DOCSLIB.ORG

Etude De La Voie De Biosynthèse Des Phlorotannins Chez Les Algues

Total Page：16

File Type：pdf, Size：1020Kb

Download full-text PDF Read full-text
Etude De La Voie De Biosynthèse Des Phlorotannins Chez Les Algues Etude de la voie de biosynthèse des phlorotannins chez les algues brunes, de la caractérisation biochimique d’enzymes recombinantes à l’étude des réponses écophysiologiques Emeline Creis To cite this version: Emeline Creis. Etude de la voie de biosynthèse des phlorotannins chez les algues brunes, de la car- actérisation biochimique d’enzymes recombinantes à l’étude des réponses écophysiologiques. Biologie végétale. Université Pierre et Marie Curie - Paris VI, 2015. Français. NNT : 2015PA066095. tel- 01284701 HAL Id: tel-01284701 https://tel.archives-ouvertes.fr/tel-01284701 Submitted on 8 Mar 2016 HAL is a multi-disciplinary open access L’archive ouverte pluridisciplinaire HAL, est archive for the deposit and dissemination of sci- destinée au dépôt et à la diffusion de documents entific research documents, whether they are pub- scientifiques de niveau recherche, publiés ou non, lished or not. The documents may come from émanant des établissements d’enseignement et de teaching and research institutions in France or recherche français ou étrangers, des laboratoires abroad, or from public or private research centers. publics ou privés. Université Pierre et Marie Curie Ecole Doctorale Complexité du Vivant ED515 Laboratoire de Biologie Intégrative des Modèles Marins Equipe Signalisation et défense chimique chez les macroalgues Spécialité Biologie Marine Etude de la voie de biosynthèse des phlorotannins chez les algues brunes, de la caractérisation biochimique d'enzymes recombinantes à l’étude des réponses écophysiologiques. Présentée par Emeline Creis Thèse de doctorat de Biologie Présentée et soutenue publiquement le 6 mars 2015 Devant le jury composé de : M. Alain Bouchereau Professeur IGEPP INRA (Rennes 1) Rapporteur M. Joël Boustie Professeur Faculté des Sciences (Rennes 1) Rapporteur Mme Geneviève Chiapusio Maître de Conférence Université de Franche- Examinatrice Comté (Montbéliard) M. Weinberger Florian Chercheur GEOMAR (Kiel) Examinateur M. Destombe Christophe Professeur Station Biologique CNRS (Roscoff) Examinateur M. Philippe Potin Directeur de recherche Station Biologique CNRS Directeur de thèse (Roscoff) M. Erwan Ar Gall Maître de Conférence LEMAR IUEM UBO(Brest) Co-Directeur de thèse Je dédie cette thèse à ma famille qui a toujours su me soutenir à tous moments, et en particulier à mon Grand-Père qui m’aura communiqué cette envie de découvrir la Nature et qui m’aura inculqué l’importance de toujours aller jusqu’au bout des choses entreprises. Je tiens tout d’abord à remercier la Station Biologique de Roscoff, son directeur Bernard Kloareg de m’avoir permis de réaliser cette thèse dans d’aussi bonnes conditions. Je tiens également à remercier la Région Bretagne pour le financement de cette thèse, le projet Phlorotan’ING soutenu par le GIS Europôle Mer ainsi que le projet Idealg. Merci également à l’UBO d’avoir financé la prolongation de cette thèse. Merci aux rapporteurs et examinateurs d’avoir accordé de leur temps pour juger ce travail et pour leur participation à ce jury. Merci au Gdr Biochimar, au Gdr Médiatec et à l’association des Jeunes Chercheurs en Ecologie Chimique de m’avoir fait découvrir une communauté de scientifiques aussi passionnés les uns que les autres. Merci à Catherine Boyen et Mirjam Czjzek directrices de l’unité 8227 pour votre travail et votre soutien qui nous permettent de travailler dans de très bonnes conditions. Un grand merci également à tous les membres de l’Equipe Signalisation et Défense Chimique chez les Macroalgues, Gaëlle, Céline, Léa, JB, merci Catherine pour ton soutien et ton dynamisme, merci Ludo mon pti chef sans toi cette thèse ne serait pas ce qu’elle est aujourd’hui, merci pour tout ce que tu as pu m’enseigner depuis maintenant plus de 4 ans, de ta disponibilité et de ton écoute. L’un n’allant pas sans l’autre, merci également à toi Laurence pour toute ton aide apportée pendant le master et le début de cette thèse ainsi qu’après ton départ. Philippe, comment te remercier à ta juste valeur, merci de m’avoir offert cette opportunité d’effectuer cette thèse avec toi, j’ai beaucoup de respect pour le scientifique passionné que tu es mais également pour l’homme qui sais rester juste, ouvert et à l’écoute des autres. Tu m’as permis de rencontrer Florian mais aussi Raj, des gens qui comme toi partagent ces mêmes valeurs morales et scientifiques. Erwan, notre histoire à commencé il y a un bout de temps maintenant (7 ans), c’est toi qui m’aura donné le virus « Algue » et je t’en remercie ! Merci pour ton écoute et ton soutien tout au long de cette thèse. Merci à toutes les personnes ayant séjournées plus ou moins longtemps au bureau 351, les actuelles Maria et Amandine, merci pour votre soutien lors des derniers moments de l’écriture. Plus largement et pour n’oublier personne, merci à tous les membres de l’UMR 8227 pour ces 4 années et ces bons moments passés en votre compagnie. Mon petit scarabé et oui je t’avais promis une place dans ces remerciements, alors merci pour ta bonne humeur ton accent brezhoneg qui en fait palir plus d’un, tu fais partie de ces rares personnes qui ont toujours la patate quel est donc ton secret ? Reste comme tu es, unique en ton genre ! Alexandra et Sophie, merci à toutes les deux pour tout ce que vous m’apportez pour votre bienvaillance, vos conseils, j’ai rencontré ici bien plus que des collègues merci pour tout ! Monique, un grand merci pour ta présence réconfortante toujours de bon conseil, calme, rationelle (enfin ça dépend ;)) merci d’être là. Comment vous dissocier tous les 4, Rémy, Kévin, Héloïse et Camille, les inséparables merci à tous les quatres, je pense que vous savez que les bretons ne donnent leur amitié qu’une seule fois, ça c’est fait, j’espère que l’avenir nous permettra de nous voir encore et encore dans les quatre coins du monde ! Ma petite Alexia, c’est ton tour, merci poulette pour tous ces bons moments passés avec toi j’ai hâte d’entendre le récit de tes aventures de l’autre côté de l’Atlantique ! Merci Adrien, Anaïs, Aurélie, Vanessa, Julien, Charlotte, Benoît, Perrine, Alice pour votre amitié. Je souhaite particulièrement remercier toute ma famille qui m’a toujours soutenue et qui est présente en toute circonstance, merci pour tous ces bonheurs que vous m’apportez. Le meilleur pour la fin, Steve, « merci » n’est pas un mot assez fort pour te remercier, tu auras réussi à me donner l’énergie nécessaire pour écrire cette thèse, ton enthousiasme, ton envie de toujours faire au mieux, me donnent chaque jour l’envie d’aller toujours plus loin Une thèse, bien plus qu’un diplôme c’est le temps privilégié pour passer de la vie d’étudiant à la vie d’adulte, dans un cadre comme Roscoff en passant par Kiel puis Truro, cette aventure aura certainement été pour moi la plus enrichissante autant professionnellement que personnellement, Merci à toutes et à tous ! Sommaire Introduction Générale ............................................................................................................................................ 1 I. De l’endosymbiose primaire, à l’émergence des macroalgues brunes ...................................................... 1 Phylogénie et classification des algues ................................................................................................................. 1 Les algues marines pluricellulaires: ...................................................................................................................... 3 Les macroalgues brunes dans l’Evolution: ............................................................................................................ 5 II. Les macroalgues brunes : une richesse de composés originaux ................................................................ 6 Des métabolismes originaux:................................................................................................................................ 6 Les polysaccharides :........................................................................................................................................ 6 Le mannitol ...................................................................................................................................................... 6 Le métabolisme halogéné : .............................................................................................................................. 7 Les phlorotannins : composés phénoliques des macroalgues brunes ................................................................. 7 Structures chimiques ................................................................................................................................ 7 Localisation cellulaire ............................................................................................................................... 9 Fonctions ................................................................................................................................................ 11 III. Connaissances acquises sur la synthèse des composés phénoliques: ...................................................... 17 Chez les plantes terrestres : Les flavonoïdes ...................................................................................................... 19 Chez les angiospermes et algues vertes : Les tannins hydrolysables ................................................................. 25 Chez les algues brunes : Les phlorotannins ........................................................................................................ 26 IV. Contexte et objectifs du
Load more

Recommended publications
  • The Halogenated Metabolism of Brown Algae
    The Halogenated Metabolism of Brown Algae (Phaeophyta), Its Biological Importance and Its Environmental Significance Stéphane La Barre, Philippe Potin, Catherine Leblanc, Ludovic Delage To cite this version: Stéphane La Barre, Philippe Potin, Catherine Leblanc, Ludovic Delage. The Halogenated Metabolism of Brown Algae (Phaeophyta), Its Biological Importance and Its Environmental Significance. Marine drugs, MDPI, 2010, 8, pp.988. hal-00987044 HAL Id: hal-00987044 https://hal.archives-ouvertes.fr/hal-00987044 Submitted on 5 May 2014 HAL is a multi-disciplinary open access L’archive ouverte pluridisciplinaire HAL, est archive for the deposit and dissemination of sci- destinée au dépôt et à la diffusion de documents entific research documents, whether they are pub- scientifiques de niveau recherche, publiés ou non, lished or not. The documents may come from émanant des établissements d’enseignement et de teaching and research institutions in France or recherche français ou étrangers, des laboratoires abroad, or from public or private research centers. publics ou privés. Mar. Drugs 2010, 8, 988-1010; doi:10.3390/md8040988 OPEN ACCESS Marine Drugs ISSN 1660-3397 www.mdpi.com/journal/marinedrugs Review The Halogenated Metabolism of Brown Algae (Phaeophyta), Its Biological Importance and Its Environmental Significance Stéphane La Barre 1,2,*, Philippe Potin 1,2, Catherine Leblanc 1,2 and Ludovic Delage 1,2 1 Université Pierre et Marie Curie-Paris 6, UMR 7139 Végétaux marins et Biomolécules, Station Biologique F-29682, Roscoff, France; E-Mails: [email protected] (P.P.); [email protected] (C.L.); [email protected] (L.D.) 2 CNRS, UMR 7139 Végétaux marins et Biomolécules, Station Biologique F-29682, Roscoff, France * Author to whom correspondence should be addressed; E-Mail: [email protected]; Tel.: +33-298-292-361; Fax: +33-298-292-385.
    [Show full text]
  • Mutton, Robbie John
    UHI Thesis - pdf download summary The Bioactivity and Natural Products of Scottish Seaweeds Mutton, Robbie John DOCTOR OF PHILOSOPHY (AWARDED BY OU/ABERDEEN) Award date: 2012 Awarding institution: The University of Edinburgh Link URL to thesis in UHI Research Database General rights and useage policy Copyright,IP and moral rights for the publications made accessible in the UHI Research Database are retained by the author, users must recognise and abide by the legal requirements associated with these rights. This copy has been supplied on the understanding that it is copyright material and that no quotation from the thesis may be published without proper acknowledgement, or without prior permission from the author. Users may download and print one copy of any thesis from the UHI Research Database for the not-for-profit purpose of private study or research on the condition that: 1) The full text is not changed in any way 2) If citing, a bibliographic link is made to the metadata record on the the UHI Research Database 3) You may not further distribute the material or use it for any profit-making activity or commercial gain 4) You may freely distribute the URL identifying the publication in the UHI Research Database Take down policy If you believe that any data within this document represents a breach of copyright, confidence or data protection please contact us at [email protected] providing details; we will remove access to the work immediately and investigate your claim. Download date: 02. Oct. 2021 ‘The Bioactivity and Natural Products of Scottish Seaweeds’ © A thesis presented for the degree of Doctor of Philosophy (Ph.D) at the University of Aberdeen Robbie John Mutton B.Sc.
    [Show full text]
  • Effects of Phlorotannins on Organisms: Focus on the Safety, Toxicity, and Availability of Phlorotannins
    foods Review Effects of Phlorotannins on Organisms: Focus on the Safety, Toxicity, and Availability of Phlorotannins Bertoka Fajar Surya Perwira Negara 1,2, Jae Hak Sohn 1,3, Jin-Soo Kim 4,* and Jae-Suk Choi 1,3,* 1 Seafood Research Center, IACF, Silla University, 606, Advanced Seafood Processing Complex, Wonyang-ro, Amnam-dong, Seo-gu, Busan 49277, Korea; [email protected] (B.F.S.P.N.); [email protected] (J.H.S.) 2 Department of Marine Science, University of Bengkulu, Jl. W.R Soepratman, Bengkulu 38371, Indonesia 3 Department of Food Biotechnology, College of Medical and Life Sciences, Silla University, 140, Baegyang-daero 700beon-gil, Sasang-gu, Busan 46958, Korea 4 Department of Seafood and Aquaculture Science, Gyeongsang National University, 38 Cheondaegukchi-gil, Tongyeong-si, Gyeongsangnam-do 53064, Korea * Correspondence: [email protected] (J.-S.K.); [email protected] (J.-S.C.); Tel.: +82-557-729-146 (J.-S.K.); +82-512-487-789 (J.-S.C.) Abstract: Phlorotannins are polyphenolic compounds produced via polymerization of phloroglucinol, and these compounds have varying molecular weights (up to 650 kDa). Brown seaweeds are rich in phlorotannins compounds possessing various biological activities, including algicidal, antioxidant, anti-inflammatory, antidiabetic, and anticancer activities. Many review papers on the chemical characterization and quantification of phlorotannins and their functionality have been published to date. However, although studies on the safety and toxicity of these phlorotannins have been conducted, there have been no articles reviewing this topic. In this review, the safety and toxicity of phlorotannins in different organisms are discussed. Online databases (Science Direct, PubMed, MEDLINE, and Web of Science) were searched, yielding 106 results.
    [Show full text]
  • Physiological Functions of Phlorotannins
    REVIEW COMMUNICATIONS PLANT SCIENSE Physiological functions of phlorotannins Valeriya Lemesheva1 and Elena Tarakhovskaya1,2 1Department of Plant Physiology and Biochemistry, Faculty of Biology, Saint Petersburg State University, Universitetskaya nab. 7–9, Saint Petersburg, 199034, Russian Federation; 2Russian Academy of Sciences Library, Birzhevaia Liniia 1, Saint Petersburg, 199034, Russian Federation Address correspondence and requests for materials to Elena Tarakhovskaya, [email protected] Abstract Phlorotannins are the most abundant group of metabolites specific for brown algae. These substances contribute both to the primary and secondary metab- olism of the algal cells and have practical relevance as biologically active com- pounds. The list of their presumable physiological functions is still not exhaus- tive and includes wound healing, chelation of heavy metal ions, bioadhesion, contribution to the processes of algal early embryogenesis and sporogenesis, etc. Similar to higher plant phenolics, phlorotannins also have antioxidant prop- erties, provide chemical defense against herbivores and contribute to cell wall rigidification. The complex and diverse composition of natural phlorotannins hampers investigation of their physiological roles and leads to inconsistencies in the obtained data. Further study of the correlation between the structure of these substances and their functions is needed to take a new look at known in- formation, thus providing better performance in the fields of both fundamental algal physiology and applied phycology. Keywords: phlorotannins, brown algae, phenolic compounds, cell wall, phy- sodes, algal exudates, bioadhesion, antifouling compounds General description of phlorotannins Citation: Citation: Lemesheva, V. and Phlorotannins (phaeophycean tannins) represent a specific group of secondary Tarakhovskaya, E. 2018. Physiological metabolites of brown algae. These compounds have been known since the 1960s.
    [Show full text]
  • Fucaceae: a Source of Bioactive Phlorotannins
    International Journal of Molecular Sciences Review Fucaceae: A Source of Bioactive Phlorotannins Marcelo D. Catarino, Artur M. S. Silva and Susana M. Cardoso * Department of Chemistry & Organic Chemistry, Natural Products and Food Stuffs Research Unit (QOPNA), University of Aveiro, Aveiro 3810-193, Portugal; [email protected] (M.D.C.); [email protected] (A.M.S.S.) * Correspondence: [email protected]; Tel.: +351-234-370-360; Fax: +351-234-370-084 Received: 29 April 2017; Accepted: 15 June 2017; Published: 21 June 2017 Abstract: Fucaceae is the most dominant algae family along the intertidal areas of the Northern Hemisphere shorelines, being part of human customs for centuries with applications as a food source either for humans or animals, in agriculture and as remedies in folk medicine. These macroalgae are endowed with several phytochemicals of great industrial interest from which phlorotannins, a class of marine-exclusive polyphenols, have gathered much attention during the last few years due to their numerous possible therapeutic properties. These compounds are very abundant in brown seaweeds such as Fucaceae and have been demonstrated to possess numerous health-promoting properties, including antioxidant effects through scavenging of reactive oxygen species (ROS) or enhancement of intracellular antioxidant defenses, antidiabetic properties through their acarbose-like activity, stimulation of adipocytes glucose uptake and protection of β-pancreatic cells against high-glucose oxidative stress; anti-inflammatory effects through inhibition of several pro-inflammatory mediators; antitumor properties by activation of apoptosis on cancerous cells and metastasis inhibition, among others. These multiple health properties render phlorotannins great potential for application in numerous therapeutical approaches.
    [Show full text]
  • Extraction, Enrichment, and LC-Msn-Based Characterization of Phlorotannins and Related Phenolics from the Brown Seaweed, Ascophyllum Nodosum
    marine drugs Article Extraction, Enrichment, and LC-MSn-Based Characterization of Phlorotannins and Related Phenolics from the Brown Seaweed, Ascophyllum nodosum J. William Allwood 1 , Huw Evans 2, Ceri Austin 1 and Gordon J. McDougall 1,* 1 Plant Biochemistry and Food Quality Group, Environmental and Biochemical Sciences Department, The James Hutton Institute, Dundee DD2 5DA, UK; [email protected] (J.W.A.); [email protected] (C.A.) 2 Byotrol Ltd., Thornton Science Park, Chester CH2 4NU, UK; [email protected] * Correspondence: [email protected]; Tel.: +44-1382-568782 Received: 30 July 2020; Accepted: 24 August 2020; Published: 27 August 2020 Abstract: Phenolic components from the edible brown seaweed, Ascophyllum nodosum, have been associated with considerable antioxidant activity but also bioactivities related to human health. This study aims to select and identify the main phlorotannin components from this seaweed which have been previously associated with potential health benefits. Methods to enrich phenolic components then further select phlorotannin components from ethanolic extracts of Ascophyllum nodosum were applied. The composition and phenolic diversity of these extracts were defined using data dependent liquid chromatography mass spectroscopic (LC-MSn) techniques. A series of phlorotannin oligomers with apparent degree of polymerization (DP) from 10 to 31 were enriched by solid phase extraction and could be selected by fractionation on Sephadex LH-20. Evidence was also obtained for the presence of dibenzodioxin linked phlorotannins as well as sulphated phlorotannins and phenolic acids. As well as diversity in molecular size, there was evidence for potential isomers at each DP. MS2 fragmentation analyses strongly suggested that the phlorotannins contained ether linked phloroglucinol units and were most likely fucophlorethols and MS3 data suggested that the isomers may result from branching within the chain.
    [Show full text]
  • Effect of Simulated Gastrointestinal Digestion and Fermentation on Polyphenolic Content and Bioactivity of Brown Seaweed Phlorotannin-Rich Extracts
    1 Effect of simulated gastrointestinal digestion and fermentation on polyphenolic content and bioactivity of brown seaweed phlorotannin-rich extracts. Giulia Corona1,2,*, Maria Magdalena Coman2,3, Yuxuan Guo2, Sarah Hotchkiss4, Chris Gill5, Parveen Yaqoob2, Jeremy P.E. Spencer2 and Ian Rowland2 1Health Sciences Research Centre, University of Roehampton, London SW15 4JD, UK 2Department of Food and Nutritional Sciences, University of Reading, Reading, RG6 6AP, UK 3School of Biosciences and Veterinary Medicine, University of Camerino, Camerino (MC), Italy 4CyberColloids Ltd. Carrigaline Industrial Estate, Carrigaline, County Cork, Ireland 5Northern Ireland Centre for Food & Health, University of Ulster, Coleraine, BT52 1AA *Corresponding author: Dr. Giulia Corona, Health Science Research Centre, Life Sciences Department, Whitelands College, University of Roehampton, Holybourne Avenue, London, SW15 4JD . e-mail: [email protected] Tel: +44 (0)20 8392 3622, fax +44 –(0)208392 3610, List of abbreviations: CF, colonic fermentation; GID, gastrointestinal digestion; HMW, high molecular weight; LMW, low molecular weight; ND, non-digested; SPE, seaweed polyphenol extract; TP, total polyphenol; Keywords: Digestion, Fermentation, Polyphenols, Phlorotannins, Seaweeds, 2 Abstract Scope: Unlike other classes of polyphenols, there is a lack of knowledge regarding brown seaweed phlorotannins and their bioactivity. We investigated the impact of in vitro gastrointestinal digestion and colonic fermentation on the bioactivity of a seaweed phlorotannin extract from Ascophyllum nodosum and its high molecular weight (HMW) and low molecular weight (LMW) fractions. Methods and Results: The highest phlorotannin and total polyphenol (TP) concentration was observed in the HMW fraction. Antioxidant capacity broadly followed phlorotannin and TP levels, with HMW having the highest activity. Both gastrointestinal digestion (GID) and colonic fermentation (CF) significantly affected phlorotannin and TP levels, and antioxidant capacity of the extract and fractions.
    [Show full text]
  • Effect of Simulated Gastrointestinal Digestion and Fermentation on Polyphenolic
    View metadata, citation and similar papers at core.ac.uk brought to you by CORE provided by Ulster University's Research Portal 1 Effect of simulated gastrointestinal digestion and fermentation on polyphenolic content and bioactivity of brown seaweed phlorotannin-rich extracts. Giulia Corona1,2,*, Maria Magdalena Coman2,3, Yuxuan Guo2, Sarah Hotchkiss4, Chris Gill5, Parveen Yaqoob2, Jeremy P.E. Spencer2 and Ian Rowland2 1Health Sciences Research Centre, University of Roehampton, London SW15 4JD, UK 2Department of Food and Nutritional Sciences, University of Reading, Reading, RG6 6AP, UK 3School of Biosciences and Veterinary Medicine, University of Camerino, Camerino (MC), Italy 4CyberColloids Ltd. Carrigaline Industrial Estate, Carrigaline, County Cork, Ireland 5Northern Ireland Centre for Food & Health, University of Ulster, Coleraine, BT52 1AA *Corresponding author: Dr. Giulia Corona, Health Science Research Centre, Life Sciences Department, Whitelands College, University of Roehampton, Holybourne Avenue, London, SW15 4JD . e-mail: [email protected] Tel: +44 (0)20 8392 3622, fax +44 –(0)208392 3610, List of abbreviations: CF, colonic fermentation; GID, gastrointestinal digestion; HMW, high molecular weight; LMW, low molecular weight; ND, non-digested; SPE, seaweed polyphenol extract; TP, total polyphenol; Keywords: Digestion, Fermentation, Polyphenols, Phlorotannins, Seaweeds, 2 Abstract Scope: Unlike other classes of polyphenols, there is a lack of knowledge regarding brown seaweed phlorotannins and their bioactivity. We investigated the impact of in vitro gastrointestinal digestion and colonic fermentation on the bioactivity of a seaweed phlorotannin extract from Ascophyllum nodosum and its high molecular weight (HMW) and low molecular weight (LMW) fractions. Methods and Results: The highest phlorotannin and total polyphenol (TP) concentration was observed in the HMW fraction.
    [Show full text]
  • Gastrointestinal Modifications and Bioavailability of Brown Seaweed Phlorotannins and 2 Effects on Inflammatory Markers
    1 Gastrointestinal modifications and bioavailability of brown seaweed phlorotannins and 2 effects on inflammatory markers. 3 4 Giulia Corona1,2*, Yang Ji2, Prapaporn Anegboonlap2, Sarah Hotchkiss3, Chris Gill4, Parveen 5 Yaqoob2, Jeremy P.E. Spencer2 and Ian Rowland2. 6 7 8 1Health Sciences Research Centre, University of Roehampton, London SW15 4JD, UK. 9 2Department of Food and Nutritional Sciences, University of Reading, Reading RG6 6AP, UK, 10 3CyberColloids Ltd., Carrigaline Industrial Estate, Carrigaline, County Cork, Ireland 11 4Northern Ireland Centre for Food & Health, University of Ulster, Coleraine, BT52 1AA 12 13 14 *Correspondence to: Dr Giulia Corona, Health Science Research centre, Life Sciences 15 Department, Whitelands College, University of Roehampton, Holybourne Avenue, London, 16 SW15 4JD 17 Tel: +44 (0)20 8392 3622, fax +44 –(0)208392 3610, email [email protected] 18 19 Short title: The bioavailability of seaweed phlorotannins 20 21 Keywords: Polyphenols, phlorotannins, brown seaweed, bioavailability, metabolism, human 22 23 24 1 25 Abstract: 26 Brown seaweeds such as Ascophyllum nodosum are a rich source of phlorotannins (oligomers 27 and polymers of phloroglucinol units), a class of polyphenols that are unique to Phaeophyceae. 28 At present there is no information on the bioavailability of seaweed polyphenols and limited 29 evidence on their bioactivity in vivo. Consequently we investigated the gastrointestinal 30 modifications in vitro of seaweed phlorotannins from Ascophyllum nodosum and their 31 bioavailability and effect on inflammatory markers in healthy participants. In vitro, some 32 phlorotannin oligomers were identified after digestion and colonic fermentation. In addition 7 33 metabolites corresponding to in vitro absorbed metabolites were identified.
    [Show full text]
  • The Quest for Phenolic Compounds from Macroalgae: a Review of Extraction and Identification Methodologies
    biomolecules Review The Quest for Phenolic Compounds from Macroalgae: A Review of Extraction and Identification Methodologies 1, , 2, 1 3 Sónia A. O. Santos * y , Rafael Félix y , Adriana C. S. Pais ,Sílvia M. Rocha and Armando J. D. Silvestre 1 1 CICECO—Aveiro Institute of Materials, Department of Chemistry, University of Aveiro, 3810-193 Aveiro, Portugal; [email protected] (A.C.S.P.); [email protected] (A.J.D.S.) 2 On Leave MARE—Marine and Environmental Sciences Centre, ESTM, Instituto Politécnico de Leiria, 2520-620 Peniche, Portugal; [email protected] 3 QOPNA/LAQV-REQUIMTE, Department of Chemistry, University of Aveiro, 3810-193 Aveiro, Portugal; [email protected] * Correspondence: [email protected]; Tel.: +351-234-370-084 These authors contributed equally for this work. y Received: 19 September 2019; Accepted: 25 November 2019; Published: 9 December 2019 Abstract: The current interest of the scientific community for the exploitation of high-value compounds from macroalgae is related to the increasing knowledge of their biological activities and health benefits. Macroalgae phenolic compounds, particularly phlorotannins, have gained particular attention due to their specific bioactivities, including antioxidant, antiproliferative, or antidiabetic. Notwithstanding, the characterization of macroalgae phenolic compounds is a multi-step task, with high challenges associated with their isolation and characterization, due to the highly complex and polysaccharide-rich matrix of macroalgae. Therefore, this fraction is far from being fully explored. In fact, a critical revision of the extraction and characterization methodologies already used in the analysis of phenolic compounds from macroalgae is lacking in the literature, and it is of uttermost importance to compile validated methodologies and discourage misleading practices.
    [Show full text]
  • Multimodal Actions of Brown Seaweed (Ochrophyta)
    Mariana Nunes Barbosa MULTIMODAL ACTIONS OF BROWN SEAWEED (OCHROPHYTA) BIOACTIVE COMPOUNDS IN INFLAMMATION AND ALLERGY NETWORK Thesis for Doctor Degree in Pharmaceutical Sciences Phytochemistry and Pharmacognosy Specialty Work performed under the supervision of Professor Doctor Paula Cristina Branquinho de Andrade and co-supervision of Professor Doctor Patrícia Carla Ribeiro Valentão May 2018 Study nature, love nature, stay close to nature. It will never fail you. – Frank Lloyd Wright To my beloved family and my dear friends Work financially supported through the attribution of a Doctoral Grant (SFRH/BD/95861/2013) by the Fundação para a Ciência e a Tecnologia (FCT) under the framework of POPH – QREN – Type 4.1 – Advanced Training, funded by the Fundo Social Europeu (FSE) and by National funds of Ministério da Educação e Ciência (MEC), and by Programa de Cooperación Interreg V-A España–Portugal (POCTEP) 2014–2020 (project 0377_IBERPHENOL_6_E). VII IT IS AUTHORIZED THE REPRODUCTION OF THIS THESIS ONLY FOR RESEARCH PURPOSES, UNDER THE WRITTEN STATEMENT OF THE INTERESTED PARTY, COMMITTING ITSELF TO DO IT. VIII PUBLICATIONS PUBLICATIONS The data contained in the following works make part of this thesis. PUBLICATIONS IN INTERNATIONAL PEER-REVIEWED JOURNALS INDEXED AT THE JOURNAL CITATION REPORTS (JCR) OF THE ISI WEB OF KNOWLEDGE: 1. Barbosa M, Valentão P, Andrade PB. Bioactive compounds from macroalgae in the new millennium: Implications for neurodegenerative diseases. Mar Drugs. 2014 Sep; 12 (9): 4934–4972. 2. Barbosa M, Collado-González J, Andrade PB, Ferreres F, Valentão P, Galano JM, Durand T, Gil-Izquierdo Á. Nonenzymatic α-linolenic acid derivatives from the sea: Macroalgae as novel sources of phytoprostanes.
    [Show full text]
  • Isolation Ofa
    Notes Bull. Korean Chem. Soc. 2007, Vol. 28, No. 9 1595 Isolation of a New Phlorotannin, Fucodiphlorethol G, from a Brown Alga Ecklonia cava Young Min Ham, Jong Seok Baik, Jin Won Hyun,' and Nam Ho Lee* Department of Chemistry and Research Institute of Basic Sciences, Cheju National University, Jeju 690-756, Korea E-mail: [email protected] 'Department of Biochemistry, College of Medicine, Cheju National University, Jeju 690-756, Korea Received March 30, 2007 Key Words : Phlorotannin, Fucodiphlorethol G, Seaweed, Ecklonia cava Ecklonia cava is a brown alga (Alariaceae), widely doublet at 3H 6.04 (2H, H-2" and H-6") in 3 was converted to distributed offshore in Jeju Island. In search of anti-oxidative a doublet at 3H 6.03 (1H, H-6") in 1. The proton signal and anti-tyrosinase components from natural products in corresponding to H-2'' in 3 was disappeared. In addition, Jeju, we have been working on E. cava.1 During the four carbon signals from symmetric C ring in 3 was changed phytochemical study on the methanol extract of E. cava, a to six carbon signals in 1, indicating the loss of ring sym­ new phlorotannin-type compound 1, which we named metry. Therefore, it was clear that additional phloroglucinol fucodiphlorethol G, was isolated. Phlorotannins are oligo­ unit is attached to in C ring at C-2'' (or C-6'') position in 3. meric compounds using phloroglucinol (1,3,5-trihydroxy- The attachment of additional phlorotannin unit could be benzene) as a basic unit. Some phlorotannins have been made through either direct carbon-carbon or carbon-oxygen identified as the bioactive components in Ecklonia species connections.
    [Show full text]