DOCSLIB.ORG

Bacterial Hosts for Production of Bioactive Phenolics from Berry Fruits

Total Page：16

File Type：pdf, Size：1020Kb

Download full-text PDF Read full-text
Bacterial Hosts for Production of Bioactive Phenolics from Berry Fruits VU Research Portal BacHBerry Dudnik, Alexey; Almeida, A. Filipa; Andrade, Ricardo; Avila, Barbara; Bañados, Pilar; Barbay, Diane; Bassard, Jean Etienne; Benkoulouche, Mounir; Bott, Michael; Braga, Adelaide; Breitel, Dario; Brennan, Rex; Bulteau, Laurent; Chanforan, Celine; Costa, Inês; Costa, Rafael S.; Doostmohammadi, Mahdi; Faria, Nuno; Feng, Chengyong; Fernandes, Armando published in Phytochemistry Reviews 2018 DOI (link to publisher) 10.1007/s11101-017-9532-2 document version Publisher's PDF, also known as Version of record document license Article 25fa Dutch Copyright Act Link to publication in VU Research Portal citation for published version (APA) Dudnik, A., Almeida, A. F., Andrade, R., Avila, B., Bañados, P., Barbay, D., Bassard, J. E., Benkoulouche, M., Bott, M., Braga, A., Breitel, D., Brennan, R., Bulteau, L., Chanforan, C., Costa, I., Costa, R. S., Doostmohammadi, M., Faria, N., Feng, C., ... Forster, J. (2018). BacHBerry: BACterial Hosts for production of Bioactive phenolics from bERRY fruits. Phytochemistry Reviews, 17(2), 291-326. https://doi.org/10.1007/s11101-017-9532-2 General rights Copyright and moral rights for the publications made accessible in the public portal are retained by the authors and/or other copyright owners and it is a condition of accessing publications that users recognise and abide by the legal requirements associated with these rights. • Users may download and print one copy of any publication from the public portal for the purpose of private study or research. • You may not further distribute the material or use it for any profit-making activity or commercial gain • You may freely distribute the URL identifying the publication in the public portal ? Take down policy If you believe that this document breaches copyright please contact us providing details, and we will remove access to the work immediately and investigate your claim. E-mail address: [email protected] Download date: 04. Oct. 2021 Phytochem Rev (2018) 17:291–326 https://doi.org/10.1007/s11101-017-9532-2 BacHBerry: BACterial Hosts for production of Bioactive phenolics from bERRY fruits Alexey Dudnik . A. Filipa Almeida . Ricardo Andrade . Barbara Avila . Pilar Ban˜ados . Diane Barbay . Jean-Etienne Bassard . Mounir Benkoulouche . Michael Bott . Adelaide Braga . Dario Breitel . Rex Brennan . Laurent Bulteau . Celine Chanforan . Ineˆs Costa . Rafael S. Costa . Mahdi Doostmohammadi . Nuno Faria . Chengyong Feng . Armando Fernandes . Patricia Ferreira . Roberto Ferro . Alexandre Foito . Sabine Freitag . Gonc¸alo Garcia . Paula Gaspar . Joana Godinho-Pereira . Bjo¨rn Hamberger . Andra´s Hartmann . Harald Heider . Carolina Jardim . Alice Julien-Laferriere . Nicolai Kallscheuer . Wolfgang Kerbe . Oscar P. Kuipers . Shanshan Li . Nicola Love . Alberto Marchetti-Spaccamela . Jan Marienhagen . Cathie Martin . Arnaud Mary . Vincent Mazurek . Camillo Meinhart . David Me´ndez Sevillano . Regina Menezes . Michael Naesby . Morten H. H. Nørholm . Finn T. Okkels . Joana Oliveira . Marcel Ottens . Delphine Parrot . Lei Pei . Isabel Rocha . Rita Rosado-Ramos . Caroline Rousseau . Marie-France Sagot . Claudia Nunes dos Santos . Markus Schmidt . Tatiana Shelenga . Louise Shepherd . Ana Rita Silva . Marcelo Henriques da Silva . Olivier Simon . Steen Gustav Stahlhut . Ana Solopova . Artem Sorokin . Derek Stewart . Leen Stougie . Shang Su . Vera Thole . Olga Tikhonova . Martin Trick . Philippe Vain . Andre´ Verı´ssimo . Ana Vila-Santa . Susana Vinga . Michael Vogt . Liangsheng Wang . Lijin Wang . Wei Wei . Sandra Youssef . Ana Rute Neves . Jochen Forster Received: 6 December 2016 / Accepted: 29 August 2017 / Published online: 8 September 2017 Ó Springer Science+Business Media B.V. 2017 Abstract BACterial Hosts for production of Bioac- This article is written by the BacHBerry consortium (www. tive phenolics from bERRY fruits (BacHBerry) was a bachberry.eu) and represents the collective effort of all par- 3-year project funded by the Seventh Framework ticipating institutions. The authors are therefore listed in Programme (FP7) of the European Union that ran alphabetical order. between November 2013 and October 2016. The overall aim of the project was to establish a sustainable Electronic supplementary material The online version of this article (doi:10.1007/s11101-017-9532-2) contains supple- and economically-feasible strategy for the production mentary material, which is available to authorized users. A. Dudnik (&) Á R. Ferro Á P. Gaspar Á R. Andrade Á L. Bulteau Á A. Julien-Laferriere Á M. H. H. Nørholm Á S. G. Stahlhut Á J. Forster A. Marchetti-Spaccamela Á A. Mary Á The Novo Nordisk Foundation Center for D. Parrot Á M.-F. Sagot Á L. Stougie Biosustainability, Technical University of Denmark, Institut National de Recherche en Informatique et Kemitorvet, Building 220, 2800 Kgs., Lyngby, Denmark Automatique, 43 Boulevard du 11 Novembre 1918, e-mail: [email protected] 69622 Villeurbanne Cedex, France 123 292 Phytochem Rev (2018) 17:291–326 of novel high-value phenolic compounds isolated from C30H p-coumaroyl shikimate/quinate 30- berry fruits using bacterial platforms. The project hydroxylase aimed at covering all stages of the discovery and pre- C4H Cinnamate 4-hydroxylase commercialization process, including berry collec- CBD Convention on biological diversity tion, screening and characterization of their bioactive CaN Calcineurin components, identification and functional characteri- CDRE Calcineurin-dependent responsive element zation of the corresponding biosynthetic pathways, CHI Chalcone isomerase and construction of Gram-positive bacterial cell CHR Chalcone reductase factories producing phenolic compounds. Further CHS Chalcone synthase activities included optimization of polyphenol extrac- CPR Cytochrome-P450 reductase tion methods from bacterial cultures, scale-up of CVs Column volumes production by fermentation up to pilot scale, as well as CYP Cytochromes P450 societal and economic analyses of the processes. This DFR Dihydroflavonol 4-reductase review article summarizes some of the key findings F3H Flavanone 3-hydroxylase obtained throughout the duration of the project. F30H Flavonoid 30-hydroxylase F3050H Flavonoid 30-50-hydroxylase Keywords Berries Á Bioprospecting Á Microbial cell FLS Flavonol synthase factories Á Polyphenols Á Sustainable production FNS Flavone synthase FP7 European Commission’s the Seventh Abbreviations Framework programme 4CL 4-coumaryl-CoA ligase GFP Green fluorescent protein AD Alzheimer’s disease GRAS Generally regarded as safe ANS Anthocyanidin synthase HCT Hydroxycinnamoyl-CoA shikimate/quinate ALS Amyotrophic lateral sclerosis; hydroxycinnamoyltransferase anthocyanidin synthase HD Huntington’s disease ANR Anthocyanidin reductase HPLC High-performance liquid chromatography LAR Leucoanthocyanidin reductase C. Chanforan Á V. Mazurek Á F. T. Okkels Á O. Simon B. Avila P. Ban˜ados Á Chr. Hansen Natural Colors A/S, Agern Alle 24, Facultad De Agronomı´a e Ingenierı´a Forestal, Pontificia 2970 Hørsholm, Denmark Universidad Cato´lica de Chile, Av. Vicun˜a Mackenna Ote, 4860 Macul, Chile R. S. Costa Á M. Doostmohammadi Á A. Fernandes Á A. Hartmann Á A. Verı´ssimo Á A. Vila-Santa Á S. Vinga D. Barbay M. Benkoulouche H. Heider Á Á Á IDMEC, Instituto Superior Te´cnico, Universidade de M. Naesby C. Rousseau Á Lisboa, Av. Rovisco Pais 1, 1049-001 Lisbon, Portugal Evolva, Duggingerstrasse 23, 4053 Reinach, Switzerland R. Brennan Á A. Foito Á S. Freitag Á L. Shepherd Á J.-E. Bassard B. Hamberger Á D. Stewart Department of Plant and Environmental Science, The James Hutton Institute, Invergowrie, DD2 5DA, University of Copenhagen, 1871 Frederiksberg, Denmark Dundee, Scotland, UK M. Bott Á N. Kallscheuer Á J. Marienhagen Á M. Vogt O. P. Kuipers Á A. Solopova Forschungszentrum Ju¨lich GmbH, Institut fu¨r Bio- und Groningen Biomolecular Sciences and Biotechnology Geowissenschaften, IBG-1: Biotechnologie, Wilhelm- Institute, Department of Molecular Genetics, University Johnen-Straße, 52428 Ju¨lich, Germany of Groningen, Linnaeusborg, Nijenborgh 7, 9747 AG Groningen, The Netherlands A. Braga Á N. Faria Á P. Ferreira Á J. Oliveira Á I. Rocha Á A. R. Silva D. Breitel Á N. Love Á C. Martin Á V. Thole Á Biotempo, Avepark – Edif. Spinpark, Zona Industrial da M. Trick Á P. Vain Gandra, Barco, 4805-017 Guimara˜es, Portugal John Innes Centre, Norwich Research Park, NR4 7UH Norwich, UK 123 Phytochem Rev (2018) 17:291–326 293 LC- Liquid-chromatography mass-spectrometry eu) has received funding from the European Com- MS mission’s Seventh Framework Programme (FP7) NDs Neurodegenerative diseases under the theme KBBE.2013.3.1-01: ‘‘Plant High NFAT Nuclear Factor of Activated T-cells Value Products—from discovery to final product’’ NFjB Nuclear Factor jB with the goal of bringing together experts from the NP- The Nagoya protocol on access to genetic fields of plant biology, industrial biotechnology, ana- ABS resources and the fair and equitable sharing lytical chemistry, and social sciences in order to of benefits arising from their utilization assemble and validate a complete pipeline for dis- OMT O-methyltransferase covery and microbial production of novel phenolic PAL Phenylalanine ammonia-lyase compounds of plant origin. The consortium consisted PCA Principal component analysis of twelve academic groups, five small and medium PD Parkinson’s disease sized enterprises and one large enterprise from eleven PLS Partial least squares different countries, namely Austria, Chile, China, RNA- RNA sequencing technology Denmark, France, Germany,
Load more

Recommended publications
  • Wo 2009/118338 A3
    (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 1 October 2009 (01.10.2009) WO 2009/118338 A3 (51) International Patent Classification: CA, CH, CN, CO, CR, CU, CZ, DE, DK, DM, DO, DZ, A61K 31/085 (2006.01) A61K 31/7004 (2006.01) EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, HN, A61K 31/09 (2006.01) A61K 31/7048 (2006.01) HR, HU, ID, IL, IN, IS, JP, KE, KG, KM, KN, KP, KR, A61K 31/353 (2006.01) A61P 25/28 (2006.01) KZ, LA, LC, LK, LR, LS, LT, LU, LY, MA, MD, ME, MG, MK, MN, MW, MX, MY, MZ, NA, NG, NI, NO, (21) International Application Number: NZ, OM, PG, PH, PL, PT, RO, RS, RU, SC, SD, SE, SG, PCT/EP2009/0535 19 SK, SL, SM, ST, SV, SY, TJ, TM, TN, TR, TT, TZ, UA, (22) International Filing Date: UG, US, UZ, VC, VN, ZA, ZM, ZW. 25 March 2009 (25.03.2009) (84) Designated States (unless otherwise indicated, for every (25) Filing Language: English kind of regional protection available): ARIPO (BW, GH, GM, KE, LS, MW, MZ, NA, SD, SL, SZ, TZ, UG, ZM, (26) Publication Language: English ZW), Eurasian (AM, AZ, BY, KG, KZ, MD, RU, TJ, (30) Priority Data: TM), European (AT, BE, BG, CH, CY, CZ, DE, DK, EE, 08300163.6 27 March 2008 (27.03.2008) EP ES, FI, FR, GB, GR, HR, HU, IE, IS, IT, LT, LU, LV, MC, MK, MT, NL, NO, PL, PT, RO, SE, SI, SK, TR), (71) Applicant (for all designated States except US): IN- OAPI (BF, BJ, CF, CG, CI, CM, GA, GN, GQ, GW, ML, SERM (Institut National de Ia Sante et de Ia Recherche MR, NE, SN, TD, TG).
    [Show full text]
  • Rational Design of Resveratrol O-Methyltransferase for the Production of Pinostilbene
    International Journal of Molecular Sciences Article Rational Design of Resveratrol O-methyltransferase for the Production of Pinostilbene Daniela P. Herrera 1 , Andrea M. Chánique 1,2 , Ascensión Martínez-Márquez 3, Roque Bru-Martínez 3 , Robert Kourist 2 , Loreto P. Parra 4,* and Andreas Schüller 4,5,* 1 Department of Chemical and Bioprocesses Engineering, School of Engineering, Pontificia Universidad Católica de Chile, Vicuña Mackenna 4860, Santiago 7820244, Chile; [email protected] (D.P.H.); [email protected] (A.M.C.) 2 Institute of Molecular Biotechnology, Graz University of Technology, Petersgasse 14, 8010 Graz, Austria; [email protected] 3 Department of Agrochemistry and Biochemistry, Faculty of Science and Multidisciplinary Institute for Environmental Studies “Ramon Margalef”, University of Alicante, 03690 Alicante, Spain; [email protected] (A.M.-M.); [email protected] (R.B.-M.) 4 Institute for Biological and Medical Engineering, Schools of Engineering, Medicine and Biological Sciences, Pontificia Universidad Católica de Chile, Vicuña Mackenna 4860, Santiago 7820244, Chile 5 Department of Molecular Genetics and Microbiology, School of Biological Sciences, Pontificia Universidad Católica de Chile, Av. Libertador Bernardo O’Higgins 340, Santiago 8320000, Chile * Correspondence: [email protected] (L.P.P.); [email protected] (A.S.) Abstract: Pinostilbene is a monomethyl ether analog of the well-known nutraceutical resveratrol. Both compounds have health-promoting properties, but the latter undergoes rapid metabolization and has low bioavailability. O-methylation improves the stability and bioavailability of resveratrol. In plants, these reactions are performed by O-methyltransferases (OMTs). Few efficient OMTs that Citation: Herrera, D.P.; Chánique, monomethylate resveratrol to yield pinostilbene have been described so far.
    [Show full text]
  • Literature Review Zero Alcohol Red Wine
    A 1876 LI A A U R S T T S R U A L A I A FLAVOURS, FRAGRANCES AND INGREDIENTS 6 1 7 8 7 8 1 6 A I B A L U A S R T B Essential Oils, Botanical Extracts, Cold Pressed Oils, BOTANICAL Infused Oils, Powders, Flours, Fermentations INNOVATIONS LITERATURE REVIEW HEALTH BENEFITS RED WINE ZERO ALCOHOL RED WINE RED WINE EXTRACT POWDER www.botanicalinnovations.com.au EXECUTIVE SUMMARY The term FRENCH PARADOX is used to describe the relatively low incidence of cardiovascular disease in the French population despite the high consumption of red wine. Over the past 27 years numerous clinical studies have found a linkages with the ANTIOXIDANTS in particular, the POLYPHENOLS, RESVERATROL, CATECHINS, QUERCERTIN and ANTHOCYANDINS in red wine and reduced incidences of cardiovascular disease. However, the alcohol in wine limits the benefits of wine. Studies have shown that zero alcohol red wine and red wine extract which contain the same ANTIOXIDANTS including POLYPHENOLS, RESVERATROL, CATECHINS, QUERCERTIN and ANTHOCYANDINS has the same is not more positive health benefits. The following literature review details some of the most recent positive health benefits derived from the ANTIOXIDANTS found in red wine POLYPHENOLS: RESVERATROL, CATECHINS, QUERCERTIN and ANTHOCYANDINS. The positive polyphenolic antioxidant effects of the polyphenols in red wine include: • Cardio Vascular Health Benefits • Increase antioxidants in the cardiovascular system • Assisting blood glucose control • Skin health • Bone Health • Memory • Liking blood and brain health • Benefits
    [Show full text]
  • Molecular Cloning and Functional Characterization of an O-Methyltransferase Catalyzing 4 -O-Methylation of Resveratrol in Acorus
    Journal of Bioscience and Bioengineering VOL. 127 No. 5, 539e543, 2019 www.elsevier.com/locate/jbiosc Molecular cloning and functional characterization of an O-methyltransferase catalyzing 40-O-methylation of resveratrol in Acorus calamus Takao Koeduka,1,* Miki Hatada,1 Hideyuki Suzuki,2 Shiro Suzuki,3 and Kenji Matsui1 Graduate School of Sciences and Technology for Innovation (Agriculture), Department of Biological Chemistry, Yamaguchi University, Yamaguchi 753-8515, Japan,1 Department of Applied Genomics, Kazusa DNA Research Institute, Chiba 292-0818, Japan,2 and Research Institute for Sustainable Humanosphere, Kyoto University, Kyoto 611-0011, Japan3 Received 17 July 2018; accepted 13 October 2018 Available online 22 November 2018 Resveratrol and its methyl ethers, which belong to a class of natural polyphenol stilbenes, play important roles as biologically active compounds in plant defense as well as in human health. Although the biosynthetic pathway of resveratrol has been fully elucidated, the characterization of resveratrol-specific O-methyltransferases remains elusive. In this study, we used RNA-seq analysis to identify a putative aromatic O-methyltransferase gene, AcOMT1,inAcorus calamus. Recombinant AcOMT1 expressed in Escherichia coli showed high 40-O-methylation activity toward resveratrol and its derivative, isorhapontigenin. We purified a reaction product enzymatically formed from resveratrol by AcOMT1 and confirmed it as 40-O-methylresveratrol (deoxyrhapontigenin). Resveratrol and isorhapontigenin were the most preferred substrates with apparent Km values of 1.8 mM and 4.2 mM, respectively. Recombinant AcOMT1 exhibited reduced activity toward other resveratrol derivatives, piceatannol, oxyresveratrol, and pinostilbene. In contrast, re- combinant AcOMT1 exhibited no activity toward pterostilbene or pinosylvin. These results indicate that AcOMT1 showed high 40-O-methylation activity toward stilbenes with non-methylated phloroglucinol rings.
    [Show full text]
  • (12) Patent Application Publication (10) Pub. No.: US 2013/0209617 A1 Lobisser Et Al
    US 20130209.617A1 (19) United States (12) Patent Application Publication (10) Pub. No.: US 2013/0209617 A1 Lobisser et al. (43) Pub. Date: Aug. 15, 2013 (54) COMPOSITIONS AND METHODS FOR USE Publication Classification IN PROMOTING PRODUCE HEALTH (51) Int. Cl. (75) Inventors: George Lobisser, Bainbridge Island, A23B 7/16 (2006.01) WA (US); Jason Alexander, Yakima, (52) U.S. Cl. WA (US); Matt Weaver, Selah, WA CPC ........................................ A23B 7/16 (2013.01) (US) USPC ........... 426/102: 426/654; 426/573; 426/601; 426/321 (73) Assignee: PACE INTERNATIONAL, LLC, Seattle, WA (US) (57) ABSTRACT (21) Appl. No.: 13/571,513 Provided herein are compositions comprising one or more of (22) Filed: Aug. 10, 2012 a stilbenoid, stilbenoid derivative, stilbene, or stilbene deriva tive and a produce coating. The resulting compositions are Related U.S. Application Data coatings which promote the health of fruit, vegetables, and/or (60) Provisional application No. 61/522,061, filed on Aug. other plant parts, and/or mitigate decay of post-harvest fruit, 10, 2011. Vegetables, and/or other plant parts. Patent Application Publication Aug. 15, 2013 Sheet 1 of 10 US 2013/0209.617 A1 | s N i has() 3 S s c e (9) SSouffley Patent Application Publication Aug. 15, 2013 Sheet 2 of 10 US 2013/0209.617 A1 so in a N s H N S N N. sr N re C c g o c (saulu) dae. Patent Application Publication Aug. 15, 2013 Sheet 3 of 10 US 2013/0209.617 A1 N Y & | N Y m N 8 Š 8 S.
    [Show full text]
  • Anti-Tumor Properties of Methoxylated Analogues of Resveratrol in Malignant MCF-7 but Not in Non-Tumorigenic MCF-10A Mammary Epithelial Cell Lines T ⁎ Annick D
    Toxicology 422 (2019) 35–43 Contents lists available at ScienceDirect Toxicology journal homepage: www.elsevier.com/locate/toxicol Anti-tumor properties of methoxylated analogues of resveratrol in malignant MCF-7 but not in non-tumorigenic MCF-10A mammary epithelial cell lines T ⁎ Annick D. van den Brand , Judith Villevoye, Sandra M. Nijmeijer, Martin van den Berg, Majorie B.M. van Duursen Institute for Risk Assessment Sciences, Toxicology Department, Utrecht University, Yalelaan 104, 3584 CM, Utrecht, the Netherlands ARTICLE INFO ABSTRACT Keywords: Resveratrol is a plant-derived polyphenol that is known for its anti-inflammatory and anti-tumorigenic prop- Cell cycle erties in in vitro and in vivo models. Recent studies show that some resveratrol analogues might be more potent Gene expression anti-tumor agents, which may partly be attributed to their ability to activate the aryl hydrocarbon receptor Breast cancer (AHR). Here, the anti-tumorigenic properties of resveratrol and structural analogues oxyresveratrol, pinos- Resveratrol tilbene, pterostilbene and tetramethoxystilbene (TMS) were studied in vitro, using in the malignant human MCF- 7 breast cancer cell line and non-tumorigenic breast epithelial cell line MCF-10A. Cell viability and migration assays showed that methoxylated analogues of resveratrol are more potent anti- tumorigenic compounds than resveratrol and its hydroxylated analogue oxyresveratrol, with 2,3’,4,5’-tetra- methoxy-trans-stilbene (TMS) being the most potent compound. TMS decreased MCF-7 tumor cell viability with 50% at 3.6 μM and inhibited migration with 37.5 ± 14.8% at 3 μM. In addition, TMS activated the AHR more potently (EC50 in a reporter gene assay 2.0 μM) and induced AHR-mediated induction of cytochrome P450 1A1 (CYP1A1) activity (EC50 value of 0.7 μM) more than resveratrol and the other analogues tested.
    [Show full text]
  • Extraction Et Hémisynthèse De Stilbènes De La Vigne Et Du Vin Pour Une Application En Santé Humaine Et Végétale Toni El Khawand
    Extraction et hémisynthèse de stilbènes de la vigne et du vin pour une application en santé humaine et végétale Toni El Khawand To cite this version: Toni El Khawand. Extraction et hémisynthèse de stilbènes de la vigne et du vin pour une application en santé humaine et végétale. Médecine humaine et pathologie. Université de Bordeaux, 2019. Français. NNT : 2019BORD0402. tel-03083318 HAL Id: tel-03083318 https://tel.archives-ouvertes.fr/tel-03083318 Submitted on 19 Dec 2020 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. THÈSE PRÉSENTÉE POUR OBTENIR LE GRADE DE DOCTEUR DE L’UNIVERSITÉ DE BORDEAUX ÉCOLE DOCTORALE DES SCIENCES DE LA VIE ET DE LA SANTÉ SPÉCIALITÉ ŒNOLOGIE Par Toni EL KHAWAND Extraction et hémisynthèse de stilbènes de la vigne et du vin pour une application en santé humaine et végétale Sous la direction du Dr. Alain DECENDIT la co-direction du Pr. Tristan RICHARD et le co-encadrement du Dr. Stéphanie KRISA Soutenue publiquement le 18 décembre 2019 Membres du jury M. Rémy GHIDOSSI Professeur, Université de Bordeaux Président Mme. Marielle ADRIAN Professeur, Université de Bourgogne Rapporteur Mme. Laurence VOUTQUENNE Professeur, Université de Reims Rapporteur M.
    [Show full text]
  • Metabolism of Stilbenoids by Human Faecal Microbiota
    molecules Article Metabolism of Stilbenoids by Human Faecal Microbiota Veronika Jarosova 1,2 , Ondrej Vesely 1, Petr Marsik 1, Jose Diogenes Jaimes 1 , Karel Smejkal 3, Pavel Kloucek 1 and Jaroslav Havlik 1,* 1 Department of Food Science, Czech University of Life Sciences Prague, Kamycka 129, 165 00 Prague 6–Suchdol, Czech Republic; [email protected] (V.J.); [email protected] (O.V.); [email protected] (P.M.); [email protected] (J.D.J.); [email protected] (P.K.) 2 Department of Microbiology, Nutrition and Dietetics, Czech University of Life Sciences Prague, Kamycka 129, 165 00 Prague 6–Suchdol, Czech Republic 3 Department of Natural Drugs, Faculty of Pharmacy, University of Veterinary and Pharmaceutical Sciences Brno, Palackeho 1946/1, 612 42 Brno, Czech Republic; [email protected] * Correspondence: [email protected]; Tel.: +420-777-558-468 Academic Editors: Pedro Mena and Rafael Llorach Asunción Received: 18 February 2019; Accepted: 18 March 2019; Published: 23 March 2019 Abstract: Stilbenoids are dietary phenolics with notable biological effects on humans. Epidemiological, clinical, and nutritional studies from recent years have confirmed the significant biological effects of stilbenoids, such as oxidative stress protection and the prevention of degenerative diseases, including cancer, cardiovascular diseases, and neurodegenerative diseases. Stilbenoids are intensively metabolically transformed by colon microbiota, and their corresponding metabolites might show different or stronger biological activity than their parent molecules. The aim of the present study was to determine the metabolism of six stilbenoids (resveratrol, oxyresveratrol, piceatannol, thunalbene, batatasin III, and pinostilbene), mediated by colon microbiota. Stilbenoids were fermented in an in vitro faecal fermentation system using fresh faeces from five different donors as an inoculum.
    [Show full text]
  • Biotechnological Advances in Resveratrol Production and Its Chemical Diversity
    Review Biotechnological Advances in Resveratrol Production and its Chemical Diversity Samir Bahadur Thapa 1,†, Ramesh Prasad Pandey 1,2,†, Yong Il Park 3 and Jae Kyung Sohng 1,2,* 1 Department of Life Science and Biochemical Engineering, Sun Moon University, Chungnam 31460, Korea 2 Department of Pharmaceutical Engineering and Biotechnology, Sun Moon University, Chungnam 31460, Korea 3 Department of Biotechnology, The Catholic University of Korea, Bucheon, Gyeonggi-do 14662, Korea * Correspondence: [email protected] † Contributed equally to prepare this review article. Received: 3 June 2019; Accepted: 1 July 2019; Published: 15 July 2019 Abstract The very well-known bioactive natural product, resveratrol (3,5,4′-trihydroxystilbene), is a highly studied secondary metabolite produced by several plants, particularly grapes, passion fruit, white tea, and berries. It is in high demand not only because of its wide range of biological activities against various kinds of cardiovascular and nerve-related diseases, but also as important ingredients in pharmaceuticals and nutritional supplements. Due to its very low content in plants, multi-step isolation and purification processes, and environmental and chemical hazards issues, resveratrol extraction from plants is difficult, time consuming, impracticable, and unsustainable. Therefore, microbial hosts, such as Escherichia coli, Saccharomyces cerevisiae, and Corynebacterium glutamicum, are commonly used as an alternative production source by improvising resveratrol biosynthetic genes in them. The biosynthesis genes are rewired applying combinatorial biosynthetic systems, including metabolic engineering and synthetic biology, while optimizing the various production processes. The native biosynthesis of resveratrol is not present in microbes, which are easy to manipulate genetically, so the use of microbial hosts is increasing these days.
    [Show full text]
  • Artocarpus Lakoocha Extract Inhibits LPS-Induced Inflammatory
    International Journal of Molecular Sciences Article Artocarpus lakoocha Extract Inhibits LPS-Induced Inflammatory Response in RAW 264.7 Macrophage Cells Phateep Hankittichai 1,2, Pensiri Buacheen 2,3, Pornsiri Pitchakarn 3 , Mingkwan Na Takuathung 1,4 , Nitwara Wikan 5, Duncan R. Smith 5 , Saranyapin Potikanond 1,4 and Wutigri Nimlamool 1,4,* 1 Department of Pharmacology, Faculty of Medicine, Chiang Mai University, Chiang Mai 50200, Thailand; [email protected] (P.H.); [email protected] (M.N.T.); [email protected] (S.P.) 2 Graduate School, Chiang Mai University, Chiang Mai 50200, Thailand; [email protected] 3 Department of Biochemistry, Faculty of Medicine, Chiang Mai University, Chiang Mai 50200, Thailand; [email protected] 4 Research Center of Pharmaceutical Nanotechnology, Chiang Mai University, Chiang Mai 50200, Thailand 5 Institute of Molecular Biosciences, Mahidol University, Salaya, Nakorn Pathom 73170, Thailand; [email protected] (N.W.); [email protected] (D.R.S.) * Correspondence: [email protected]; Tel./Fax: +66-53-934597 Received: 27 January 2020; Accepted: 14 February 2020; Published: 17 February 2020 Abstract: Artocarpus lakoocha Roxb. (AL) has been known for its high content of stilbenoids, especially oxyresveratrol. AL has been used in Thai traditional medicine for centuries. However, the role of AL in regulating inflammation has not been elucidated. Here we investigated the molecular mechanisms underlying the anti-inflammation of AL ethanolic extract in RAW 264.7 murine macrophage cell line. The HPLC results revealed that this plant was rich in oxyresveratrol, and AL ethanolic extract exhibited anti-inflammatory properties. In particular, AL extract decreased lipopolysaccharide (LPS)-mediated production and secretion of cytokines and chemokine, including IL-6, TNF-α, and MCP-1.
    [Show full text]
  • Biological/Chemopreventive Activity of Stilbenes and Their Effect on Colon Cancer
    Review 1635 Biological/Chemopreventive Activity of Stilbenes and their Effect on Colon Cancer Author Agnes M. Rimando1, Nanjoo Suh2, 3 Affiliation 1 United States Department of Agriculture, Agricultural Research Service, Natural Products Utilization Research Unit, University, MS, USA 2 Department of Chemical Biology, Ernest Mario School of Pharmacy, Rutgers, The State University of New Jersey, Piscataway, NJ, USA 3 The Cancer Institute of New Jersey, New Brunswick, NJ, USA Key words Abstract ventive agents. One of the best-characterized ●" resveratrol ! stilbenes, resveratrol, has been known as an anti- ●" stilbenes Colon cancer is one of the leading causes of can- oxidant and an anti-aging compound as well as ●" colon cancer cer death in men and women in Western coun- an anti-inflammatory agent. Stilbenes have di- ●" inflammation tries. Epidemiological studies have linked the verse pharmacological activities, which include consumption of fruits and vegetables to a re- cancer prevention, a cholesterol-lowering effect, duced risk of colon cancer, and small fruits are enhanced insulin sensitivity, and increased life- particularly rich sources of many active phyto- span. This review summarizes results related to chemical stilbenes, such as resveratrol and pter- the potential use of various stilbenes as cancer ostilbene. Recent advances in the prevention of chemopreventive agents, their mechanisms of colon cancer have stimulated an interest in diet action, as well as their pharmacokinetics and ef- and lifestyle as an effective means of interven- ficacy for the prevention of colon cancer in ani- tion. As constituents of small fruits such as mals and humans. grapes, berries and their products, stilbenes are under intense investigation as cancer chemopre- received May 7, 2008 Introduction wood in response to fungal infection [5], [6].
    [Show full text]
  • International Patent Classification: TR), OAPI (BF, BJ, CF, CG, Cl, CM, GA, GN, GQ, GW, A61K 31/09 (2006.01) A61K9/00 (2006.01) KM, ML, MR, NE, SN, TD, TG)
    ( International Patent Classification: TR), OAPI (BF, BJ, CF, CG, Cl, CM, GA, GN, GQ, GW, A61K 31/09 (2006.01) A61K9/00 (2006.01) KM, ML, MR, NE, SN, TD, TG). A61K 31/05 (2006.01) C07C 39/23 (2006.01) A61K 31/352 (2006.01) C07C 43/295 (2006.01) Published: A61K 36/185 (2006.01) C07C 311/60 (2006.01) — with international search report (Art. 21(3)) A61K 47/10 (2017.01) C07D 311/80 (2006.01) (21) International Application Number: PCT/CA20 19/050166 (22) International Filing Date: 08 February 2019 (08.02.2019) (25) Filing Language: English (26) Publication Language: English (30) Priority Data: 62/628,735 09 February 2018 (09.02.2018) US (71) Applicant: NEUTRISCI INTERNATIONAL INC. [CA/CA]; Suite 1A, 4015 - 1st Street SE, Calgary, Alberta T2G 4X7 (CA). (72) Inventors: REHMAN, Glen; c/o NeutriSci International Inc., Suite 1A - 4015 - 1st Street SE, Calgary, Alberta T2G 4X7 (CA). BUSHFIELD, Keith Patrick; c/o NeutriSci In¬ ternational Inc., Suite 1A - 4015 - 1st Street SE, Calgary, Alberta T2G 4X7 (CA). (74) Agent: ROACH, Mark; Flicks & Associates, 709 Main Street, Suite 300, Canmore, Alberta T1W 2B2 (CA). (81) Designated States (unless otherwise indicated, for every kind of national protection available) : AE, AG, AL, AM, 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, DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, HN, HR, HU, ID, IL, IN, IR, IS, JO, JP, KE, KG, KH, KN, KP, KR, KW,KZ, LA, LC, LK, LR, LS, LU, LY,MA, MD, ME, 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, SC, SD, SE, SG, SK, SL, SM, ST, SV, SY, TH, TJ, TM, TN, TR, TT, TZ, UA, UG, US, UZ, VC, VN, ZA, ZM, ZW.
    [Show full text]