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(Piper Nigrum L.) Products Based on LC-MS/MS Analysis
molecules Article Nontargeted Metabolomics for Phenolic and Polyhydroxy Compounds Profile of Pepper (Piper nigrum L.) Products Based on LC-MS/MS Analysis Fenglin Gu 1,2,3,*, Guiping Wu 1,2,3, Yiming Fang 1,2,3 and Hongying Zhu 1,2,3,* 1 Spice and Beverage Research Institute, Chinese Academy of Tropical Agricultural Sciences, Wanning 571533, China; [email protected] (G.W.); [email protected] (Y.F.) 2 National Center of Important Tropical Crops Engineering and Technology Research, Wanning 571533, China 3 Key Laboratory of Genetic Resources Utilization of Spice and Beverage Crops, Ministry of Agriculture, Wanning 571533, China * Correspondence: [email protected] (F.G.); [email protected] (H.Z.); Tel.: +86-898-6255-3687 (F.G.); +86-898-6255-6090 (H.Z.); Fax: +86-898-6256-1083 (F.G. & H.Z.) Received: 16 July 2018; Accepted: 7 August 2018; Published: 9 August 2018 Abstract: In the present study, nontargeted metabolomics was used to screen the phenolic and polyhydroxy compounds in pepper products. A total of 186 phenolic and polyhydroxy compounds, including anthocyanins, proanthocyanidins, catechin derivatives, flavanones, flavones, flavonols, isoflavones and 3-O-p-coumaroyl quinic acid O-hexoside, quinic acid (polyhydroxy compounds), etc. For the selected 50 types of phenolic compound, except malvidin 3,5-diglucoside (malvin), 0 L-epicatechin and 4 -hydroxy-5,7-dimethoxyflavanone, other compound contents were present in high contents in freeze-dried pepper berries, and pinocembrin was relatively abundant in two kinds of pepper products. The score plots of principal component analysis indicated that the pepper samples can be classified into four groups on the basis of the type pepper processing. -
Original Contributions to Flavonoid Biochemistry
433 REVIEW / SYNTHÈSE A forty-year journey in plant research: original contributions to flavonoid biochemistry Ragai K. Ibrahim Abstract: This review highlights original contributions by the author to the field of flavonoid biochemistry during his research career of more than four decades. These include elucidation of novel aspects of some of the common enzy- matic reactions involved in the later steps of flavonoid biosynthesis, with emphasis on methyltransferases, glucosyltransferases, sulfotransferases, and an oxoglutarate-dependent dioxygenase, as well as cloning, and inferences about phylogenetic relationships, of the genes encoding some of these enzymes. The three-dimensional structure of a flavonol O-methyltransferase was studied through homology-based modeling, using a caffeic acid O-methyltransferase as a template, to explain their strict substrate preferences. In addition, the biological significance of enzymatic prenylation of isoflavones, as well as their role as phytoanticipins and inducers of nodulation genes, are emphasized. Finally, the potential application of knowledge about the genes encoding these enzyme reactions is discussed in terms of improving plant productivity and survival, modification of flavonoid profiles, and the search for new compounds with pharmaceutical and (or) nutraceutical value. Key words: flavonoid enzymology, metabolite localization, gene cloning, 3-D structure, phylogeny. Résumé : Dans cette revue, l’auteur fait état de ses contributions originales à la recherche sur la biochimie des flavo- noïdes, au cours des 40 années de sa carrière de recherche. Celles-ci incluent la mise à jour de nouveaux aspects de certaines des réactions enzymatiques impliquées dans les dernières étapes de la biosynthèse des flavonoïdes, avec un accent sur les méthyltransférases, glycotransférases, sulfotransférases et une dioxygénase dépendante de l’oxoglutarate, ainsi que sur le clonage, incluant leurs relations phylogénétiques, des gènes codant pour certaines de ces enzymes. -
Flavonoids and Related Compounds As Anti-Allergic Substances
Allergology International. 2007;56:113-123 ! DOI: 10.2332 allergolint.R-06-135 REVIEW ARTICLE Flavonoids and Related Compounds as Anti-Allergic Substances Mari Kawai1,ToruHirano1,ShinjiHiga2, Junsuke Arimitsu1, Michiru Maruta1, Yusuke Kuwahara1, Tomoharu Ohkawara1, Keisuke Hagihara1, Tomoki Yamadori1, Yoshihito Shima1,AtsushiOgata1, Ichiro Kawase1 and Toshio Tanaka1 ABSTRACT The prevalence of allergic diseases has increased all over the world during the last two decades. Dietary change is considered to be one of the environmental factors that cause this increase and worsen allergic symp- toms. If this is the case, an appropriate intake of foods or beverages with anti-allergic activities is expected to prevent the onset of allergic diseases and ameliorate allergic symptoms. Flavonoids, ubiquitously present in vegetables, fruits or teas possess anti-allergic activities. Flavonoids inhibit histamine release, synthesis of IL-4 and IL-13 and CD40 ligand expression by basophils. Analyses of structure-activity relationships of 45 flavones, flavonols and their related compounds showed that luteolin, ayanin, apigenin and fisetin were the strongest in- hibitors of IL-4 production with an IC50 value of 2―5 μM and determined a fundamental structure for the inhibi- tory activity. The inhibitory activity of flavonoids on IL-4 and CD40 ligand expression was possibly mediated through their inhibitory action on activation of nuclear factors of activated T cells and AP-1. Administration of flavonoids into atopic dermatitis-prone mice showed a preventative and ameliorative effect. Recent epidemi- ological studies reported that a low incidence of asthma was significantly observed in a population with a high intake of flavonoids. Thus, this evidence will be helpful for the development of low molecular compounds for al- lergic diseases and it is expected that a dietary menu including an appropriate intake of flavonoids may provide a form of complementary and alternative medicine and a preventative strategy for allergic diseases. -
Medicinally Important Aromatic Plants with Radioprotective Activity
Review Medicinally important aromatic plants with radioprotective activity Ravindra M Samarth*,1,2, Meenakshi Samarth3 & Yoshihisa Matsumoto4 1Department of Research, Bhopal Memorial Hospital & Research Centre, Department of Health Research, Government of India, Raisen Bypass Road, Bhopal 462038, India 2ICMR-National Institute for Research in Environmental Health, Kamla Nehru Hospital Building, GMC Campus, Bhopal 462001, India 3Faculty of Science, RKDF University, Airport Bypass Road, Gandhi Nagar, Bhopal 462033, India 4Tokyo Institute of Technology, Institute of Innovative Research, Laboratory for Advanced Nuclear Energy, N1–30 2–12–1 Ookayama, Meguro-ku, Tokyo 152–8550, Japan * Author for correspondence: [email protected] Aromatic plants are often used as natural medicines because of their remedial and inherent pharmaco- logical properties. Looking into natural resources, particularly products of plant origin, has become an exciting area of research in drug discovery and development. Aromatic plants are mainly exploited for essential oil extraction for applications in industries, for example, in cosmetics, flavoring and fragrance, spices, pesticides, repellents and herbal beverages. Although several medicinal plants have been studied to treat various conventional ailments only a handful studies are available on aromatic plants, especially for radioprotection. Many plant extracts have been reported to contain antioxidants that scavenge free radicals produced due to radiation exposure, thus imparting radioprotective efficacy. The present review focuses on a subset of medicinally important aromatic plants with radioprotective activity. Lay abstract: Aromatic plants have been used as natural medicines since prehistoric times. They are cur- rently mainly utilized for essential oil extraction and are widely used in cosmetics, flavoring and fragrance, spices, pesticides, repellent and herbal beverages. -
Developing Drug and Gene Therapies for Peroxisome Biogenesis Disorders of the Zellweger Spectrum
Developing drug and gene therapies for peroxisome biogenesis disorders of the Zellweger Spectrum Catherine Argyriou Department of Human Genetics McGill University, Montréal, Canada June 2018 A thesis submitted to McGill University in partial fulfillment of the requirements of the degree of Doctor of Philosophy © Catherine Argyriou 2018 ABSTRACT Zellweger spectrum disorder (ZSD) usually results from biallelic mutations in PEX genes required for peroxisome biogenesis. PEX1-G843D is a common hypomorphic allele associated with milder disease. We previously showed that fibroblasts from patients with a PEX1-G843D allele recovered peroxisome functions when cultured with the nonspecific chaperone betaine and flavonoid acacetin diacetate. To identify more effective flavonoids for preclinical trials, we compared 54 flavonoids using our cell-based peroxisomal assays. Diosmetin showed the most promising combination of potency and efficacy; co-treatments of diosmetin and betaine showed the most robust additive effects. This was confirmed by 5 independent assays in primary PEX1-G843D patient cells. Neither agent was active in PEX1 null cells. I propose that diosmetin acts as a pharmacological chaperone to improve stability, conformation, and function of PEX1/PEX6 exportomer complexes. All individuals with a PEX1-G843D allele develop a retinopathy that progresses to blindness. To investigate pathophysiology and identify endpoints for experimental trials, I used the knock-in mouse model for the equivalent human mutation, PEX1-G844D. I characterized the progression of retinopathy and found reduced cone cell function and number early in life with more gradual deterioration of rod cell function. Electron microscopy at later stage retinopathy showed disorganization of photoreceptor inner segments and enlarged mitochondria. As retino-cortical function was relatively well-preserved, I propose that the vision defect in the Pex1-G844D mouse is primarily at the retinal level. -
Zeitschrift Für Naturforschung / C / 33 (1978)
786 Notizen Stepwise Methylation of Quercetin by Cell-Free mitis) peel, (b) a callus tissue culture that was Extracts of Citrus Tissues initiated from calamondin seed, or (c) the root sys tem of 6-week old ‘Sunkist’ orange seedlings. All Gunter Brunet, Nabiel A. M. Saleh*, and Ragai K. procedures were conducted at 2 — 4 °C. Fresh or Ibrahim frozen tissues were mixed with sand and Polyclar Department of Biological Sciences, Concordia University, AT and homogenized with 0.1 M Tris-HCl buffer, Sir George Williams Campus, Montreal, Canada pH 7.8, containing 1 m M EDTA and 14 mM /?-mer- Z. Naturforschch. 33 e, 786 — 788 (1978) ; captoethanol. The supernatant obtained after cen received August 7, 1978 trifugation (20 min, 15000 xg) was fractionated O-Methylation, Quercetin, Citrus tissues with solid ammonium sulphate and the protein which precipitated between 30 — 70% saturation was The cell-free extracts of peel, root, or callus tissues of citrus catalyzed the stepwise O-methylation of quercetin to collected by centrifugation and dissolved in 50 mM rhamnetin, isorhamnetin and rhamnazin. Both rhamnetin of the same buffer. It was desalted on Sephadex and isorhamnetin were further methylated to rhamnazin and G-25 column and was directly used as the enzyme possibly to a trimethyl ether derivative of quercetin. The results seem to indicate the existence of both meta and source. para directing enzymes that are involved in the biosynthesis The standard assay mixture of O-methyltrans- of methylated flavonoids in citrus tissues. ferase consisted of 40 — 60 nmol of the phenolic substrate (dissolved in DMSO), 10 nmol S-[14CH3]- O-Methylated flavonoids are known for their wide adenosyl-L-methionine (New England Nuclear) con spread occurrence in the plant kingdom [1]. -
Asteraceae)§ Karin M.Valant-Vetscheraa and Eckhard Wollenweberb,*
Chemodiversity of Exudate Flavonoids in Seven Tribes of Cichorioideae and Asteroideae (Asteraceae)§ Karin M.Valant-Vetscheraa and Eckhard Wollenweberb,* a Department of Plant Systematics and Evolution Ð Comparative and Ecological Phytochemistry, University of Vienna, Rennweg 14, A-1030 Wien, Austria b Institut für Botanik der TU Darmstadt, Schnittspahnstrasse 3, D-64287 Darmstadt, Germany. E-mail: [email protected] * Author for correspondence and reprint requests Z. Naturforsch. 62c, 155Ð163 (2007); received October 26/November 24, 2006 Members of several genera of Asteraceae, belonging to the tribes Mutisieae, Cardueae, Lactuceae (all subfamily Cichorioideae), and of Astereae, Senecioneae, Helenieae and Helian- theae (all subfamily Asteroideae) have been analyzed for chemodiversity of their exudate flavonoid profiles. The majority of structures found were flavones and flavonols, sometimes with 6- and/or 8-substitution, and with a varying degree of oxidation and methylation. Flava- nones were observed in exudates of some genera, and, in some cases, also flavonol- and flavone glycosides were detected. This was mostly the case when exudates were poor both in yield and chemical complexity. Structurally diverse profiles are found particularly within Astereae and Heliantheae. The tribes in the subfamily Cichorioideae exhibited less complex flavonoid profiles. Current results are compared to literature data, and botanical information is included on the studied taxa. Key words: Asteraceae, Exudates, Flavonoids Introduction comparison of accumulation trends in terms of The family of Asteraceae is distributed world- substitution patterns is more indicative for che- wide and comprises 17 tribes, of which Mutisieae, modiversity than single compounds. Cardueae, Lactuceae, Vernonieae, Liabeae, and Earlier, we have shown that some accumulation Arctoteae are grouped within subfamily Cichori- tendencies apparently exist in single tribes (Wol- oideae, whereas Inuleae, Plucheae, Gnaphalieae, lenweber and Valant-Vetschera, 1996). -
Characterization of Phenolic Compounds in Highly-Consumed Vegetable Matrices by Using Advanced Analytical Techniques
UNIVERSITY OF GRANADA FACULTY OF SCIENCES Department of Analytical Chemistry Research Group FQM-297 “Environmental, Biochemical and Foodstuff Analytical Control” Functional Food Research and Development Center (CIDAF) DOCTORAL THESIS CHARACTERIZATION OF PHENOLIC COMPOUNDS IN HIGHLY-CONSUMED VEGETABLE MATRICES BY USING ADVANCED ANALYTICAL TECHNIQUES CARACTERIZACIÓN DE COMPUESTOS FENÓLICOS EN MATRICES VEGETALES MEDIANTE TÉCNICAS ANALTICALAS AVANZADAS Presented by IBRAHIM M. ABU REIDAH Submitted for a Doctoral degree in Chemistry GRANADA, 2013 Editor: Editorial de la Universidad de Granada Autor: Ibrahim M. Abu Reidah D.L.: GR 1899-2013 ISBN: 978-84-9028-591-6 This doctoral thesis has been conducted through financing from the Ministry of Foregin Affairs of Spain & The Spanish Agency Of International Cooperation for Development (MAEC-AECID) scholarship and funds from the Research Group FQM-297 “Environmental, Biochemical and Foodstuff Analytical Control” (Department of Analytical Chemistry, University of Granada) and Functional Food Research and Development Center (CIDAF) from different projects, contracts and grants from the central and autonomic administrations and research plan of the University of Granada. CHARACTERIZATION OF PHENOLIC COMPOUNDS IN HIGHLY-CONSUMED VEGETABLE MATRICES BY USING ADVANCED ANALYTICAL TECHNIQUES By IBRAHIM M. ABU REIDAH Granada, 2013 Signed by Dr. Alberto Fernández-Gutiérrez Full Professor of the Department of Analytical Chemistry Faculty of Sciences, University of Granada Signed by Dr. Antonio Segura Carretero Full Professor of the Department of Analytical Chemistry Faculty of Sciences, University of Granada Signed by Dr. David Arráez-Román Assistant Professor of the Department of Analytical Chemistry Faculty of Sciences, University of Granada Submitted for a Doctoral Degree in Chemistry Signed by Ibrahim M. -
Study on Extraction Technics of Sweet Potato Leaf Flavonoids, Sustained Release of Its Nanoparticles, and Sweet Potato Lea F Fortified Bread
STUDY ON EXTRACTION TECHNICS OF SWEET POTATO LEAF FLAVONOIDS, SUSTAINED RELEASE OF ITS NANOPARTICLES, AND SWEET POTATO LEAF FORTIFIED BREAD Jiang LIU COMMUNAUTÉ FRANÇAISE DE BELGIQUE UNIVERSITÉ DE LIÈGE – GEMBLOUX AGRO-BIO TECH STUDY ON EXTRACTION TECHNICS OF SWEET POTATO LEAF FLAVONOIDS, SUSTAINED RELEASE OF ITS NANOPARTICLES, AND SWEET POTATO LEA F FORTIFIED BREAD Jiang LIU Promoteurs : Marie-Laure Fauconnier Tai-Hua Mu (CAAS, China) Année civile: 2020 Copyright. Cette œuvre est sous licence Creative Commons. Vous êtes libre de reproduire, de modifier, de distribuer et de communiquer cette création au public selon les conditions suivantes: - paternité (BY): vous devez citer le nom de l'auteur original de la manière indiquée par l'auteur de l'œuvre ou le titulaire des droits qui vous confère cette autorisation (mais pas d'une manière qui suggérerait qu'ils vous soutiennent ou approuvent votre utilisation de l'œuvre); - pas d'utilisation commerciale (NC): vous n'avez pas le droit d'utiliser cette création à des fins commerciales; - partage des conditions initiales à l'identique (SA): si vous modifiez, transformez ou adaptez cette création, vous n'avez le droit de distribuer la création qui en résulte que sous un contrat identique à celui-ci. À chaque réutilisation ou distribution de cette création, vous devez faire apparaitre clairement au public les conditions contractuelles de sa mise à disposition. Chacune de ces conditions peut être levée si vous obtenez l'autorisation du titulaire des droits sur cette œuvre. Rien dans ce contrat ne diminue ou ne restreint le droit moral de l’auteur. Résumé Jiang LIU (2020). -
Phytoconstituents from the Aerial Parts of Salvia Dracocephaloides Boiss
Journal of Environmental Treatment Techniques 2020, Volume 8, Issue 4, Pages: 1274-1278 J. Environ. Treat. Tech. ISSN: 2309-1185 Journal web link: http://www.jett.dormaj.com https://doi.org/10.47277/JETT/8(4)1278 Phytoconstituents from the Aerial Parts of Salvia dracocephaloides Boiss. and their Biological Activities Salar Hafez Ghoran1,2, Omidreza Firuzi2, Amir Reza Jassbi2* 1 Department of Chemistry, Faculty of Basic Sciences, Golestan University, Gorgan 4913815759, Iran 2 Medicinal and Natural Products Chemistry Research Center, Shiraz University of Medical Sciences, Shiraz 7134853734, Iran Received: 11/07/2020 Accepted: 04/09/2020 Published: 20/12/2020 Abstract MTT colorimetric cytotoxic bioassay, solvent fractionation and chromatographic purification of an 80% methanol extract of Salvia dracocephaloides, led to isolation and identification of eight compounds, including 5-hydroxy-3,6,7,3ʹ,4ʹ-pentamethoxyflavone (1), cynaroside (2), salvigenin (3), eupatorin (4), cirsimaritin (5), β-sitosterol (6), oleanolic acid (7), and ursolic acid (8). The structures of the compounds were characterized using spectroscopic analyses including HRESI-MS, 1H and 13C-NMR and comparison with those previously reported in the literature. The biological activities of 1 and 2, including their cytotoxicity against MCF-7 human breast cancer cell line and DPPH free radicals scavenging effect were studied in vitro. Compound 1 showed stronger cytotoxicity; IC50 of 7.2 µg/mL compared to that obtained for 2; IC50 of 15.5 µg/mL. While, compound 2, with 3ʹ,4ʹ dihydroquinol functionality, displayed higher DPPH radical inhibitory activity with an IC50 of 10.7 µg/mL compared to that measured for 1; 48.8 µg/mL. -
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). -
Ce Document Est Le Fruit D'un Long Travail Approuvé Par Le Jury De Soutenance Et Mis À Disposition De L'ensemble De La Communauté Universitaire Élargie
AVERTISSEMENT Ce document est le fruit d'un long travail approuvé par le jury de soutenance et mis à disposition de l'ensemble de la communauté universitaire élargie. Il est soumis à la propriété intellectuelle de l'auteur. Ceci implique une obligation de citation et de référencement lors de l’utilisation de ce document. D'autre part, toute contrefaçon, plagiat, reproduction illicite encourt une poursuite pénale. Contact : [email protected] LIENS Code de la Propriété Intellectuelle. articles L 122. 4 Code de la Propriété Intellectuelle. articles L 335.2- L 335.10 http://www.cfcopies.com/V2/leg/leg_droi.php http://www.culture.gouv.fr/culture/infos-pratiques/droits/protection.htm U. F. R. ENSTIB Ecole Doctorale Sciences et Ingénierie des Ressources Procédés Produits et Environnement Département de Formation Doctorale Sciences du Bois Thèse Présentée pour l’obtention du titre de Docteur de l’Université Henri Poincaré, Nancy-I Par Peter Kipkosgei SIRMAH Valorisation du Prosopis juliflora comme alternative à la diminution des ressources forestières au Kenya Towards valorisation of Prosopis juliflora as an alternative to the declining wood resource in Kenya Soutenue publiquement le 17 juin 2009 devant la commission d'examen : Rapporteurs: Marko Petri6, Professeur, Université de Ljubjana Rapporteurs : Alain Castellan, Professeur, Université de Bordeaux 1 Président : André Merlin, Professeur, Université Henri Poincaré, Nancy 1 Examinateur : Jean Gérard, Directeur de Recherche, CIRAD, Montpellier Examinateur : Philippe Gérardin,