Simple Summary: The sustainability of livestock husbandry requires efficient nitrogen and energy utilization by ruminants fed high-forage diets. The objective of this study was to evaluate the effect of hydrolysable tannin (HT) without or with condensed tannin (CT) on modulating the ensiling characteristics, methane production, ruminal fermentation profile, and microbiota of alfalfa silage. The results showed that adding HT, alone or in combination with CT, to alfalfa at ensiling improves fermentation quality and reduces ruminal methane production of alfalfa silage. Moreover, HT and CT in combination are more potent in modulating fermentation quality and methanogenesis than Citation: Chen, L.; Bao, X.; Guo, G.; HT only; however, the high level of inclusion will impair silage degradation and microbiota in Huo, W.; Xu, Q.; Wang, C.; Li, Q.; Liu, the rumen. Importantly, the results from this study revealed that a combination of HT and CT Q. -
A Comprehensive Review on Phyllanthus Derived Natural Products As Potential Chemotherapeutic and Immunomodulators for a Wide Range of T Human Diseases
Biocatalysis and Agricultural Biotechnology 17 (2019) 529–537 Contents lists available at ScienceDirect Biocatalysis and Agricultural Biotechnology journal homepage: www.elsevier.com/locate/bab A comprehensive review on Phyllanthus derived natural products as potential chemotherapeutic and immunomodulators for a wide range of T human diseases Mohamed Ali Seyed Department of Clinical Biochemistry, Faculty of Medicine, University of Tabuk, Tabuk 71491, Saudi Arabia ARTICLE INFO ABSTRACT Keywords: Treatment options for most cancers are still insufficient, despite developments and technology advancements. It Cancer has been postulated that the immune response to progressive tumors is insufficient due to a deficiency in afferent Phyllanthus amarus/niruri mechanisms responsible for the development of tumor-reactive T cells. Many patients treated for cancer will Phyllanthin have their cancer recurrence, often after a long remission period. This suggests that there are a small number of Hypophyllanthin tumor cells that remain alive after standard treatment(s) – alone or in combination and have been less effective Chemotherapeutic in combating metastasis that represents the most elaborate hurdle to overcome in the cure of the disease. Immunomodulation Therefore, any new effective and safe therapeutic agents will be highly demanded. To circumvent many plant extracts have attributed for their chemoprotective potentials and their influence on the human immune system. It is now well recognized that immunomodulation of immune response could provide an alternative or addition to conventional chemotherapy for a variety of disease conditions. However, many hurdles still exist. In recent years, there has been a tremendous interest either in harnessing the immune system or towards plant-derived immunomodulators as anticancer agents for their efficacy, safety and their targeted drug action and drug de- livery mechanisms. -
Punicalagin Content and Antifungal Activity of Different
horticulturae Article Punicalagin Content and Antifungal Activity of Different Pomegranate (Punica ganatum L.) Genotypes Domenico Rongai 1,*, Patrizio Pulcini 1, Giovanni Di Lernia 1, Paolo Nota 1, Pjerin Preka 2 and Filomena Milano 1 1 CREA-DC Research Centre for Plant Protection and Certification, via C.G Bertero, 22, 00156 Rome, Italy 2 CREA-OFA Research Centre for Olive, Citrus and Tree fruit, Via di Fioranello, 52, 00134 Rome, Italy * Correspondence: [email protected] Received: 16 May 2019; Accepted: 1 July 2019; Published: 16 July 2019 Abstract: This study investigated the antifungal activity of a number of pomegranate genotypes. Since the main compound of pomegranate extract is punicalagin, an important substance involved in antifungal and antimicrobial activity, we analyzed the contents of punicalagin (α and β) in 21 different pomegranate genotypes. Ellagic acid content, total phenolic content, acidity and pH were also determined. This work allowed us to determine which genotypes of pomegranate can be used to obtain extracts with the highest content of punicalagin, with the goal of developing a green alternative to synthetic pesticides. To improve the extraction system from pomegranate peel fruits, several different solvents were tested. All the pomegranate genotypes tested showed antifungal activity; some genotypes were able to almost completely inhibit the fungus, while others had very low inhibitory activity. Research results also showed that the use of water as a solvent for extraction is very effective, especially when it is combined with ethanol. This is very important for the practical use of the extracts since water is economical and environmentally friendly. The research showed that among the genotypes there is also great variability regarding the chemical parameters. -
Antioxidant Capacity, Phenolic and Volatile Compound Composition of Blackberry Wines Produced Using Korean Traditional Winemaking Techniques
ANTIOXIDANT CAPACITY, PHENOLIC AND VOLATILE COMPOUND COMPOSITION OF BLACKBERRY WINES PRODUCED USING KOREAN TRADITIONAL WINEMAKING TECHNIQUES By YOURI JOH Bachelor of Science in Human Nutrition & Food Science New Mexico State University Las Cruces, NM 2007 Master of Science in Food Science Oklahoma State University Stillwater, OK 2010 Submitted to the Faculty of the Graduate College of the Oklahoma State University in partial fulfillment of the requirements for the Degree of DOCTOR OF PHILOSOPHY July, 2014 ANTIOXIDANT CAPACITY, PHENOLIC AND VOLATILE COMPOUND COMPOSITION OF BLACKBERRY WINES PRODUCED USING KOREAN TRADITIONAL WINEMAKING TECHNIQUES Dissertation Approved: Dr. William G. McGlynn Dissertation Adviser Dr. Niels O. Maness Dr. Mike W. Smith Dr. Tim Bowser ii ACKNOWLEDGEMENTS I offer a special thank you to my academic advisor Dr. William McGlynn who provides me good guidance, encouragement and support throughout my graduate life here in Stillwater. For my committee members, thank you all for sharing your knowledge and experience with me. I would like to say thank you to Dr. Niels Maness who helped me to expand my research as well as to learn fat extraction and volatile analysis. For Dr. Mike Smith and Dr. Tim Bowser, thank you for provide me good feedback about my research. In addition, I would like to say thank you to Dr. Mark Payton who provided me guidance and support in statistical analyses. Furthermore, I would like to say thank you to Becky Carroll who helped me to collect blackberries in the hot and dry summer in Oklahoma. Also, thank you to Adrian Nault, Erni Murtini, Pavalee Chompoorat, Ban Alkeen, Maggie Hartung, Alex Upsaw and many others who helped me to harvest blackberries during the hot summer. -
Ellagitannin–Lipid Interaction by HR-MAS NMR Spectroscopy
molecules Article Ellagitannin–Lipid Interaction by HR-MAS NMR Spectroscopy Valtteri Virtanen * , Susanna Räikkönen, Elina Puljula and Maarit Karonen Natural Chemistry Research Group, Department of Chemistry, University of Turku, FI-20014 Turku, Finland; [email protected] (S.R.); [email protected] (E.P.); maarit.karonen@utu.fi (M.K.) * Correspondence: vtjvir@utu.fi; Tel.: +358-29-450-3205 Abstract: Ellagitannins have antimicrobial activity, which might be related to their interactions with membrane lipids. We studied the interactions of 12 different ellagitannins and pentagalloylglucose with a lipid extract of Escherichia coli by high-resolution magic angle spinning NMR spectroscopy. The nuclear Overhauser effect was utilized to measure the cross relaxation rates between ellagitannin and lipid protons. The shifting of lipid signals in 1H NMR spectra of ellagitannin–lipid mixture due to ring current effect was also observed. The ellagitannins that showed interaction with lipids had clear structural similarities. All ellagitannins that had interactions with lipids had glucopy- ranose cores. In addition to the central polyol, the most important structural feature affecting the interaction seemed to be the structural flexibility of the ellagitannin. Even dimeric and trimeric ellagitannins could penetrate to the lipid bilayers if their structures were flexible with free galloyl and hexahydroxydiphenoyl groups. Keywords: E. coli; HR-MAS-NMR; interaction; lipid membrane; tannins; UPLC-DAD-MS Citation: Virtanen, V.; Räikkönen, S.; Puljula, E.; Karonen, M. 1. Introduction Ellagitannin–Lipid Interaction by HR-MAS NMR Spectroscopy. Tannins are a group of specialized plant metabolites, which, when included in the di- Molecules 2021, 26, 373. etary feed of ruminants, have been shown to induce many beneficial effects such as increas- https://doi.org/10.3390/ ing their effective amino acid absorption, lowering their methane production, and acting as molecules26020373 anthelmintics [1–6]. -
Effect of Different Levels of Hydrolysable Tannin Intake on The
www.nature.com/scientificreports OPEN Efect of diferent levels of hydrolysable tannin intake on the reproductive hormones and serum biochemical indices in healthy female rats Faiza Manzoor1, Mahr Un Nisa1, Hafz Amjad Hussain2, Nazir Ahmad1* & Huma Umbreen1 The present work aimed to fnd out the efect of diferent levels of hydrolysable tannin (HT) on serum hormonal profle, biochemical indices, lipid profle, apparent digestibility of nutrients and body weight gain in healthy female rats. Forty fve adult healthy female rats of 8 weeks old were randomly divided into fve equal groups. Diferent doses of HT 0, 0.5, 1, 1.5 and 2% were administered daily to each rats group on the body weight basis for 6 weeks. The results had shown the reduction trend (p < 0.05) in the blood glucose, serum cholesterol, low density lipoprotein, testosterone, prolactin, ghrelin, total oxidative stress and serum iron levels; while an improvement (p < 0.05) was seen in serum follicle stimulating hormone, progesterone, luteinizing hormone, high density lipoprotein, IgM and total antioxidant capacity. However, no efect (p > 0.05) was noticed in serum IgG, protein, estrogen and calcium levels. A signifcant reduction (p < 0.05) was seen in the apparent nutrient digestibility and body weight gain. The results had shown improvement in the feed conversion ratio (p < 0.05) but non- signifcant decrease (p > 0.05) in the feed intake. The fndings showed that HT had healthy efects on the serum biochemical indices and reproductive hormonal profle but had a negative impact on the nutrient digestibility. Thus, the study concluded that HT could be used as an herbal medicine for the treatment of leading metabolic and infertility diseases like obesity and polycystic ovarian syndrome in females. -
Inhibitory Activities of Selected Sudanese Medicinal Plants On
Mohieldin et al. BMC Complementary and Alternative Medicine (2017) 17:224 DOI 10.1186/s12906-017-1735-y RESEARCH ARTICLE Open Access Inhibitory activities of selected Sudanese medicinal plants on Porphyromonas gingivalis and matrix metalloproteinase-9 and isolation of bioactive compounds from Combretum hartmannianum (Schweinf) bark Ebtihal Abdalla M. Mohieldin1,2, Ali Mahmoud Muddathir3* and Tohru Mitsunaga2 Abstract Background: Periodontal diseases are one of the major health problems and among the most important preventable global infectious diseases. Porphyromonas gingivalis is an anaerobic Gram-negative bacterium which has been strongly implicated in the etiology of periodontitis. Additionally, matrix metalloproteinases-9 (MMP-9) is an important factor contributing to periodontal tissue destruction by a variety of mechanisms. The purpose of this study was to evaluate the selected Sudanese medicinal plants against P. gingivalis bacteria and their inhibitory activities on MMP-9. Methods: Sixty two methanolic and 50% ethanolic extracts from 24 plants species were tested for antibacterial activity against P. gingivalis using microplate dilution assay method to determine the minimum inhibitory concentration (MIC). The inhibitory activity of seven methanol extracts selected from the 62 extracts against MMP-9 was determined by Colorimetric Drug Discovery Kit. In search of bioactive lead compounds, Combretum hartmannianum bark which was found to be within the most active plant extracts was subjected to various chromatographic (medium pressure liquid chromatography, column chromatography on a Sephadex LH-20, preparative high performance liquid chromatography) and spectroscopic methods (liquid chromatography-mass spectrometry, Nuclear Magnetic Resonance (NMR)) to isolate and characterize flavogalonic acid dilactone and terchebulin as bioactive compounds. Results: About 80% of the crude extracts provided a MIC value ≤4 mg/ml against bacteria. -
Humus) from a Consideration of the Chemical and Biochemical Processes of Humification
Evaluation of Conceptual Models of Natural Organic Matter (Humus) From a Consideration of the Chemical and Biochemical Processes of Humification By Robert L. Wershaw Scientific Investigations Report 2004-5121 U.S. Department of the Interior U.S. Geological Survey U.S. Department of the Interior Gale A. Norton, Secretary U.S. Geological Survey Charles G. Groat, Director U.S. Geological Survey, Reston, Virginia: 2004 For sale by U.S. Geological Survey, Information Services Box 25286, Denver Federal Center Denver, CO 80225 For more information about the USGS and its products: Telephone: 1-888-ASK-USGS World Wide Web: http://www.usgs.gov/ Any use of trade, product, or firm names in this publication is for descriptive purposes only and does not imply endorsement by the U.S. Government. iii Contents Abstract.......................................................................................................................................................... 1 Introduction ................................................................................................................................................... 1 Purpose and scope.............................................................................................................................. 2 Degradation reactions of plant tissue ............................................................................................. 2 Degradation pathways of plant tissue components ............................................................................... 3 Enzymatic reactions -
Unravelling the Antibacterial Activity of Terminalia Sericea Root Bark Through a Metabolomic Approach
molecules Article Unravelling the Antibacterial Activity of Terminalia sericea Root Bark through a Metabolomic Approach Chinedu P Anokwuru 1,2, Sidonie Tankeu 2, Sandy van Vuuren 3 , Alvaro Viljoen 2,4, Isaiah D. I Ramaite 1 , Orazio Taglialatela-Scafati 5 and Sandra Combrinck 2,* 1 Department of Chemistry, University of Venda, Private Bag X5050, Thohoyandou 0950, South Africa; [email protected] (C.P.A.); [email protected] (I.D.I.R.) 2 Department of Pharmaceutical Sciences, Tshwane University of Technology, Private Bag X680, Pretoria 0001, South Africa; [email protected] (S.T.); [email protected] (A.V.) 3 Department of Pharmacy and Pharmacology, Faculty of Health Sciences, University of the Witwatersrand, 7 York Road, Parktown 2193, South Africa; [email protected] 4 SAMRC Herbal Drugs Research Unit, Faculty of Science, Tshwane University of Technology, Private Bag X680, Pretoria 0001, South Africa 5 Department of Pharmacy, University of Naples, Federico II Via D. Montesano 49, 1-80131 Napoli, Italy; [email protected] * Correspondence: [email protected]; Tel./Fax: +27-84-402-7463 Academic Editor: Souvik Kusari Received: 20 July 2020; Accepted: 7 August 2020; Published: 13 August 2020 Abstract: Terminalia sericea Burch. ex. DC. (Combretaceae) is a popular remedy for the treatment of infectious diseases. It is widely prescribed by traditional healers and sold at informal markets and may be a good candidate for commercialisation. For this to be realised, a thorough phytochemical and bioactivity profile is required to identify constituents that may be associated with the antibacterial activity and hence the quality of raw materials and consumer products. -
"Ellagic Acid, an Anticarcinogen in Fruits, Especially in Strawberries: a Review"
FEATURE Ellagic Acid, an Anticarcinogen in Fruits, Especially in Strawberries: A Review John L. Maasl and Gene J. Galletta2 Fruit Laboratory, U.S. Department of Agriculture, Agricultural Research Service, Beltsville, MD 20705 Gary D. Stoner3 Department of Pathology, Medical College of Ohio, Toledo, OH 43699 The various roles of ellagic acid as an an- digestibility of natural forms of ellagic acid, Mode of inhibition ticarcinogenic plant phenol, including its in- and the distribution and organ accumulation The inhibition of cancer by ellagic acid hibitory effects on chemically induced cancer, or excretion in animal systems is in progress appears to occur through the following its effect on the body, occurrence in plants at several institutions. Recent interest in el- mechanisms: and biosynthesis, allelopathic properties, ac- lagic acid in plant systems has been largely a. Inhibition of the metabolic activation tivity in regulation of plant hormones, for- for fruit-juice processing and wine industry of carcinogens. For example, ellagic acid in- mation of metal complexes, function as an applications. However, new studies also hibits the conversion of polycyclic aromatic antioxidant, insect growth and feeding in- suggest that ellagic acid participates in plant hydrocarbons [e.g., benzo (a) pyrene, 7,12- hibitor, and inheritance are reviewed and hormone regulatory systems, allelopathic and dimethylbenz (a) anthracene, and 3-methyl- discussed in relation to current and future autopathic effects, insect deterrent princi- cholanthrene], nitroso compounds (e.g., N- research. ples, and insect growth inhibition, all of which nitrosobenzylmethylamine and N -methyl- N- Ellagic acid (C14H6O8) is a naturally oc- indicate the urgent need for further research nitrosourea), and aflatoxin B1 into forms that curring phenolic constituent of many species to understand the roles of ellagic acid in the induce genetic damage (Dixit et al., 1985; from a diversity of flowering plant families.