Chemistry of Secondary Metabolites
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Intestinal Anti-Inflammatory Activity of Terpenes in Experimental Models
molecules Review Intestinal Anti-Inflammatory Activity of Terpenes in Experimental Models (2010–2020): A Review Maria Elaine Araruna 1, Catarina Serafim 1, Edvaldo Alves Júnior 1, Clelia Hiruma-Lima 2, Margareth Diniz 1,3 and Leônia Batista 1,3,* 1 Postgraduate Program in Natural Products and Bioactive Synthetic, Health Sciences Center, Federal University of Paraiba, João Pessoa 58051-900, PB, Brazil; [email protected] (M.E.A.); [email protected] (C.S.); [email protected] (E.A.J.); [email protected] (M.D.) 2 Department of Structural and Functional Biology (Physiology), Institute of Biosciences, São Paulo State University, Botucatu 18618-970, SP, Brazil; [email protected] 3 Department of Pharmacy, Health Sciences Center, Federal University of Paraíba, João Pessoa 58051-900, PB, Brazil * Correspondence: [email protected]; Tel.: +55-83-32167003; Fax: +55-83-32167502 Academic Editors: Maurizio Battino, Jesus Simal-Gandara and Esra Capanoglu Received: 8 September 2020; Accepted: 28 September 2020; Published: 20 November 2020 Abstract: Inflammatory bowel diseases (IBDs) refer to a group of disorders characterized by inflammation in the mucosa of the gastrointestinal tract, which mainly comprises Crohn’s disease (CD) and ulcerative colitis (UC). IBDs are characterized by inflammation of the intestinal mucosa, are highly debilitating, and are without a definitive cure. Their pathogenesis has not yet been fully elucidated; however, it is assumed that genetic, immunological, and environmental factors are involved. People affected by IBDs have relapses, and therapeutic regimens are not always able to keep symptoms in remission over the long term. Natural products emerge as an alternative for the development of new drugs; bioactive compounds are promising in the treatment of several disorders, among them those that affect the gastrointestinal tract, due to their wide structural diversity and biological activities. -
The Phytochemistry of Cherokee Aromatic Medicinal Plants
medicines Review The Phytochemistry of Cherokee Aromatic Medicinal Plants William N. Setzer 1,2 1 Department of Chemistry, University of Alabama in Huntsville, Huntsville, AL 35899, USA; [email protected]; Tel.: +1-256-824-6519 2 Aromatic Plant Research Center, 230 N 1200 E, Suite 102, Lehi, UT 84043, USA Received: 25 October 2018; Accepted: 8 November 2018; Published: 12 November 2018 Abstract: Background: Native Americans have had a rich ethnobotanical heritage for treating diseases, ailments, and injuries. Cherokee traditional medicine has provided numerous aromatic and medicinal plants that not only were used by the Cherokee people, but were also adopted for use by European settlers in North America. Methods: The aim of this review was to examine the Cherokee ethnobotanical literature and the published phytochemical investigations on Cherokee medicinal plants and to correlate phytochemical constituents with traditional uses and biological activities. Results: Several Cherokee medicinal plants are still in use today as herbal medicines, including, for example, yarrow (Achillea millefolium), black cohosh (Cimicifuga racemosa), American ginseng (Panax quinquefolius), and blue skullcap (Scutellaria lateriflora). This review presents a summary of the traditional uses, phytochemical constituents, and biological activities of Cherokee aromatic and medicinal plants. Conclusions: The list is not complete, however, as there is still much work needed in phytochemical investigation and pharmacological evaluation of many traditional herbal medicines. Keywords: Cherokee; Native American; traditional herbal medicine; chemical constituents; pharmacology 1. Introduction Natural products have been an important source of medicinal agents throughout history and modern medicine continues to rely on traditional knowledge for treatment of human maladies [1]. Traditional medicines such as Traditional Chinese Medicine [2], Ayurvedic [3], and medicinal plants from Latin America [4] have proven to be rich resources of biologically active compounds and potential new drugs. -
Biosynthesis of Natural Products
63 2. Biosynthesis of Natural Products - Terpene Biosynthesis 2.1 Introduction Terpenes are a large and varied class of natural products, produced primarily by a wide variety of plants, insects, microoroganisms and animals. They are the major components of resin, and of turpentine produced from resin. The name "terpene" is derived from the word "turpentine". Terpenes are major biosynthetic building blocks within nearly every living creature. Steroids, for example, are derivatives of the triterpene squalene. When terpenes are modified, such as by oxidation or rearrangement of the carbon skeleton, the resulting compounds are generally referred to as terpenoids. Some authors will use the term terpene to include all terpenoids. Terpenoids are also known as Isoprenoids. Terpenes and terpenoids are the primary constituents of the essential oils of many types of plants and flowers. Essential oils are used widely as natural flavor additives for food, as fragrances in perfumery, and in traditional and alternative medicines such as aromatherapy. Synthetic variations and derivatives of natural terpenes and terpenoids also greatly expand the variety of aromas used in perfumery and flavors used in food additives. Recent estimates suggest that over 30'000 different terpenes have been characterized from natural sources. Early on it was recognized that the majority of terpenoid natural products contain a multiple of 5C-atoms. Hemiterpenes consist of a single isoprene unit, whereas the monoterpenes include e.g.: Monoterpenes CH2OH CHO CH2OH OH Myrcens -
Use the Right Citrus-Based Cleaning Products to Avoid Corrosion Or Rust Bob Beckley, Project Leader
United States Department of Agriculture Facilities Forest Service Technology & Development Program March 2006 0673–2319–MTDC 7300/7100/5100/2400/2300 Use the Right Citrus-Based Cleaning Products to Avoid Corrosion or Rust Bob Beckley, Project Leader itrus-based cleaning products are commonly found in metal on their chain saws. The crew stopped using citrus-based residential and commercial settings. The ingredients in products because they believed citric acid was causing the these products vary widely (figure 1). While some of damage. However, the damage probably was caused by a C water-based citrus cleaning product. What To Look for in a Citrus-Based Cleaning Product The Material Safety Data Sheets (MSDSs) for chemical products list their ingredients. The MSDS for a citrus-based cleaner should list D-Limonene among the ingredients. D- Limonene is in the terpene family, which includes citrus and pine oils. Terpenes are generally not corrosive or harmful to metals or most plastics and polymers. Terpenes won’t cause rusting, pitting, etching, or staining. Citrus-based terpenes can dissolve heavy petroleum greases and residues in about 30 Figure 1—Citrus-based cleaners are commonly used in residential and minutes when they are used at ambient temperatures. commercial settings, but users often are unaware of the difference between citrus oil-based cleaning products and water-based products. A citrus oil-based cleaning product will not cause corrosion these products can cause corrosion or rust, others do not. The or rust. Such products are made from the oil found in the difference is based on the ingredients. Hundreds of cleaning orange peel, rather than the pulp and juice of the orange. -
Placenta, Pericarp, and Seeds of Tabasco Chili Pepper Fruits Show a Contrasting Diversity of Bioactive Metabolites
H OH metabolites OH Article Placenta, Pericarp, and Seeds of Tabasco Chili Pepper Fruits Show a Contrasting Diversity of Bioactive Metabolites Felipe Cervantes-Hernández, Paul Alcalá-González, Octavio Martínez and José Juan Ordaz-Ortiz * Unidad de Genómica Avanzada, Centro de Investigación y de Estudios Avanzados del Instituto Politécnico Nacional (CINVESTAV), Km. 9.6, Libramiento Norte Carretera Irapuato-León, Irapuato, Gto. 36824, Mexico; [email protected] (F.C.-H.); [email protected] (P.A.-G.); [email protected] (O.M.) * Correspondence: [email protected] Received: 26 August 2019; Accepted: 23 September 2019; Published: 28 September 2019 Abstract: Chili pepper (Capsicum spp.) is one of the most important horticultural crops worldwide, and its unique organoleptic properties and health benefits have been established for centuries. However, there is little knowledge about how metabolites are distributed throughout fruit parts. This work focuses on the use of liquid chromatography coupled with high resolution mass spectrometry (UHPLC-ESI-HRMS) to estimate the global metabolite profiles of the pericarp, placenta, and seeds of Tabasco pepper fruits (Capsicum frutescens L.) at the red mature stage of ripening. Our main results putatively identified 60 differential compounds between these tissues and seeds. Firstly, we found that pericarp has a higher content of glycosides, showing on average a fold change of 5 and a fold change of 14 for terpenoids when compared with other parts of the fruit. While placenta was the richest tissue in capsaicinoid-related compounds, alkaloids, and tocopherols, with a 35, 3, and 7 fold change, respectively. However, the seeds were richer in fatty acids and saponins with fold changes of 86 and 224, respectively. -
(C5–C20) Emissions of Downy Birches
Atmos. Chem. Phys., 21, 8045–8066, 2021 https://doi.org/10.5194/acp-21-8045-2021 © Author(s) 2021. This work is distributed under the Creative Commons Attribution 4.0 License. Sesquiterpenes and oxygenated sesquiterpenes dominate the VOC (C5–C20) emissions of downy birches Heidi Hellén1, Arnaud P. Praplan1, Toni Tykkä1, Aku Helin1, Simon Schallhart1, Piia P. Schiestl-Aalto2,3,4, Jaana Bäck2,3, and Hannele Hakola1 1Atmospheric Composition Research Unit, Finnish Meteorological Institute, P.O. Box 503, 00101 Helsinki, Finland 2Institute for Atmospheric and Earth System Research/Forest Sciences, Helsinki, Finland 3Faculty of Agriculture and Forestry, University of Helsinki, Helsinki, Finland 4Department of Forest Ecology and Management, SLU, 901 83 Umeå, Sweden Correspondence: Heidi Hellén (heidi.hellen@fmi.fi) Received: 2 December 2020 – Discussion started: 16 December 2020 Revised: 23 March 2021 – Accepted: 28 April 2021 – Published: 26 May 2021 Abstract. Biogenic volatile organic compounds (BVOCs) 24 % and 17 % of the total SQT and OSQT emissions, re- emitted by the forests are known to have strong impacts in spectively. A stressed tree growing in a pot was also stud- the atmosphere. However, lots of missing reactivity is found, ied, and high emissions of α-farnesene and an unidentified especially in the forest air. Therefore better characterization SQT were detected together with high emissions of GLVs. of sources and identification/quantification of unknown re- Due to the relatively low volatility and the high reactivity of active compounds is needed. While isoprene and monoter- SQTs and OSQTs, downy birch emissions are expected to pene (MT) emissions of boreal needle trees have been studied have strong impacts on atmospheric chemistry, especially on quite intensively, there is much less knowledge on the emis- secondary organic aerosol (SOA) production. -
Identification and Functional Characterization of Diterpene Synthases for Triptolide Biosynthesis from Tripterygium Wilfordii
Biochemistry, Biophysics and Molecular Biology Publications Biochemistry, Biophysics and Molecular Biology 1-2018 Identification and functional characterization of diterpene synthases for triptolide biosynthesis from Tripterygium wilfordii Ping Su China Academy of Chinese Medical Sciences Hongyu Guan China Academy of Chinese Medical Sciences Yujun Zhao China Academy of Chinese Medical Sciences Yuru Tong China Academy of Chinese Medical Sciences Meimei Xu Iowa State University, [email protected] See next page for additional authors Follow this and additional works at: https://lib.dr.iastate.edu/bbmb_ag_pubs Part of the Biochemistry Commons, Biophysics Commons, Molecular Biology Commons, Plant Sciences Commons, and the Structural Biology Commons The complete bibliographic information for this item can be found at https://lib.dr.iastate.edu/ bbmb_ag_pubs/272. For information on how to cite this item, please visit http://lib.dr.iastate.edu/howtocite.html. This Article is brought to you for free and open access by the Biochemistry, Biophysics and Molecular Biology at Iowa State University Digital Repository. It has been accepted for inclusion in Biochemistry, Biophysics and Molecular Biology Publications by an authorized administrator of Iowa State University Digital Repository. For more information, please contact [email protected]. Identification and functional characterization of diterpene synthases for triptolide biosynthesis from Tripterygium wilfordii Abstract Tripterygium wilfordii has long been used as a medicinal plant, and exhibits impressive and effective anti- inflammatory, immunosuppressive and anti-tumor activities. The main active ingredients are diterpenoids and triterpenoids, such as triptolide and celastrol, respectively. A major challenge to harnessing these natural products is that they are found in very low amounts in planta. -
Bilirubin: an Animal Pigment in the Zingiberales and Diverse Angiosperm Orders Cary L
Florida International University FIU Digital Commons FIU Electronic Theses and Dissertations University Graduate School 11-5-2010 Bilirubin: an Animal Pigment in the Zingiberales and Diverse Angiosperm Orders Cary L. Pirone Florida International University, [email protected] DOI: 10.25148/etd.FI10122201 Follow this and additional works at: https://digitalcommons.fiu.edu/etd Part of the Biochemistry Commons, and the Botany Commons Recommended Citation Pirone, Cary L., "Bilirubin: an Animal Pigment in the Zingiberales and Diverse Angiosperm Orders" (2010). FIU Electronic Theses and Dissertations. 336. https://digitalcommons.fiu.edu/etd/336 This work is brought to you for free and open access by the University Graduate School at FIU Digital Commons. It has been accepted for inclusion in FIU Electronic Theses and Dissertations by an authorized administrator of FIU Digital Commons. For more information, please contact [email protected]. FLORIDA INTERNATIONAL UNIVERSITY Miami, Florida BILIRUBIN: AN ANIMAL PIGMENT IN THE ZINGIBERALES AND DIVERSE ANGIOSPERM ORDERS A dissertation submitted in partial fulfillment of the requirements for the degree of DOCTOR OF PHILOSOPHY in BIOLOGY by Cary Lunsford Pirone 2010 To: Dean Kenneth G. Furton College of Arts and Sciences This dissertation, written by Cary Lunsford Pirone, and entitled Bilirubin: An Animal Pigment in the Zingiberales and Diverse Angiosperm Orders, having been approved in respect to style and intellectual content, is referred to you for judgment. We have read this dissertation and recommend that it be approved. ______________________________________ Bradley C. Bennett ______________________________________ Timothy M. Collins ______________________________________ Maureen A. Donnelly ______________________________________ John. T. Landrum ______________________________________ J. Martin Quirke ______________________________________ David W. Lee, Major Professor Date of Defense: November 5, 2010 The dissertation of Cary Lunsford Pirone is approved. -
Analysis of Secondary Metabolite Production in Somatic Embryo of Pasak Bumi (Eurycoma Longifoliajack.)
Available online at www.sciencedirect.com ScienceDirect Procedia Chemistry 13 ( 2014 ) 112 – 118 International Seminar on Natural Product Medicines, ISNPM 2012 Analysis of Secondary Metabolite Production in Somatic Embryo of Pasak Bumi (Eurycoma longifoliaJack.) Iriawatia*, Andira Rahmawatia, Rizkita R. Esyantia 1School of Life Sciences and Technology, Bandung Institute of Technology, Jalan Ganesa No. 10 Bandung 40132, Indonesia Abstract Pasak bumi (Eurycoma longifolia Jack.) has been known as a plants that can produce secondary metabolites for medicinal purposes such as: aphrosidiac, antimalaria, dysentri, antitumor, etc. Poor seed germination of pasak bumi will affect the avaibility of plant material for drug extraction. Over exploitation of this plant will also reduce plant population in its natural habitat. In vitro culture, i.e. through somatic embryogenesis, therefore, can be used as one of an alternative method for plant regeneration as well as for in vitro metabolite production. Based on this reason, the research has been done with an objective to analyze the presence of secondary metabolite in somatic embryo of pasak bumi. Seed-derived callus was used as an explant. This callus was maintained to proliferate in MS (Murashige&Skoog, 1962) medium supplemented with 2.25 mg/L 2,4-D and 2.0 mg/L kinetin. A half gram of callus from proliferation medium was transferred into the MS liquid medium containing 1.0 or 2.25 mg/L 2,4-D, and 2.0 mg/L BAP or 2.0 mg/L kinetin. Histochemical examination using Jeffrey’s reagen and neutral red showed that alkaloid and terpenoid substances were presence in somatic embryo of pasakbumi. -
Nutritional and Medicinal Properties of Solanaceous Vegetables Shilpa Devi and Arvind Nagar Division of Vegetable Science, IARI, New Delhi, 110012
Shilpa Devi and Arvind Nagar Your full article ( between 500 to 5000 words) - - Do check for grammatical errors or spelling mistakes Nutritional and Medicinal Properties of Solanaceous Vegetables Shilpa Devi and Arvind Nagar Division of vegetable Science, IARI, New Delhi, 110012 Corresponding mail- [email protected] Introduction The family Solanaceae, or nightshades, is an economically important family of flowering plants. The family ranges from annual and perennial herbs to vines, or either shrubs, and trees, including a number of important vegetable crops like tomato, pepper, eggplant, white and red potato, and tomatillo. This family also contains several plants that are considered toxic to humans being such as the weeds jimsonweed, nightshade and mandrake. Many members of the family contain potent alkaloids that are having immense value by considering its nutritional value. The family belongs to the order Solanales, in the asterid group dicotyledons (Magnoliopsida). The solanaceae consists of approximately 98 genera and about 2,700 species, with a great diversity in their habitats, morphology and ecology. Worldwide 53% of children are malnourished and underweight with 40% of them living in India. Solanaceous vegetable crops are important source of vitamin C, A, E, thiamine, niacin, pyridoxine, folacin, minerals and dietry fibres which play a significant role in human nutrition and helps to cope with malnutrition. Nutritional and Medicinal Properties of Tomato Tomatoes are the 2nd highly produced and consumed vegetable in the world today. Tomato is consumed either fresh or in many processed forms like ketchup, canned whole or in pieces, puree, sauce, soup, juice, or sun- dried. Tomato fruits are considered a low energy dense food with unique constituents that may positively affect health. -
Medically Useful Plant Terpenoids: Biosynthesis, Occurrence, and Mechanism of Action
molecules Review Medically Useful Plant Terpenoids: Biosynthesis, Occurrence, and Mechanism of Action Matthew E. Bergman 1 , Benjamin Davis 1 and Michael A. Phillips 1,2,* 1 Department of Cellular and Systems Biology, University of Toronto, Toronto, ON M5S 3G5, Canada; [email protected] (M.E.B.); [email protected] (B.D.) 2 Department of Biology, University of Toronto–Mississauga, Mississauga, ON L5L 1C6, Canada * Correspondence: [email protected]; Tel.: +1-905-569-4848 Academic Editors: Ewa Swiezewska, Liliana Surmacz and Bernhard Loll Received: 3 October 2019; Accepted: 30 October 2019; Published: 1 November 2019 Abstract: Specialized plant terpenoids have found fortuitous uses in medicine due to their evolutionary and biochemical selection for biological activity in animals. However, these highly functionalized natural products are produced through complex biosynthetic pathways for which we have a complete understanding in only a few cases. Here we review some of the most effective and promising plant terpenoids that are currently used in medicine and medical research and provide updates on their biosynthesis, natural occurrence, and mechanism of action in the body. This includes pharmacologically useful plastidic terpenoids such as p-menthane monoterpenoids, cannabinoids, paclitaxel (taxol®), and ingenol mebutate which are derived from the 2-C-methyl-d-erythritol-4-phosphate (MEP) pathway, as well as cytosolic terpenoids such as thapsigargin and artemisinin produced through the mevalonate (MVA) pathway. We further provide a review of the MEP and MVA precursor pathways which supply the carbon skeletons for the downstream transformations yielding these medically significant natural products. Keywords: isoprenoids; plant natural products; terpenoid biosynthesis; medicinal plants; terpene synthases; cytochrome P450s 1. -
Honeybees and Nectar Nicotine: Deterrence and Reduced
1 Honeybees and nectar nicotine: deterrence and reduced 2 survival versus potential health benefits 3 4 5 Angela Köhler*, Christian W.W. Pirk and Susan W. Nicolson 6 7 8 Department of Zoology and Entomology, University of Pretoria, Pretoria 0002, South Africa 9 10 11 *Author for correspondence 12 Email: [email protected] 13 Postal address: Dept. Zoology & Entomology, University of Pretoria, Private Bag X20, Hatfield 14 0028, Pretoria, South Africa 15 Phone +27 12 420 4872 16 Fax +27 12 362 5242 17 1 18 Abstract 19 Secondary metabolites produced by plants for herbivore defence are often found in floral nectar, 20 but their effect on the foraging behaviour and physiological performance of pollinators is largely 21 unknown. Nicotine is highly toxic to most herbivores, and nicotine-based insecticides may 22 contribute to current pollinator declines. We examined the effects of nectar nicotine on honeybee 23 foraging choices and worker longevity. Free-flying honeybee (Apis mellifera scutellata) workers 24 from six colonies were given a choice between multiple nicotine concentrations (0–1000 µM) in 25 artificial nectar (0.15–0.63 M sucrose). The dose-dependent deterrent effect of nicotine was 26 stronger in lower sugar concentrations, but even the highest nicotine concentrations did not 27 completely repel honeybees, i.e. bees did not stop feeding on these diets. Nicotine in nectar acts 28 as a partial repellent, which may keep pollinators moving between plants and enhance cross- 29 pollination. In the second part of the study, newly emerged workers from 12 colonies were caged 30 and fed one of four nicotine concentrations (0–300 µM) in 0.63 M sucrose for 21 days.