Flavonoid-Modifying Capabilities of the Human Gut Microbiome—An in Silico Study
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Genes Involved in Virulence of the Entomopathogenic Fungus Beauveria Bassiana Chapter 3
A multidisciplinary approach to study virulence of the entomopathogenic fungus Beauveria bassiana towards malaria mosquitoes Claudio A. Valero Jiménez Thesis committee Promotors Prof. Dr B.J. Zwaan Professor of Genetics Wageningen University Prof. Dr W. Takken Personal chair at the Laboratory of Entomology Wageningen University Co-promotors Dr. C.J.M. Koenraadt Assistant professor, Laboratory of Entomology Wageningen University Dr. J.A.L. van Kan Assistant professor, Laboratory of Phytopathology Wageningen University Other members Prof. Dr M.E. Schranz, Wageningen University Dr V.I.D. Ros, Wageningen University Dr M. Rep, University of Amsterdam Prof. Dr J. Eilenberg, University of Copenhagen, Denmark This research was conducted under the auspices of the C.T. de Wit Graduate School for Production Ecology and Resource Conservation A multidisciplinary approach to study virulence of the entomopathogenic fungus Beauveria bassiana towards malaria mosquitoes Claudio A. Valero Jiménez Thesis submitted in fulfilment of the requirements for the degree of doctor at Wageningen University by the authority of the Rector Magnificus Prof. Dr A.P.J. Mol, in the presence of the Thesis Committee appointed by the Academic Board to be defended in public on Wednesday 21 September 2016 at 4 p.m. in the Aula. Claudio A. Valero Jiménez A multidisciplinary approach to study virulence of the entomopathogenic fungus Beauveria bassiana towards malaria mosquitoes. 131 pages. PhD thesis, Wageningen University, Wageningen, NL (2016) With references, with summary in -
RNA-Sequencing Analysis Reveals Betalains Metabolism in the Leaf of Amaranthus Tricolor L
RESEARCH ARTICLE RNA-sequencing analysis reveals betalains metabolism in the leaf of Amaranthus tricolor L. Shengcai Liu1☯, Xueli Zheng1☯, Junfei Pan1, Liyun Peng1, Chunzhen Cheng1, Xiao Wang1, 1 1 1 1,2 1 Chunli Zhao , Zihao Zhang , Yuling Lin , Xu XuHan *, Zhongxiong LaiID * 1 Institute of Horticultural Biotechnology, Fujian Agriculture and Forestry University, Fuzhou, China, 2 Institut de la Recherche Interdisciplinaire de Toulouse, Toulouse, France ☯ These authors contributed equally to this work. * [email protected](ZL); [email protected] (XXH) a1111111111 a1111111111 a1111111111 a1111111111 Abstract a1111111111 Amaranth plants contain large amounts of betalains, including betaxanthins and betacya- nins. Amaranthin is a betacyanin, and its molecular structure and associated metabolic pathway differ from those of betanin in beet plants. The chlorophyll, carotenoid, betalain, and flavonoid contents in amaranth leaves were analyzed. The abundance of betalain, beta- OPEN ACCESS cyanin, and betaxanthin was 2±5-fold higher in the red leaf sectors than in the green leaf Citation: Liu S, Zheng X, Pan J, Peng L, Cheng C, sectors. Moreover, a transcriptome database was constructed for the red and green sectors Wang X, et al. (2019) RNA-sequencing analysis of amaranth leaves harvested from 30-day-old seedlings. 22 unigenes were selected to ana- reveals betalains metabolism in the leaf of Amaranthus tricolor L.. PLoS ONE 14(4): lyze the expression profiles in the two leaf sectors. The RNA-sequencing data indicated that e0216001. https://doi.org/10.1371/journal. many unigenes are involved in betalain metabolic pathways. The potential relationships pone.0216001 between diverse metabolic pathways and betalain metabolism were analyzed. -
Combinatorial Biosynthesis of Non-Bacterial and Unnatural Flavonoids, Stilbenoids and Curcuminoids by Microorganisms Sueharu Horinouchi
J. Antibiot. 61(12): 709–728, 2008 THE JOURNAL OF REVIEW ARTICLE ANTIBIOTICS Combinatorial Biosynthesis of Non-bacterial and Unnatural Flavonoids, Stilbenoids and Curcuminoids by Microorganisms Sueharu Horinouchi Received: August 1, 2008 / Accepted: October 14, 2008 © Japan Antibiotics Research Association Abstract One of the approaches of combinatorial biosynthesis is combining genes from different organisms and designing a new set of gene clusters to produce bioactive compounds, leading to diversification of both chemical and natural product libraries. This makes efficient use of the potential of the host organisms, especially when microorganisms are used. An Escherichia coli system, in which artificial biosynthetic pathways for production of plant-specific medicinal polyketides, such as flavonoids, stilbenoids, isoflavonoids, and curcuminoids, are assembled, has been designed and expressed. Starting with amino acids tyrosine and phenylalanine as substrates, this system yields naringenin, resveratrol, genistein, and curcumin, for example, all of which are beneficial to human health because of their wide variety of biological activities. Supplementation of unnatural carboxylic acids to the recombinant E. coli cells carrying the artificial pathways by precursor-directed biosynthesis results in production of unnatural compounds. Addition of decorating or modification enzymes to the artificial pathway leads to production of natural and unnatural flavonols, flavones, and methylated resveratrols. This microbial system is promising for construction of larger libraries by employing other polyketide synthases and decorating enzymes of various origins. In addition, the concept of building and expressing artificial biosynthetic pathways for production of non-bacterial and unnatural compounds in microorganisms should be successfully applied to production of not only plant-specific polyketides but also many other useful compound classes. -
Plant Phenolics: Bioavailability As a Key Determinant of Their Potential Health-Promoting Applications
antioxidants Review Plant Phenolics: Bioavailability as a Key Determinant of Their Potential Health-Promoting Applications Patricia Cosme , Ana B. Rodríguez, Javier Espino * and María Garrido * Neuroimmunophysiology and Chrononutrition Research Group, Department of Physiology, Faculty of Science, University of Extremadura, 06006 Badajoz, Spain; [email protected] (P.C.); [email protected] (A.B.R.) * Correspondence: [email protected] (J.E.); [email protected] (M.G.); Tel.: +34-92-428-9796 (J.E. & M.G.) Received: 22 October 2020; Accepted: 7 December 2020; Published: 12 December 2020 Abstract: Phenolic compounds are secondary metabolites widely spread throughout the plant kingdom that can be categorized as flavonoids and non-flavonoids. Interest in phenolic compounds has dramatically increased during the last decade due to their biological effects and promising therapeutic applications. In this review, we discuss the importance of phenolic compounds’ bioavailability to accomplish their physiological functions, and highlight main factors affecting such parameter throughout metabolism of phenolics, from absorption to excretion. Besides, we give an updated overview of the health benefits of phenolic compounds, which are mainly linked to both their direct (e.g., free-radical scavenging ability) and indirect (e.g., by stimulating activity of antioxidant enzymes) antioxidant properties. Such antioxidant actions reportedly help them to prevent chronic and oxidative stress-related disorders such as cancer, cardiovascular and neurodegenerative diseases, among others. Last, we comment on development of cutting-edge delivery systems intended to improve bioavailability and enhance stability of phenolic compounds in the human body. Keywords: antioxidant activity; bioavailability; flavonoids; health benefits; phenolic compounds 1. Introduction Phenolic compounds are secondary metabolites widely spread throughout the plant kingdom with around 8000 different phenolic structures [1]. -
Fractionation of Orange Peel Phenols in Ultrafiltered Molasses and Mass Balance Studies of Their Antioxidant Levels
7586 J. Agric. Food Chem. 2004, 52, 7586−7592 Fractionation of Orange Peel Phenols in Ultrafiltered Molasses and Mass Balance Studies of Their Antioxidant Levels JOHN A. MANTHEY† Citrus and Subtropical Products Laboratory, Southern Atlantic Area, Agricultural Research Service, U.S. Department of Agriculture, 600 Avenue S N.W., Winter Haven, Florida 33881 Orange peel molasses, a byproduct of juice production, contains high concentrations of phenols, including numerous flavanone and flavone glycosides, polymethoxylated flavones, hydroxycinnamates, and other miscellaneous phenolic glycosides and amines. Extensive fractionation of these phenols was achieved by adsorption, ion exchange, and size exclusion chromatography. Size exclusion chromatography effectively separated the different classes of flavonoids in ultrafiltered molasses, including the polymethoxylated flavones, flavanone-O-trisaccharides, flavanone- and flavone-O- disaccharides, and, finally, flavone-C-glycosides. Mass spectral analysis of the early-eluting flavonoid fractions off the size exclusion column revealed a broad collection of minor-occurring flavone glycosides, which included, in part, glycosides of limocitrin, limocitrol, and chrysoeriol. Most hydroxycinnamates in the molasses were recovered by ion exchange chromatography, which also facilitated the recovery of fractions containing many other miscellaneous phenols. Total antioxidant levels and total phenolic contents were measured for the separate categories of phenols in the molasses. Inhibition of the superoxide anion reduction of nitroblue tetrazolium showed that a significant amount of the total antioxidant activity in orange peel molasses was attributable to minor-occurring flavones. The miscellaneous phenolic-containing fractions, in which a large portion of the total phenolic content in molasses occurred, also constituted a major portion of the total antioxidants in ultrafiltered molasses. -
Gut-Derived Flavonifractor Species Variants Are Differentially Enriched
bioRxiv preprint doi: https://doi.org/10.1101/2019.12.30.890848; this version posted December 30, 2019. The copyright holder for this preprint (which was not certified by peer review) is the author/funder, who has granted bioRxiv a license to display the preprint in perpetuity. It is made available under aCC-BY 4.0 International license. 1 Gut-derived Flavonifractor species variants are 2 differentially enriched during in vitro incubation with 3 quercetin 4 Short Title: Flavonifractor species variants are differentially enriched during incubation with 5 quercetin 6 Gina Paola Rodriguez-Castaño 1*, Federico E. Rey2, Alejandro Caro-Quintero3, Alejandro 7 Acosta-González1 8 1 Engineering Department, La Sabana University, Chia, Colombia 9 2 Department of Bacteriology, University of Wisconsin-Madison, USA 10 3 AGROSAVIA, Centro de Investigación Tibaitatá, Mosquera, Colombia. 11 * Correspondence: 12 Gina Paola Rodriguez-Castaño 13 [email protected] (GRC) 14 15 Abstract 16 Flavonoids are a common component of the human diet with widely reported health- 17 promoting properties. The gut microbiota transforms these compounds affecting the overall 18 metabolic outcome of their consumption. Flavonoid-degrading bacteria are often studied in 19 isolation under culture conditions that do not resemble the conditions in the colon and that bioRxiv preprint doi: https://doi.org/10.1101/2019.12.30.890848; this version posted December 30, 2019. The copyright holder for this preprint (which was not certified by peer review) is the author/funder, who has granted bioRxiv a license to display the preprint in perpetuity. It is made available under aCC-BY 4.0 International license. -
Flavonoids and Isoflavonoids Biosynthesis in the Model
plants Review Flavonoids and Isoflavonoids Biosynthesis in the Model Legume Lotus japonicus; Connections to Nitrogen Metabolism and Photorespiration Margarita García-Calderón 1, Carmen M. Pérez-Delgado 1, Peter Palove-Balang 2, Marco Betti 1 and Antonio J. Márquez 1,* 1 Departamento de Bioquímica Vegetal y Biología Molecular, Facultad de Química, Universidad de Sevilla, Calle Profesor García González, 1, 41012-Sevilla, Spain; [email protected] (M.G.-C.); [email protected] (C.M.P.-D.); [email protected] (M.B.) 2 Institute of Biology and Ecology, Faculty of Science, P.J. Šafárik University in Košice, Mánesova 23, SK-04001 Košice, Slovakia; [email protected] * Correspondence: [email protected]; Tel.: +34-954557145 Received: 28 April 2020; Accepted: 18 June 2020; Published: 20 June 2020 Abstract: Phenylpropanoid metabolism represents an important metabolic pathway from which originates a wide number of secondary metabolites derived from phenylalanine or tyrosine, such as flavonoids and isoflavonoids, crucial molecules in plants implicated in a large number of biological processes. Therefore, various types of interconnection exist between different aspects of nitrogen metabolism and the biosynthesis of these compounds. For legumes, flavonoids and isoflavonoids are postulated to play pivotal roles in adaptation to their biological environments, both as defensive compounds (phytoalexins) and as chemical signals in symbiotic nitrogen fixation with rhizobia. In this paper, we summarize the recent progress made in the characterization of flavonoid and isoflavonoid biosynthetic pathways in the model legume Lotus japonicus (Regel) Larsen under different abiotic stress situations, such as drought, the impairment of photorespiration and UV-B irradiation. Emphasis is placed on results obtained using photorespiratory mutants deficient in glutamine synthetase. -
Noncatalytic Chalcone Isomerase-Fold Proteins in Humulus Lupulus Are Auxiliary Components in Prenylated Flavonoid Biosynthesis
Noncatalytic chalcone isomerase-fold proteins in Humulus lupulus are auxiliary components in prenylated flavonoid biosynthesis Zhaonan Bana,b, Hao Qina, Andrew J. Mitchellc, Baoxiu Liua, Fengxia Zhanga, Jing-Ke Wengc,d, Richard A. Dixone,f,1, and Guodong Wanga,1 aState Key Laboratory of Plant Genomics and National Center for Plant Gene Research, Institute of Genetics and Developmental Biology, Chinese Academy of Sciences, 100101 Beijing, China; bUniversity of Chinese Academy of Sciences, 100049 Beijing, China; cWhitehead Institute for Biomedical Research, Cambridge, MA 02142; dDepartment of Biology, Massachusetts Institute of Technology, Cambridge, MA 02139; eBioDiscovery Institute, University of North Texas, Denton, TX 76203; and fDepartment of Biological Sciences, University of North Texas, Denton, TX 76203 Contributed by Richard A. Dixon, April 25, 2018 (sent for review February 6, 2018; reviewed by Joerg Bohlmann and Mattheos A. G. Koffas) Xanthohumol (XN) and demethylxanthohumol (DMX) are special- braries have been deposited in the TrichOME database [www. ized prenylated chalconoids with multiple pharmaceutical appli- planttrichome.org (18)], and numerous large RNAseq datasets from cations that accumulate to high levels in the glandular trichomes different hop tissues or cultivars have also been made publically of hops (Humulus lupulus L.). Although all structural enzymes in available. By mining the hops transcriptome data, we and others have the XN pathway have been functionally identified, biochemical functionally identified several key terpenophenolic biosynthetic en- mechanisms underlying highly efficient production of XN have zymes from hop glandular trichomes (1, 18–23); these include car- not been fully resolved. In this study, we characterized two non- boxyl CoA ligase (CCL) genes and two aromatic prenyltransferase catalytic chalcone isomerase (CHI)-like proteins (designated as (PT) genes (HlPT1L and HlPT2) (22, 23). -
Flavanone-Rich Citrus Beverages Counteract the Transient Decline In
Downloaded from British Journal of Nutrition (2017), 116, 1999–2010 doi:10.1017/S0007114516004219 © The Authors 2017 https://www.cambridge.org/core Flavanone-rich citrus beverages counteract the transient decline in postprandial endothelial function in humans: a randomised, controlled, double-masked, cross-over intervention study . IP address: Catarina Rendeiro1†, Honglin Dong1‡, Caroline Saunders2, Laura Harkness3, Melvin Blaze4, 4 3 1 1 1 Yanpeng Hou , Ronald L. Belanger , Giulia Corona §, Julie A. Lovegrove and Jeremy P. E. Spencer * 170.106.35.229 1Department of Food and Nutritional Sciences, School of Chemistry, Food and Pharmacy, University of Reading, PO Box 226, Reading RG2 6AP, UK 2PepsiCo R+D Nutrition, PepsiCo Inc., Reading RG2 6UW, UK , on 3Global R+D Nutrition, PepsiCo Inc., Valhalla, NY 10595, USA 02 Oct 2021 at 21:36:07 4PepsiCo R+D Biological & Discovery Analytics, PepsiCo Inc., New Haven, CT 06511, USA (Submitted 27 June 2016 – Final revision received 23 September 2016 – Accepted 31 October 2016 – First published online 9 January 2017) Abstract , subject to the Cambridge Core terms of use, available at Specific flavonoid-rich foods/beverages are reported to exert positive effects on vascular function; however, data relating to effects in the postprandial state are limited. The present study investigated the postprandial, time-dependent (0–7 h) impact of citrus flavanone intake on vascular function. An acute, randomised, controlled, double-masked, cross-over intervention study was conducted by including middle-aged healthy men (30–65 years, n 28) to assess the impact of flavanone intake (orange juice: 128·9 mg; flavanone-rich orange juice: 272·1 mg; homogenised whole orange: 452·8 mg; isoenergetic control: 0 mg flavanones) on postprandial (double meal delivering a total of 81 g of fat) endothelial function. -
Bioavailability and Metabolic Pathway of Phenolic Compounds Muhammad Bilal Hussain, Sadia Hassan, Marwa Waheed, Ahsan Javed, Muhammad Adil Farooq and Ali Tahir
Chapter Bioavailability and Metabolic Pathway of Phenolic Compounds Muhammad Bilal Hussain, Sadia Hassan, Marwa Waheed, Ahsan Javed, Muhammad Adil Farooq and Ali Tahir Abstract As potential agents for preventing different oxidative stress-related diseases, phenolic compounds have attracted increasing attention with the passage of time. Intake of fruits, vegetables and cereals in higher quantities is linked with decreased chances of chronic diseases. In plant-based foods, phenolic com- pounds are very abundant. However, bio-accessibility and biotransformation of phenolic compound are not reviewed in these studies; therefore, a detailed action mechanism of phenolic compounds is not recognized. In this article, inclusive concept of different factors affecting the bioavailability of phenolic compounds and their metabolic processes is presented through which phenolic compounds go after ingestion. Keywords: polyphenols, bioavailability, biotransformation, metabolism 1. Introduction In recent past, the awareness of the consumer related to the effect of diet on the health has been improved; therefore, leading to upsurge in the con- sumption of vegetables, cereal based foods and fruits. Numerous studies have suggested the bioactive characteristics of the bioactive moieties, i.e., phenolic compounds. Nonetheless, bioactive claims are made without taking into consid- eration the further modifications to which phenolic compounds are subjected once ingested [1]. Phenolic compounds are the secondary metabolites of plants which consti- tute an important group, i.e., phenylpropanoids. These compounds possess an aromatic ring and various OH groups which are link to it. On the basis of clas- sification, phenolic compounds are prorated into various subgroups. They are grouped as a function of the number of phenolic rings that they contain and the radicals that bind these rings to another one [2, 3]. -
Biochemical Characterization of a Flavonoid O-Methyltransferase from Perilla Leaves and Its Application in 7-Methoxyflavonoid Production
molecules Article Biochemical Characterization of a Flavonoid O-methyltransferase from Perilla Leaves and Its Application in 7-Methoxyflavonoid Production 1, 2, 1 1 1 Hye Lin Park y, Jae Chul Lee y, Kyungha Lee , Jeong Min Lee , Hyo Jeong Nam , Seong Hee Bhoo 1,3, Tae Hoon Lee 2,3, Sang-Won Lee 1,* and Man-Ho Cho 1,3,* 1 Department of Genetic Engineering, Kyung Hee University, Yongin 17104, Korea; [email protected] (H.L.P.); [email protected] (K.L.); [email protected] (J.M.L.); [email protected] (H.J.N.); [email protected] (S.H.B.) 2 Department of Applied Chemistry, Kyung Hee University, Yongin 17104, Korea; [email protected] (J.C.L.); [email protected] (T.H.L.) 3 Global Center for Pharmaceutical Ingredient Materials, Kyung Hee University, Yongin 17104, Korea * Correspondence: [email protected] (S.-W.L.); [email protected] (M.-H.C.) These authors equally contributed to this work. y Academic Editors: Sławomir Dresler and Barbara Hawrylak-Nowak Received: 3 September 2020; Accepted: 25 September 2020; Published: 28 September 2020 Abstract: Methylation is a common structural modification that can alter and improve the biological activities of natural compounds. O-Methyltransferases (OMTs) catalyze the methylation of a wide array of secondary metabolites, including flavonoids, and are potentially useful tools for the biotechnological production of valuable natural products. An OMT gene (PfOMT3) was isolated from perilla leaves as a putative flavonoid OMT (FOMT). Phylogenetic analysis and sequence comparisons showed that PfOMT3 is a class II OMT. -
The Effect of Light Intensity on the Expression of Leucoanthocyanidin
G C A T T A C G G C A T genes Article The Effect of Light Intensity on the Expression of Leucoanthocyanidin Reductase in Grapevine Calluses and Analysis of Its Promoter Activity Jing Cheng 1,2, Keji Yu 1,2,3, Mingyue Zhang 4, Ying Shi 1,2 , Changqing Duan 1,2 and Jun Wang 1,2,* 1 Center for Viticulture and Enology, College of Food Science and Nutritional Engineering, China Agricultural University, Beijing 100083, China; [email protected] (J.C.); [email protected] (K.Y.); [email protected] (Y.S.); [email protected] (C.D.) 2 Key Laboratory of Viticulture and Enology, Ministry of Agriculture and Rural Affairs, Beijing 100083, China 3 Beijing Advanced Innovation Center for Tree Breeding by Molecular Design, Beijing Forestry University, Beijing 100083, China 4 China Meat Research Center, Beijing Academy of Food Sciences, Beijing 100068, China; [email protected] * Correspondence: [email protected]; Tel.: +86-10-62738537 Received: 21 August 2020; Accepted: 29 September 2020; Published: 30 September 2020 Abstract: To investigate the effect of light intensity on flavonoid biosynthesis, grapevine calluses 2 1 2 1 were subjected to high light (HL, 250 µmol m− s− ) and dark (0 µmol m− s− ) in comparison 2 1 to 125 µmol m− s− under controlled conditions (NL). The alteration of flavonoid profiles was determined and was integrated with RNA sequencing (RNA-seq)-based transcriptional changes of the flavonoid pathway genes. Results revealed that dark conditions inhibited flavonoid biosynthesis. Increasing light intensity affected flavonoids differently—the concentrations of flavonols and anthocyanins as well as the expressions of corresponding genes were less affected, whereas flavan-3-ol concentrations were predominantly increased, which caused enhanced trans-flavan-3-ol concentrations.