Phospholipase a Relationship to the Opium Poppy Secondary Metabolism
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INVESTIGATION of NATURAL PRODUCT SCAFFOLDS for the DEVELOPMENT of OPIOID RECEPTOR LIGANDS by Katherine M
INVESTIGATION OF NATURAL PRODUCT SCAFFOLDS FOR THE DEVELOPMENT OF OPIOID RECEPTOR LIGANDS By Katherine M. Prevatt-Smith Submitted to the graduate degree program in Medicinal Chemistry and the Graduate Faculty of the University of Kansas in partial fulfillment of the requirements for the degree of Doctor of Philosophy. _________________________________ Chairperson: Dr. Thomas E. Prisinzano _________________________________ Dr. Brian S. J. Blagg _________________________________ Dr. Michael F. Rafferty _________________________________ Dr. Paul R. Hanson _________________________________ Dr. Susan M. Lunte Date Defended: July 18, 2012 The Dissertation Committee for Katherine M. Prevatt-Smith certifies that this is the approved version of the following dissertation: INVESTIGATION OF NATURAL PRODUCT SCAFFOLDS FOR THE DEVELOPMENT OF OPIOID RECEPTOR LIGANDS _________________________________ Chairperson: Dr. Thomas E. Prisinzano Date approved: July 18, 2012 ii ABSTRACT Kappa opioid (KOP) receptors have been suggested as an alternative target to the mu opioid (MOP) receptor for the treatment of pain because KOP activation is associated with fewer negative side-effects (respiratory depression, constipation, tolerance, and dependence). The KOP receptor has also been implicated in several abuse-related effects in the central nervous system (CNS). KOP ligands have been investigated as pharmacotherapies for drug abuse; KOP agonists have been shown to modulate dopamine concentrations in the CNS as well as attenuate the self-administration of cocaine in a variety of species, and KOP antagonists have potential in the treatment of relapse. One drawback of current opioid ligand investigation is that many compounds are based on the morphine scaffold and thus have similar properties, both positive and negative, to the parent molecule. Thus there is increasing need to discover new chemical scaffolds with opioid receptor activity. -
Assessment of Insecticidal Activity of Benzylisoquinoline Alkaloids From
molecules Article Assessment of Insecticidal Activity of Benzylisoquinoline Alkaloids from Chilean Rhamnaceae Plants against Fruit-Fly Drosophila melanogaster and the Lepidopteran Crop Pest Cydia pomonella Soledad Quiroz-Carreño 1, Edgar Pastene-Navarrete 1 , Cesar Espinoza-Pinochet 2, Evelyn Muñoz-Núñez 1, Luis Devotto-Moreno 3, Carlos L. Céspedes-Acuña 1 and Julio Alarcón-Enos 1,* 1 Laboratorio de Síntesis y Biotransformación de Productos Naturales, Dpto. Ciencias Básicas, Universidad del Bio-Bio, PC3780000 Chillán, Chile; [email protected] (S.Q.-C.); [email protected] (E.P.-N.); [email protected] (E.M.-N.); [email protected] (C.L.C.-A.) 2 Dpto. Agroindustria, Facultad de Ingeniería Agrícola, Universidad de Concepción, 3780000 Chillán, Chile; [email protected] 3 Instituto de Investigaciones Agropecuarias, INIA Quilamapu, 3780000 Chillán, Chile; [email protected] * Correspondence: [email protected] Academic Editors: Daniel Granato and Petri Kilpeläinen Received: 29 September 2020; Accepted: 27 October 2020; Published: 3 November 2020 Abstract: The Chilean plants Discaria chacaye, Talguenea quinquenervia (Rhamnaceae), Peumus boldus (Monimiaceae), and Cryptocarya alba (Lauraceae) were evaluated against Codling moth: Cydia pomonella L. (Lepidoptera: Tortricidae) and fruit fly Drosophila melanogaster (Diptera: Drosophilidae), which is one of the most widespread and destructive primary pests of Prunus (plums, cherries, peaches, nectarines, apricots, almonds), pear, walnuts, and chestnuts, among other. Four benzylisoquinoline alkaloids (coclaurine, laurolitsine, boldine, and pukateine) were isolated from the above mentioned plant species and evaluated regarding their insecticidal activity against the codling moth and fruit fly. The results showed that these alkaloids possess acute and chronic insecticidal effects. The most relevant effect was observed at 10 µg/mL against D. -
Endogenous Metabolites in Drug Discovery: from Plants to Humans
Endogenous Metabolites in Drug Discovery: from Plants to Humans Joaquim Olivés Farrés TESI DOCTORAL UPF / ANY 201 6 DIRECTOR DE LA TESI: Dr. Jordi Mestres CEXS Department The research in this T hesis has been carried out at the Systems Pharmacolo gy Group , within the Research Programme on Biomedical Informatics (GRIB) at the Parc de Recerca Biomèdica de Barcelona (PRBB). The research presented in this T hesis has been supported by Ministerio de Ciencia e Innovación project BIO2014 - 54404 - R and BIO2011 - 26669 . Printing funded by the Fundació IMIM’s program “Convocatòria d'ajuts 2016 per a la finalització de tesis doctorals de la Fundació IMIM.” Agraïments Voldria donar les gràcies a tanta gent que em fa por deixar - me ningú. Però per c omençar haig agrair en especial al meu director la tesi, Jordi Mestres, per donar - me la oportunitat de formar part del seu laboratori i poder desenvolupar aquí el treball que aquí es presenta. A més d’oferir l’ajuda necessària sempre que ha calgut. També haig de donar les gràcies a tots els companys del grup de Farmacologia de Sistemes que he anat coneguent durants tots aquests anys en què he estat aquí, en especial en Xavi, a qui li he preguntat mil coses, en Nikita, pels sdfs que m’ha anat llençant a CTL ink, i la Irene i la Cristina, que els seus treballs també m’ajuden a completar la tesis. I cal agrair també a la resta de companys del laboratori, l’Albert, la Viktoria, la Mari Carmen, l’Andreas, en George, l’Eric i l’Andreu; de Chemotargets, en Ricard i en David; i altres membres del GRIB, com són l’Alfons, en Miguel, en Pau, l’Oriol i la Carina. -
An HPLC-DAD Method to Quantify Flavonoids in Sonchus Arvensis and Able to Classify the Plant Parts and Their Geographical Area Through Principal Component Analysis
separations Article An HPLC-DAD Method to Quantify Flavonoids in Sonchus arvensis and Able to Classify the Plant Parts and Their Geographical Area through Principal Component Analysis Rifki Husnul Khuluk 1 , Amalia Yunita 1, Eti Rohaeti 1,2, Utami Dyah Syafitri 2,3, Roza Linda 4, Lee Wah Lim 5, Toyohide Takeuchi 5 and Mohamad Rafi 1,2,* 1 Departement of Chemistry, Faculty of Mathematics and Natural Science, IPB University, Jalan Tanjung Kampus IPB Dramaga, Bogor 16680, Indonesia; [email protected] (R.H.K.); [email protected] (A.Y.); [email protected] (E.R.) 2 Tropical Biopharmaca Research Center, Research and Community Empowerment Institute, IPB University, Jalan Taman Kencana No. 3 Kampus IPB Taman Kencana, Bogor 16128, Indonesia; [email protected] 3 Department of Statistics, Faculty of Mathematics and Natural Science, IPB University, Jalan Meranti Kampus IPB Dramaga, Bogor 16680, Indonesia 4 Department of Chemistry Education, Faculty of Education, Riau University, Jalan Pekanbaru-Bangkinang KM 12.5 Kampus Bina Widya, Pekanbaru 28293, Indonesia; [email protected] 5 Department of Chemistry and Biomolecular Science, Faculty of Engineering, Gifu University, 1-1 Yanagido, Gifu 501-1193, Japan; [email protected] (L.W.L.); [email protected] (T.T.) * Correspondence: [email protected]; Tel.: +62-2518624567 Abstract: A simple and efficient method has been developed for the simultaneous determination of eight flavonoids (orientin, hyperoside, rutin, myricetin, luteolin, quercetin, kaempferol, and apigenin) in Sonchus arvensis by high-performance liquid chromatography diode array detector (HPLC-DAD). Citation: Khuluk, R.H.; Yunita, A.; This method was utilized to differentiate S. -
Antioxidant Activity Evaluation of Dietary Flavonoid Hyperoside Using Saccharomyces Cerevisiae As a Model
CORE Metadata, citation and similar papers at core.ac.uk Provided by Lincoln University Research Archive molecules Article Antioxidant Activity Evaluation of Dietary Flavonoid Hyperoside Using Saccharomyces Cerevisiae as a Model Yuting Gao 1,†, Lianying Fang 1,†, Xiangxing Wang 1, Ruoni Lan 1, Meiyan Wang 1, Gang Du 1, Wenqiang Guan 1, Jianfu Liu 1, Margaret Brennan 2, Hongxing Guo 3, Charles Brennan 1,2,* and Hui Zhao 1,* 1 Tianjin Key Laboratory of Food and Biotechnology, School of Biotechnology and Food Science, Tianjin University of Commerce, Tianjin 300134, China; [email protected] (Y.G.); fl[email protected] (L.F.); [email protected] (X.W.); [email protected] (R.L.); [email protected] (M.W.); [email protected] (G.D.); [email protected] (W.G.); [email protected] (J.L.) 2 Centre for Food Research and Innovation, Department of Wine, Food and Molecular Bioscience, Lincoln University, Lincoln 7647, New Zealand; [email protected] 3 The Third Central Clinical College, Tianjin Medical University, Jintang Road, Hedong, Tianjin 300170, China; [email protected] * Correspondence: [email protected] (C.B.); [email protected] (H.Z.); Tel.: +86-22-26686254 (H.Z. & C.B.) † These authors contributed equally to this work. Received: 24 January 2019; Accepted: 21 February 2019; Published: 22 February 2019 Abstract: Oxidative stress leads to various diseases, including diabetes, cardiovascular diseases, neurodegenerative diseases, and even cancer. The dietary flavonol glycoside, hyperoside (quercetin-3-O-galactoside), exerts health benefits by preventing oxidative damage. To further understand its antioxidative defence mechanisms, we systemically investigated the regulation of hyperoside on oxidative damage induced by hydrogen peroxide, carbon tetrachloride, and cadmium in Saccharomyces cerevisiae. -
USP Reference Standards Catalog
Last Updated On: January 6, 2016 USP Reference Standards Catalog Catalog # Description Current Lot Previous Lot CAS # NDC # Unit Price Special Restriction 1000408 Abacavir Sulfate R028L0 F1L487 (12/16) 188062-50-2 $222.00 (200 mg) 1000419 Abacavir Sulfate F0G248 188062-50-2 $692.00 Racemic (20 mg) (4-[2-amino-6-(cyclo propylamino)-9H-pur in-9yl]-2-cyclopenten e-1-methanol sulfate (2:1)) 1000420 Abacavir Related F1L311 F0H284 (10/13) 124752-25-6 $692.00 Compound A (20 mg) ([4-(2,6-diamino-9H- purin-9-yl)cyclopent- 2-enyl]methanol) 1000437 Abacavir Related F0M143 N/A $692.00 Compound D (20 mg) (N6-Cyclopropyl-9-{( 1R,4S)-4-[(2,5-diami no-6-chlorpyrimidin- 4-yloxy)methyl] cyclopent-2-enyl}-9H -purine-2,6-diamine) 1000441 Abacavir Related F1L318 F0H283 (10/13) N/A $692.00 Compound B (20 mg) ([4-(2,5-diamino-6-c Page 1 Last Updated On: January 6, 2016 USP Reference Standards Catalog Catalog # Description Current Lot Previous Lot CAS # NDC # Unit Price Special Restriction hloropyrimidin-4-yla mino)cyclopent-2-en yl]methanol) 1000452 Abacavir Related F1L322 F0H285 (09/13) 172015-79-1 $692.00 Compound C (20 mg) ([(1S,4R)-4-(2-amino -6-chloro-9H-purin-9 -yl)cyclopent-2-enyl] methanol hydrochloride) 1000485 Abacavir Related R039P0 F0J094 (11/16) N/A $692.00 Compounds Mixture (15 mg) 1000496 Abacavir F0J102 N/A $692.00 Stereoisomers Mixture (15 mg) 1000500 Abacavir System F0J097 N/A $692.00 Suitability Mixture (15 mg) 1000521 Acarbose (200 mg) F0M160 56180-94-0 $222.00 (COLD SHIPMENT REQUIRED) 1000532 Acarbose System F0L204 N/A $692.00 Suitability -
Roth 04 Pharmther Plant Derived Psychoactive Compounds.Pdf
Pharmacology & Therapeutics 102 (2004) 99–110 www.elsevier.com/locate/pharmthera Screening the receptorome to discover the molecular targets for plant-derived psychoactive compounds: a novel approach for CNS drug discovery Bryan L. Rotha,b,c,d,*, Estela Lopezd, Scott Beischeld, Richard B. Westkaempere, Jon M. Evansd aDepartment of Biochemistry, Case Western Reserve University Medical School, Cleveland, OH, USA bDepartment of Neurosciences, Case Western Reserve University Medical School, Cleveland, OH, USA cDepartment of Psychiatry, Case Western Reserve University Medical School, Cleveland, OH, USA dNational Institute of Mental Health Psychoactive Drug Screening Program, Case Western Reserve University Medical School, Cleveland, OH, USA eDepartment of Medicinal Chemistry, Medical College of Virginia, Virginia Commonwealth University, Richmond, VA, USA Abstract Because psychoactive plants exert profound effects on human perception, emotion, and cognition, discovering the molecular mechanisms responsible for psychoactive plant actions will likely yield insights into the molecular underpinnings of human consciousness. Additionally, it is likely that elucidation of the molecular targets responsible for psychoactive drug actions will yield validated targets for CNS drug discovery. This review article focuses on an unbiased, discovery-based approach aimed at uncovering the molecular targets responsible for psychoactive drug actions wherein the main active ingredients of psychoactive plants are screened at the ‘‘receptorome’’ (that portion of the proteome encoding receptors). An overview of the receptorome is given and various in silico, public-domain resources are described. Newly developed tools for the in silico mining of data derived from the National Institute of Mental Health Psychoactive Drug Screening Program’s (NIMH-PDSP) Ki Database (Ki DB) are described in detail. -
Metabolic Engineering of Escherichia Coli for Natural Product Biosynthesis
Trends in Biotechnology Special Issue: Metabolic Engineering Review Metabolic Engineering of Escherichia coli for Natural Product Biosynthesis Dongsoo Yang,1,4 Seon Young Park,1,4 Yae Seul Park,1 Hyunmin Eun,1 and Sang Yup Lee1,2,3,∗ Natural products are widely employed in our daily lives as food additives, Highlights pharmaceuticals, nutraceuticals, and cosmetic ingredients, among others. E. coli has emerged as a prominent host However, their supply has often been limited because of low-yield extraction for natural product biosynthesis. from natural resources such as plants. To overcome this problem, metabolically Escherichia coli Improved enzymes with higher activity, engineered has emerged as a cell factory for natural product altered substrate specificity, and product biosynthesis because of many advantages including the availability of well- selectivity can be obtained by structure- established tools and strategies for metabolic engineering and high cell density based or computer simulation-based culture, in addition to its high growth rate. We review state-of-the-art metabolic protein engineering. E. coli engineering strategies for enhanced production of natural products in , Balancing the expression levels of genes together with representative examples. Future challenges and prospects of or pathway modules is effective in natural product biosynthesis by engineered E. coli are also discussed. increasing the metabolic flux towards target compounds. E. coli as a Cell Factory for Natural Product Biosynthesis System-wide analysis of metabolic Natural products have been widely used in food and medicine in human history. Many of these networks, omics analysis, adaptive natural products have been developed as pharmaceuticals or employed as structural backbones laboratory evolution, and biosensor- based screening can further increase for the development of new drugs [1], and also as food and cosmetic ingredients. -
Phytochemical Profile and Antioxidant Properties of Italian Green Tea, A
horticulturae Article Phytochemical Profile and Antioxidant Properties of Italian Green Tea, a New High Quality Niche Product Nicole Mélanie Falla, Sonia Demasi , Matteo Caser * and Valentina Scariot Department of Agricultural, Forest and Food Sciences, University of Torino, Largo Paolo Braccini 2, 10095 Grugliasco, TO, Italy; [email protected] (N.M.F.); [email protected] (S.D.); [email protected] (V.S.) * Correspondence: [email protected]; Tel.: +39-011-670-8935 Abstract: The hot beverage commonly known as tea results from the infusion of dried leaves of the plant Camellia sinensis (L.) O. Kuntze. Ranking second only to water for its consumption worldwide, it has always been appreciated since antiquity for its aroma, taste characteristics, and beneficial effects on human health. There are many different processed tea types, including green tea, a non-fermented tea which, due to oxidation prevention maintains the structure of the bioactive compounds, especially polyphenols; these bioactive compounds show a number of benefits for the human health. The main producers of tea are China and India, followed by Kenya, Sri Lanka, Turkey, and Vietnam, however recently new countries are entering the market, with quality niche productions, among which also Italy. The present research aimed to assess the bioactive compounds (polyphenols) and the antioxidant activity of two green teas (the “Camellia d’Oro” tea—TCO, and the “Compagnia del Lago” tea—TCL) produced in Italy, in the Lake Maggiore district, where nurserymen have recently started to cultivate C. sinensis. In this area the cultivation of acidophilic plants as Citation: Falla, N.M.; Demasi, S.; ornamentals has been known since around 1820. -
Therapeutic Potential of Polyphenols from Epilobium Angustifolium (Fireweed)
Therapeutic Potential of Polyphenols from Epilobium Angustifolium (Fireweed) Authors: Igor A. Schepetkin, Andrew G. Ramstead, Liliya N. Kirpotina, Jovanka M. Voyich, Mark A. Jutila, and Mark T. Quinn This is the peer reviewed version of the following article: [Schepetkin, IA, AG Ramstead, LN Kirpotina, JM Voyich, MA Jutila, and MT Quinn. "Therapeutic Potential of Polyphenols from Epilobium Angustifolium (Fireweed)." Phytotherapy Research 30, no. 8 (May 2016): 1287-1297.], which has been published in final form at https://dx.doi.org/10.1002/ptr.5648. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving. Made available through Montana State University’s ScholarWorks scholarworks.montana.edu Therapeutic Potential of Polyphenols from Epilobium Angustifolium (Fireweed) Igor A. Schepetkin, Andrew G. Ramstead, Liliya N. Kirpotina, Jovanka M. Voyich, Mark A. Jutila and Mark T. Quinn* Department of Microbiology and Immunology, Montana State University, Bozeman, MT 59717, USA Epilobium angustifolium is a medicinal plant used around the world in traditional medicine for the treatment of many disorders and ailments. Experimental studies have demonstrated that Epilobium extracts possess a broad range of pharmacological and therapeutic effects, including antioxidant, anti-proliferative, anti-inflammatory, an- tibacterial, and anti-aging properties. Flavonoids and ellagitannins, such as oenothein B, are among the com- pounds considered to be the primary biologically active components in Epilobium extracts. In this review, we focus on the biological properties and the potential clinical usefulness of oenothein B, flavonoids, and other poly- phenols derived from E. angustifolium. Understanding the biochemical properties and therapeutic effects of polyphenols present in E. -
This Herb Dilates Coronary Vessels, Lowers Blood Pressure and Reduces
FEATURE By GEORGE NEMECZ, PH.D. Assistant Professor of Biochemistry, Department of Pharmaceutical Sciences, School of Pharmacy, Campbell University, Buies Creek, NC here are more than 100 species of hawthorn in North olin, luteolin-3'-7 diglucosides, apigenin, apegenin-7-O- America, consisting of small trees and shrubs. glucoside and rutin.11 Luteolin is an effective smooth muscle THowever, only a few are used for medicinal purposes. relaxant and protects the heart lipids against doxorubicin- These include Crataegus laevigata, C. oxyacantha, C. induced lipid peroxidation.12,13 In addition, luteolin monogyna and, less often, C. pentagyna.1 The name 5-rutinoside has achieved a marked antidiabetic activity in Crataegus oxyacantha is from the Greek: kratos (hard), oxus streptozocin-induced diabetes.14 Apigenin and luteolin (sharp) and akantha (thorn).2 Common names for inhibit tumor formation. Luteolin decreases aromatase hawthorns, which are members of the Roasaceae family, enzyme activity; apigenin showed inhibitory effect on TPA- include may, mayblossom, quick, thorn, whitethorn, haw mediated tumor promotion and is antimutagenic.15-17 hazels, gazels, halves, hagthorn, and bread and cheese tree. Hawthorn contains amygdalin; it has been tested in C. oxyacantha or C. monogyna are usually multibranched cancer, but provided no substantive benefits. In fact, several 2–5 meter shrubby trees that can reach a height of up to 10 patients experienced symptoms of cyanide toxicity with meters. They prefer the forest margin at lower and warmer amygdalin therapy.18 The other major constituents are triter- areas. The leaves are alternated, penoids, e.g., oleanolic acid, stalked, divided into 3–5 lobes ursolic acid and crataegus acid. -
Recent Applications of Capillary Electrophoresis in the Determination of Active Compounds in Medicinal Plants and Pharmaceutical Formulations
molecules Review Recent Applications of Capillary Electrophoresis in the Determination of Active Compounds in Medicinal Plants and Pharmaceutical Formulations Marcin Gackowski 1,* , Anna Przybylska 1 , Stefan Kruszewski 2 , Marcin Koba 1 , Katarzyna M ˛adra-Gackowska 3 and Artur Bogacz 4 1 Department of Toxicology and Bromatology, Faculty of Pharmacy, L. Rydygier Collegium Medicum in Bydgoszcz, Nicolaus Copernicus University in Torun, A. Jurasza 2 Street, PL–85089 Bydgoszcz, Poland; [email protected] (A.P.); [email protected] (M.K.) 2 Biophysics Department, Faculty of Pharmacy, L. Rydygier Collegium Medicum in Bydgoszcz, Nicolaus Copernicus University in Torun, Jagiello´nska13 Street, PL–85067 Bydgoszcz, Poland; [email protected] 3 Department of Geriatrics, Faculty of Health Sciences, L. Rydygier Collegium Medicum in Bydgoszcz, Nicolaus Copernicus University in Torun, Skłodowskiej Curie 9 Street, PL–85094 Bydgoszcz, Poland; [email protected] 4 Department of Otolaryngology and Oncology, Faculty of Medicine, L. Rydygier Collegium Medicum in Bydgoszcz, Nicolaus Copernicus University in Torun, Skłodowskiej Curie 9 Street, PL–85094 Bydgoszcz, Poland; [email protected] Citation: Gackowski, M.; Przybylska, * Correspondence: [email protected] A.; Kruszewski, S.; Koba, M.; M ˛adra-Gackowska,K.; Bogacz, A. Abstract: The present review summarizes scientific reports from between 2010 and 2019 on the use Recent Applications of Capillary of capillary electrophoresis to quantify active constituents (i.e., phenolic compounds, coumarins, Electrophoresis in the Determination protoberberines, curcuminoids, iridoid glycosides, alkaloids, triterpene acids) in medicinal plants and of Active Compounds in Medicinal herbal formulations. The present literature review is founded on PRISMA guidelines and selection Plants and Pharmaceutical criteria were formulated on the basis of PICOS (Population, Intervention, Comparison, Outcome, Formulations.