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Ellagitannins with a Glucopyranose Core Have Higher Affinity to Proteins Than Acyclic Ellagitannins by Isothermal Titration Calorimetry
Ellagitannins with a glucopyranose core have higher affinity to proteins than acyclic ellagitannins by isothermal titration calorimetry Article Supplemental Material Karonen, M., Oraviita, M., Mueller-Harvey, I., Salminen, J.-P. and Green, R. J. (2019) Ellagitannins with a glucopyranose core have higher affinity to proteins than acyclic ellagitannins by isothermal titration calorimetry. Journal of Agricultural and Food Chemistry, 67 (46). pp. 12730-12740. ISSN 0021-8561 doi: https://doi.org/10.1021/acs.jafc.9b04353 Available at http://centaur.reading.ac.uk/87023/ It is advisable to refer to the publisher’s version if you intend to cite from the work. See Guidance on citing . To link to this article DOI: http://dx.doi.org/10.1021/acs.jafc.9b04353 Publisher: American Chemical Society All outputs in CentAUR are protected by Intellectual Property Rights law, including copyright law. Copyright and IPR is retained by the creators or other copyright holders. Terms and conditions for use of this material are defined in the End User Agreement . www.reading.ac.uk/centaur CentAUR Central Archive at the University of Reading Reading’s research outputs online Supporting Information Ellagitannins with a Glucopyranose Core Have Higher Affinity to Proteins than Acyclic Ellagitannins by Isothermal Titration Calorimetry Maarit Karonen*,†, Marianne Oraviita†, Irene Mueller-Harvey‡, Juha-Pekka Salminen†, and Rebecca J. Green*,§ †Natural Chemistry Research Group, Department of Chemistry, University of Turku, Vatselankatu 2, Turun Yliopisto, Turku FI-20014, Finland ‡School of Agriculture, Policy and Development, University of Reading, Earley Gate, P.O. Box 236, Reading RG6 6AT, United Kingdom §School of Chemistry, Food and Pharmacy, University of Reading, Whiteknights, P.O. -
Pomegranate: Nutraceutical with Promising Benefits on Human Health
Preprints (www.preprints.org) | NOT PEER-REVIEWED | Posted: 8 September 2020 Review Pomegranate: nutraceutical with promising benefits on human health Anna Caruso 1, +, Alexia Barbarossa 2,+, Antonio Tassone 1 , Jessica Ceramella 1, Alessia Carocci 2,*, Alessia Catalano 2,* Giovanna Basile 1, Alessia Fazio 1, Domenico Iacopetta 1, Carlo Franchini 2 and Maria Stefania Sinicropi 1 1 Department of Pharmacy, Health and Nutritional Sciences, University of Calabria, 87036, Arcavacata di Rende (Italy); anna.caruso@unical .it (Ann.C.), [email protected] (A.T.), [email protected] (J.C.), [email protected] (G.B.), [email protected] (A.F.), [email protected] (D.I.), [email protected] (M.S.S.) 2 Department of Pharmacy‐Drug Sciences, University of Bari “Aldo Moro”, 70126, Bari (Italy); [email protected] (A.B.), [email protected] (Al.C.), [email protected] (A.C.), [email protected] (C.F.) + These authors equally contributed to this work. * Correspondence: [email protected] Abstract: The pomegranate, an ancient plant native to Central Asia, cultivated in different geographical areas including the Mediterranean basin and California, consists of flowers, roots, fruits and leaves. Presently, it is utilized not only for the exterior appearance of its fruit but above all, for the nutritional and health characteristics of the various parts composing this last one (carpellary membranes, arils, seeds and bark). The fruit, the pomegranate, is rich in numerous chemical compounds (flavonoids, ellagitannins, proanthocyanidins, mineral salts, vitamins, lipids, organic acids) of high biological and nutraceutical value that make it the object of study for many research groups, particularly in the pharmaceutical sector. -
Universidade Federal Do Rio De Janeiro Kim Ohanna
UNIVERSIDADE FEDERAL DO RIO DE JANEIRO KIM OHANNA PIMENTA INADA EFFECT OF TECHNOLOGICAL PROCESSES ON PHENOLIC COMPOUNDS CONTENTS OF JABUTICABA (MYRCIARIA JABOTICABA) PEEL AND SEED AND INVESTIGATION OF THEIR ELLAGITANNINS METABOLISM IN HUMANS. RIO DE JANEIRO 2018 Kim Ohanna Pimenta Inada EFFECT OF TECHNOLOGICAL PROCESSES ON PHENOLIC COMPOUNDS CONTENTS OF JABUTICABA (MYRCIARIA JABOTICABA) PEEL AND SEED AND INVESTIGATION OF THEIR ELLAGITANNINS METABOLISM IN HUMANS. Tese de Doutorado apresentada ao Programa de Pós-Graduação em Ciências de Alimentos, Universidade Federal do Rio de Janeiro, como requisito parcial à obtenção do título de Doutor em Ciências de Alimentos Orientadores: Profa. Dra. Mariana Costa Monteiro Prof. Dr. Daniel Perrone Moreira RIO DE JANEIRO 2018 DEDICATION À minha família e às pessoas maravilhosas que apareceram na minha vida. ACKNOWLEDGMENTS Primeiramente, gostaria de agradecer a Deus por ter me dado forças para não desistir e por ter colocado na minha vida “pessoas-anjo”, que me ajudaram e me apoiaram até nos momentos em que eu achava que ia dar tudo errado. Aos meus pais Beth e Miti. Eles não mediram esforços para que eu pudesse receber uma boa educação e para que eu fosse feliz. Logo no início da graduação, a situação financeira ficou bem apertada, mas eles continuaram fazendo de tudo para me ajudar. Foram milhares de favores prestados, marmitas e caronas. Meu pai diz que fez anos de curso de inglês e espanhol, porque passou anos acordando cedo no sábado só para me levar no curso que eu fazia no Fundão. Tinha dia que eu saía do curso morta de fome e quando eu entrava no carro, tinha uma marmita com almoço, com direito até a garrafa de suco. -
Ellagitannins in Cancer Chemoprevention and Therapy
toxins Review Ellagitannins in Cancer Chemoprevention and Therapy Tariq Ismail 1, Cinzia Calcabrini 2,3, Anna Rita Diaz 2, Carmela Fimognari 3, Eleonora Turrini 3, Elena Catanzaro 3, Saeed Akhtar 1 and Piero Sestili 2,* 1 Institute of Food Science & Nutrition, Faculty of Agricultural Sciences and Technology, Bahauddin Zakariya University, Bosan Road, Multan 60800, Punjab, Pakistan; [email protected] (T.I.); [email protected] (S.A.) 2 Department of Biomolecular Sciences, University of Urbino Carlo Bo, Via I Maggetti 26, 61029 Urbino (PU), Italy; [email protected] 3 Department for Life Quality Studies, Alma Mater Studiorum-University of Bologna, Corso d'Augusto 237, 47921 Rimini (RN), Italy; [email protected] (C.C.); carmela.fi[email protected] (C.F.); [email protected] (E.T.); [email protected] (E.C.) * Correspondence: [email protected]; Tel.: +39-(0)-722-303-414 Academic Editor: Jia-You Fang Received: 31 March 2016; Accepted: 9 May 2016; Published: 13 May 2016 Abstract: It is universally accepted that diets rich in fruit and vegetables lead to reduction in the risk of common forms of cancer and are useful in cancer prevention. Indeed edible vegetables and fruits contain a wide variety of phytochemicals with proven antioxidant, anti-carcinogenic, and chemopreventive activity; moreover, some of these phytochemicals also display direct antiproliferative activity towards tumor cells, with the additional advantage of high tolerability and low toxicity. The most important dietary phytochemicals are isothiocyanates, ellagitannins (ET), polyphenols, indoles, flavonoids, retinoids, tocopherols. Among this very wide panel of compounds, ET represent an important class of phytochemicals which are being increasingly investigated for their chemopreventive and anticancer activities. -
Inhibitory Effect of Tannins from Galls of Carpinus Tschonoskii on the Degranulation of RBL-2H3 Cells
View metadata, citation and similar papers at core.ac.uk brought to you by CORE provided by Tsukuba Repository Inhibitory effect of tannins from galls of Carpinus tschonoskii on the degranulation of RBL-2H3 Cells 著者 Yamada Parida, Ono Takako, Shigemori Hideyuki, Han Junkyu, Isoda Hiroko journal or Cytotechnology publication title volume 64 number 3 page range 349-356 year 2012-05 権利 (C) Springer Science+Business Media B.V. 2012 The original publication is available at www.springerlink.com URL http://hdl.handle.net/2241/117707 doi: 10.1007/s10616-012-9457-y Manuscript Click here to download Manuscript: antiallergic effect of Tannin for CT 20111215 revision for reviewerClick here2.doc to view linked References Parida Yamada・Takako Ono・Hideyuki Shigemori・Junkyu Han・Hiroko Isoda Inhibitory Effect of Tannins from Galls of Carpinus tschonoskii on the Degranulation of RBL-2H3 Cells Parida Yamada・Junkyu Han・Hiroko Isoda (✉) Alliance for Research on North Africa, University of Tsukuba, 1-1-1 Tennodai, Tsukuba, Ibaraki 305-8572, Japan Takako Ono・Hideyuki Shigemori・Junkyu Han・Hiroko Isoda Graduate School of Life and Environmental Sciences, University of Tsukuba, 1-1-1 Tennodai, Tsukuba, Ibaraki 305-8572, Japan Corresponding author Hiroko ISODA, Professor, Ph.D. University of Tsukuba, 1-1-1 Tennodai, Tsukuba, Ibaraki 305-8572, Japan Tel: +81 29-853-5775, Fax: +81 29-853-5776. E-mail: [email protected] 1 Abstract In this study, the anti-allergy potency of thirteen tannins isolated from the galls on buds of Carpinus tschonoskii (including two tannin derivatives) was investigated. RBL-2H3 (rat basophilic leukemia) cells were incubated with these compounds, and the release of β-hexosaminidase and cytotoxicity were measured. -
Original Paper Ellagitannin and Anthocyanin Retention In
_ Food Science and Technology Research, 23 (6), 801 810, 2017 Copyright © 2017, Japanese Society for Food Science and Technology doi: 10.3136/fstr.23.801 http://www.jsfst.or.jp Original paper Ellagitannin and Anthocyanin Retention in Osmotically Dehydrated Blackberries Agnieszka SÓJKA, Elżbieta KarlińsKa and Robert KLEWICKI Institute of Food Technology and Analysis, Lodz University of Technology, Łódź, Poland Received April 14, 2017 ; Accepted June 28, 2017 The objective of the work was to examine changes in the content of ellagitannins and anthocyanins, which are the main polyphenolic fractions of blackberries, during osmotic dehydration of the fruit in 50 – 65°Bx sucrose solutions. Frozen blackberries were found to be readily dehydrated under mild temperature conditions (30℃), with dry matter content more than doubling after 1 h, and reaching 48% after 3 h in 65°Bx solution. Total ellagitannin retention after 1 h of processing amounted to at least 80%, while after 3 h it ranged from 63.6% to 82.4%. The concentrations of the two main ellagitannins, lambertianin C (a trimer) and sanguiin H-6 (a dimer), revealed similar patterns of variation. The greatest losses, reaching up to 50% after 1 h of dehydration, were recorded for ellagic acid. After the same treatment time, the decrease in anthocyanin concentration was approx. 30 – 40%. The loss of polyphenolic compounds from fruit was attributable to their migration to the syrup. After 3 h of osmotic dehydration, ellagitannin concentration in the syrup amounted to 13.6 – 22.1 mg/100 mL, and that of anthocyanins was 6.7 – 11.2 mg/100 mL. -
(Rubus Idaeus L.) Ellagitannins in Aqueous Solutions
European Food Research and Technology https://doi.org/10.1007/s00217-018-3212-3 ORIGINAL PAPER Stability and transformations of raspberry (Rubus idaeus L.) ellagitannins in aqueous solutions Michał Sójka1 · Michał Janowski1 · Katarzyna Grzelak‑Błaszczyk1 Received: 4 September 2018 / Accepted: 1 December 2018 © The Author(s) 2018 Abstract Ellagitannins are known to possess many beneficial and health-promoting properties, including antioxidant and antimicrobial effects, arising from the activity of both native compounds and the products of their degradation or metabolism. The wide range of beneficial properties is attributable to the great structural variety of these compounds, even though all of them belong to the same polyphenolic group, namely hydrolyzable tannins. Therefore, the potential of individual ellagitannins must be studied separately with the view to their application, as natural substances, in medicine or the food industry. The objective of the present work was to elucidate the effects of temperature and medium pH on the stability of the two main raspberry ellagitannins, i.e., lambertianin C and sanguiin H-6, in aqueous solutions. Experiments were conducted within the temperature range of 20–80 °C and pH 2–8 over 0–24 h of incubation. The content of the studied ellagitannins and the products of their decomposition was investigated using HPLC-DAD and LC–MS, respectively, with an Orbitrap detector. It has been found that the studied ellagitannins are stable in acidic conditions, but are rapidly degraded in neutral and mildly basic media at elevated temperature (60–80 °C). In mildly acidic conditions (pH 6) ellagitannins hydrolyze to intermediate products, that is, sanguiin H-10 isomers, sanguiin H-2, and galloyl-HHDP-glucose isomers, with the main end products being ellagic and gallic acids. -
Berry Phenolics: Isolation, Analysis, Identification, and Antioxidant Properties
Berry phenolics: isolation, analysis, identification, and antioxidant properties Petri Kylli ACADEMIC DISSERTATION To be presented, with the permission of the Faculty of Agriculture and Forestry of the University of Helsinki, for public criticism in lecture hall B2, Viikki, on August 26th 2011, at 12 o’clock noon. University of Helsinki Department of Food and Environmental Sciences Food Chemistry Helsinki 2011 Custos: Professor Vieno Piironen Department of Food and Environmental Sciences University of Helsinki Helsinki, Finland Supervisor: Professor Marina Heinonen Department of Food and Environmental Sciences University of Helsinki Helsinki, Finland Reviewers: Ph.D. Pirjo Mattila MTT Agrifood Research Finland Jokioinen, Finland Ph.D. Claudine Manach INRA, Nutrition Humaine Saint-Genes-Champanelle, France Opponent: Professor Anne S. Meyer Department of Chemical and Biochemical Engineering Technical University of Denmark Kgs. Lyngby, Denmark ISBN 978-952-10-7114-0 (paperback) ISBN 978-952-10-7115-7 (pdf; http://ethesis.helsinki.fi) ISSN 0355-1180 Cover picture: Tuuli Koivumäki Unigrafia Helsinki 2011 Kylli, P 2011. Berry phenolics: isolation, analysis, identification, and antioxidant properties (dissertation). EKT-series 1502. University of Helsinki. Department of Food and Environmental Sciences. 90+62 pp. ABSTRACT The main objectives in this thesis were to isolate and identify the phenolic compounds in wild (Sorbus aucuparia) and cultivated rowanberries, European cranberries (Vaccinium microcarpon), lingonberries (Vaccinium vitis-idaea), and cloudberries (Rubus chamaemorus), as well as to investigate the antioxidant activity of phenolics occurring in berries in food oxidation models. In addition, the storage stability of cloudberry ellagitannin isolate was studied. In wild and cultivated rowanberries, the main phenolic compounds were chlorogenic acids and neochlorogenic acids with increasing anthocyanin content depending on the crossing partners. -
Acta Sci. Pol., Technol. Aliment. 13(3) 2014, 289-299 I M
M PO RU LO IA N T O N R E U Acta Sci. Pol., Technol. Aliment. 13(3) 2014, 289-299 I M C S ACTA pISSN 1644-0730 eISSN 1889-9594 www.food.actapol.net/ STRUCTURE, OCCURRENCE AND BIOLOGICAL ACTIVITY OF ELLAGITANNINS: A GENERAL REVIEW* Lidia Lipińska1, Elżbieta Klewicka1, Michał Sójka2 1Institute of Fermentation Technology and Microbiology, Lodz University of Technology Wółczańska 171/173, 90-924 Łódź, Poland 2Institute of Chemical Technology of Food, Lodz University of Technology Stefanowskiego 4/10, 90-924 Łódź, Poland ABSTRACT The present paper deals with the structure, occurrence and biological activity of ellagitannins. Ellagitannins belong to the class of hydrolysable tannins, they are esters of hexahydroxydiphenoic acid and monosac- charide (most commonly glucose). Ellagitannins are slowly hydrolysed in the digestive tract, releasing the ellagic acid molecule. Their chemical structure determines physical and chemical properties and biological activity. Ellagitannins occur naturally in some fruits (pomegranate, strawberry, blackberry, raspberry), nuts (walnuts, almonds), and seeds. They form a diverse group of bioactive polyphenols with anti-infl ammatory, anticancer, antioxidant and antimicrobial (antibacterial, antifungal and antiviral) activity. Furthermore, they improve the health of blood vessels. The paper discusses the metabolism and bioavailability of ellagitannins and ellagic acid. Ellagitannins are metabolized in the gastrointestinal tract by intestinal microbiota. They are stable in the stomach and undergo neither hydrolysis to free ellagic acid nor degradation. In turn, ellagic acid can be absorbed in the stomach. This paper shows the role of cancer cell lines in the studies of ellagitannins and ellagic acid metabolism. The biological activity of these compounds is broad and thus the focus is on their antimicrobial, anti-infl ammatory and antitumor properties. -
Colonic Metabolism of Phenolic Compounds: from in Vitro to in Vivo Approaches Juana Mosele
Nom/Logotip de la Universitat on s’ha llegit la tesi Colonic metabolism of phenolic compounds: from in vitro to in vivo approaches Juana Mosele http://hdl.handle.net/10803/378039 ADVERTIMENT. L'accés als continguts d'aquesta tesi doctoral i la seva utilització ha de respectar els drets de la persona autora. Pot ser utilitzada per a consulta o estudi personal, així com en activitats o materials d'investigació i docència en els termes establerts a l'art. 32 del Text Refós de la Llei de Propietat Intel·lectual (RDL 1/1996). Per altres utilitzacions es requereix l'autorització prèvia i expressa de la persona autora. En qualsevol cas, en la utilització dels seus continguts caldrà indicar de forma clara el nom i cognoms de la persona autora i el títol de la tesi doctoral. No s'autoritza la seva reproducció o altres formes d'explotació efectuades amb finalitats de lucre ni la seva comunicació pública des d'un lloc aliè al servei TDX. Tampoc s'autoritza la presentació del seu contingut en una finestra o marc aliè a TDX (framing). Aquesta reserva de drets afecta tant als continguts de la tesi com als seus resums i índexs. ADVERTENCIA. El acceso a los contenidos de esta tesis doctoral y su utilización debe respetar los derechos de la persona autora. Puede ser utilizada para consulta o estudio personal, así como en actividades o materiales de investigación y docencia en los términos establecidos en el art. 32 del Texto Refundido de la Ley de Propiedad Intelectual (RDL 1/1996). Para otros usos se requiere la autorización previa y expresa de la persona autora. -
WO 2018/002916 Al O
(12) INTERNATIONAL APPLICATION PUBLISHED UNDER THE PATENT COOPERATION TREATY (PCT) (19) World Intellectual Property Organization International Bureau (10) International Publication Number (43) International Publication Date WO 2018/002916 Al 04 January 2018 (04.01.2018) W !P O PCT (51) International Patent Classification: (81) Designated States (unless otherwise indicated, for every C08F2/32 (2006.01) C08J 9/00 (2006.01) kind of national protection available): AE, AG, AL, AM, C08G 18/08 (2006.01) AO, AT, AU, AZ, BA, BB, BG, BH, BN, BR, BW, BY, BZ, CA, CH, CL, CN, CO, CR, CU, CZ, DE, DJ, DK, DM, DO, (21) International Application Number: DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, HN, PCT/IL20 17/050706 HR, HU, ID, IL, IN, IR, IS, JO, JP, KE, KG, KH, KN, KP, (22) International Filing Date: KR, KW, KZ, LA, LC, LK, LR, LS, LU, LY, MA, MD, ME, 26 June 2017 (26.06.2017) MG, MK, MN, MW, MX, MY, MZ, NA, NG, NI, NO, NZ, OM, PA, PE, PG, PH, PL, PT, QA, RO, RS, RU, RW, SA, (25) Filing Language: English SC, SD, SE, SG, SK, SL, SM, ST, SV, SY, TH, TJ, TM, TN, (26) Publication Language: English TR, TT, TZ, UA, UG, US, UZ, VC, VN, ZA, ZM, ZW. (30) Priority Data: (84) Designated States (unless otherwise indicated, for every 246468 26 June 2016 (26.06.2016) IL kind of regional protection available): ARIPO (BW, GH, GM, KE, LR, LS, MW, MZ, NA, RW, SD, SL, ST, SZ, TZ, (71) Applicant: TECHNION RESEARCH & DEVEL¬ UG, ZM, ZW), Eurasian (AM, AZ, BY, KG, KZ, RU, TJ, OPMENT FOUNDATION LIMITED [IL/IL]; Senate TM), European (AL, AT, BE, BG, CH, CY, CZ, DE, DK, House, Technion City, 3200004 Haifa (IL). -
Pomegranate As a Potential Alternative of Pain Management: a Review
plants Review Pomegranate as a Potential Alternative of Pain Management: A Review José Antonio Guerrero-Solano 1, Osmar Antonio Jaramillo-Morales 1,* , Claudia Velázquez-González 1, Minarda De la O-Arciniega 1 , Araceli Castañeda-Ovando 2 , Gabriel Betanzos-Cabrera 3 and Mirandeli Bautista 1,* 1 Academic Area of Pharmacy, Institute of Health Sciences, Autonomous University of the State of Hidalgo, Mexico, San Agustin Tlaxiaca, Hidalgo 42160, Mexico; [email protected] (J.A.G.-S.); [email protected] (C.V.-G.); [email protected] (M.D.l.O.-A.) 2 Academic Area of Food Chemistry, Institute of Basic Sciences and Engineering, Autonomous University of the State of Hidalgo, Mexico, Pachuca- Tulancingo km 4.5 Carboneras, Pachuca de Soto, Hidalgo 42184, Mexico; [email protected] 3 Academic Area of Nutrition, Institute of Health Sciences, Autonomous University of the State of Hidalgo, Mexico, San Agustin Tlaxiaca, Hidalgo 42160, Mexico; [email protected] * Correspondence: [email protected] (O.A.J.-M.); [email protected] (M.B.) Received: 2 March 2020; Accepted: 27 March 2020; Published: 30 March 2020 Abstract: The use of complementary medicine has recently increased in an attempt to find effective alternative therapies that reduce the adverse effects of drugs. Punica granatum L. (pomegranate) has been used in traditional medicine for different kinds of pain. This review aims to explore the scientific evidence about the antinociceptive effect of pomegranate. A selection of original scientific articles that accomplished the inclusion criteria was carried out. It was found that different parts of pomegranate showed an antinociceptive effect; this effect can be due mainly by the presence of polyphenols, flavonoids, or fatty acids.