Applications of HPLC/MS in the Analysis of Traditional Chinese Medicines
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Thesis of Potentially Sweet Dihydrochalcone Glycosides
University of Bath PHD The synthesis of potentially sweet dihydrochalcone glycosides. Noble, Christopher Michael Award date: 1974 Awarding institution: University of Bath Link to publication Alternative formats If you require this document in an alternative format, please contact: [email protected] 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. Download date: 05. Oct. 2021 THE SYNTHESIS OF POTBTTIALLY SWEET DIHYDROCHALCOITB GLYCOSIDES submitted by CHRISTOPHER MICHAEL NOBLE for the degree of Doctor of Philosophy of the University of Bath. 1974 COPYRIGHT Attention is drawn to the fact that copyright of this thesis rests with its author.This copy of the the sis has been supplied on condition that anyone who con sults it is understood to recognise that its copyright rests with its author and that no quotation from the thesis and no information derived from it may be pub lished without the prior written consent of the author. -
Treatment Protocol Copyright © 2018 Kostoff Et Al
Prevention and reversal of Alzheimer's disease: treatment protocol Copyright © 2018 Kostoff et al PREVENTION AND REVERSAL OF ALZHEIMER'S DISEASE: TREATMENT PROTOCOL by Ronald N. Kostoffa, Alan L. Porterb, Henry. A. Buchtelc (a) Research Affiliate, School of Public Policy, Georgia Institute of Technology, USA (b) Professor Emeritus, School of Public Policy, Georgia Institute of Technology, USA (c) Associate Professor, Department of Psychiatry, University of Michigan, USA KEYWORDS Alzheimer's Disease; Dementia; Text Mining; Literature-Based Discovery; Information Technology; Treatments Prevention and reversal of Alzheimer's disease: treatment protocol Copyright © 2018 Kostoff et al CITATION TO MONOGRAPH Kostoff RN, Porter AL, Buchtel HA. Prevention and reversal of Alzheimer's disease: treatment protocol. Georgia Institute of Technology. 2018. PDF. https://smartech.gatech.edu/handle/1853/59311 COPYRIGHT AND CREATIVE COMMONS LICENSE COPYRIGHT Copyright © 2018 by Ronald N. Kostoff, Alan L. Porter, Henry A. Buchtel Printed in the United States of America; First Printing, 2018 CREATIVE COMMONS LICENSE This work can be copied and redistributed in any medium or format provided that credit is given to the original author. For more details on the CC BY license, see: http://creativecommons.org/licenses/by/4.0/ This work is licensed under a Creative Commons Attribution 4.0 International License<http://creativecommons.org/licenses/by/4.0/>. DISCLAIMERS The views in this monograph are solely those of the authors, and do not represent the views of the Georgia Institute of Technology or the University of Michigan. This monograph is not intended as a substitute for the medical advice of physicians. The reader should regularly consult a physician in matters relating to his/her health and particularly with respect to any symptoms that may require diagnosis or medical attention. -
Bergamot) Juice Extracted from Three Different Cultivars Vincenzo Sicari*, Teresa Maria Pellicanò (Received December 14, 2015
Journal of Applied Botany and Food Quality 89, 171 - 175 (2016), DOI:10.5073/JABFQ.2016.089.021 Department of Agraria, University “Mediterranea” of Reggio Calabria, Reggio Calabria (RC), Italy Phytochemical properties and antioxidant potential from Citrus bergamia, Risso (bergamot) juice extracted from three different cultivars Vincenzo Sicari*, Teresa Maria Pellicanò (Received December 14, 2015) Summary Bergamot presents a unique profile of flavonoids and flavonoid Secondary substances occurring in plant-derived products possess glycosides in its juice, such as neoeriocitrin, neohesperidin, naringin, biological activity and thus may protect human beings from various narirutin (SICARI et al., 2015). Diets rich in flavonoids reduce post- diseases. ischemic miocardiac damage in rats (FACINO et al., 1999), coronaric The following physical and nutritional properties of three bergamot damage and the incidence of heart attacks in elderly man (HERTOG cultivars (Castagnaro, Fantastico and Femminello) were determined et al., 1993). and compared: pH, titratable acidity, vitamin C, total flavonoids, The major causes of cell damage following oxidative stress are total polyphenols, antocianyn, bioactive molecules and antioxidant reactive oxygen species (ROS). Reactive oxygen species (ROS) are capacity (ABTS and DPPH assay). The comparison data, were found produced as a normal product of plant cellular metabolism. Various to be statistically different. environmental stresses lead to excessive production of ROS causing In all juice samples analyzed the highest antioxidant capacity was progressive oxidative damage and ultimately cell death (SASTRE found in Castagnaro juice (64.21% I of DPPH and 1.97% I of ABTS) et al., 2000). compared to Fantastico (44.48% I of DPPH and 1.83% I of ABTS) After ingestion as food the flavanone glycosides are metabolized and Femminello (33.39% I of DPPH and 1.13% I of ABTS). -
In Chemistry, Glycosides Are Certain Molecules in Which a Sugar Part Is
GLYCOSIDES Glycosides may be defined as the organic compounds from plants or animal sources, which on enzymatic or acid hydrolysis give one or more sugar moieties along with non- sugar moiety. Glycosides play numerous important roles in living organisms. Many plants store important chemicals in the form of inactive glycosides; if these chemicals are needed, the glycosides are brought in contact with water and an enzyme, and the sugar part is broken off, making the chemical available for use. Many such plant glycosides are used as medications. In animals (including humans), poisons are often bound to sugar molecules in order to remove them from the body. Formally, a glycoside is any molecule in which a sugar group is bonded through its carbon atom to another group via an O-glycosidic bond or an S-glycosidic bond; glycosides involving the latter are also called thioglycosides. The sugar group is then known as the glycone and the non-sugar group as the aglycone or genin part of the glycoside. The glycone can consist of a single sugar group (monosaccharide) or several sugar groups (oligosaccharide). Classification Classification based on linkages Based on the linkage of sugar moiety to aglycone part 1. O-Glycoside:-Here the sugar is combined with alcoholic or phenolic hydroxyl function of aglycone.eg:-digitalis. 2. N-glycosides:-Here nitrogen of amino group is condensed with a sugar ,eg- Nucleoside 3. S-glycoside:-Here sugar is combined with sulphur of aglycone,eg- isothiocyanate glycosides. 4. C-glycosides:-By condensation of a sugar with a cabon atom, eg-Cascaroside, aloin. Glycosides can be classified by the glycone, by the type of glycosidic bond, and by the aglycone. -
Nine Traditional Chinese Herbal Formulas for the Treatment of Depression: an Ethnopharmacology, Phytochemistry, and Pharmacology Review
Journal name: Neuropsychiatric Disease and Treatment Article Designation: Review Year: 2016 Volume: 12 Neuropsychiatric Disease and Treatment Dovepress Running head verso: Feng et al Running head recto: Chinese herbal formulas as antidepressants open access to scientific and medical research DOI: http://dx.doi.org/10.2147/NDT.S114560 Open Access Full Text Article REVIEW Nine traditional Chinese herbal formulas for the treatment of depression: an ethnopharmacology, phytochemistry, and pharmacology review Dan-dan Feng Abstract: Depression is a major mental disorder, and is currently recognized as the Tao Tang second-leading cause of disability worldwide. However, the therapeutic effect of antidepressants Xiang-ping Lin remains unsatisfactory. For centuries, Chinese herbal formulas (CHFs) have been widely used in Zhao-yu Yang the treatment of depression, achieving better therapeutic effects than placebo and having fewer Shu Yang side effects than conventional antidepressants. Here, we review the ethnopharmacology, phy- Zi-an Xia tochemistry, and pharmacology studies of nine common CHFs: “banxia houpo” decoction, “chaihu shugansan”, “ganmaidazao” decoction, “kaixinsan”, “shuganjieyu” capsules, “sinisan”, Yun Wang “wuling” capsules, “xiaoyaosan”, and “yueju”. Eight clinical trials and seven meta-analyses have Piao Zheng supported the theory that CHFs are effective treatments for depression, decreasing Hamilton Yang Wang Depression Scale scores and showing few adverse effects. Evidence from 75 preclinical studies Chun-hu Zhang has also elucidated the multitarget and multipathway mechanisms underlying the antidepres- Laboratory of Ethnopharmacology, sant effect of the nine CHFs. Decoctions, capsules, and pills all showed antidepressant effects, Institute of Integrated Traditional ranked in descending order of efficacy. According to traditional Chinese medicine theory, these Chinese and Western Medicine, Xiangya Hospital, Central South CHFs have flexible compatibility and mainly act by soothing the liver and relieving depression. -
Glycosides in Lemon Fruit
Food Sci. Technol. Int. Tokyo, 4 (1), 48-53, 1998 Characteristics of Antioxidative Flavonoid Glycosides in Lemon Fruit Yoshiaki MIYAKE,1 Kanefumi YAMAMOT0,1 Yasujiro MORIMITSU2 and Toshihiko OSAWA2 * Central Research Laboratory of Pokka Corporation, Ltd., 45-2 Kumanosyo, Shikatsu-cho, Nishikasugai-gun, Aichi 481, Japan 2Department of Applied Biological Sciences, Nagoya University, Nagoya 46401, Japan Received June 12, 1997; Accepted September 27, 1997 We investigated the antioxidative flavonoid glycosides in the peel extract of lemon fruit (Citrus limon). Six flavanon glycosides: eriocitrin, neoeriocitrin, narirutin, naringin, hesperidin, and neohesperidin, and three flavone glycosides: diosmin, 6~-di- C-p-glucosyldiosmin (DGD), and 6- C-p-glucosyldiosmin (GD) were identified by high- performance liquid chromatography (HPLC) analysis. Their antioxidative activity was examined using a linoleic acid autoxidation system. The antioxidative activity of eriocitrin, neoeriocitrin and DGD was stronger than that of the others. Flavonoid glycosides were present primarily in the peel of lemon fruit. There was only a small difference in the content of the flavonoid glycosides of the lemon fruit juice from various sources and varieties. Lemon fruit contained abundant amounts of eriocitrin and hesperidin and also contained narirutin, diosmin, and DGD, but GD, neoeriocitrin, naringin, and neohesperidin were present only in trace amounts. The content of DGD, GD, and eriocitrin was especially abundant in lemons and limes; however, they were scarcely found in other citrus fruits. The content of flavonoid compounds in lemon juice obtained by an in-line extractor at a juice factory was more abundant than that obtained by hand-squeezing. These compounds were found to be stable even under heat treatment conditions (121'C, 15 min) in acidic solution. -
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RSC Advances View Article Online PAPER View Journal | View Issue Comparative intestinal bacteria-associated pharmacokinetics of 16 components of Shengjiang Cite this: RSC Adv.,2017,7,43621 Xiexin decoction between normal rats and rats with irinotecan hydrochloride (CPT-11)-induced gastrointestinal toxicity in vitro using salting-out sample preparation and LC-MS/MS† Huanyu Guan, ab Xiaoming Wang,a Shiping Wang,b Yang He,a Jiajing Yue,a Shanggao Liao,b Yuanda Huanga and Yue Shi*a Shengjiang Xiexin decoction (SXD) exerts protective effects against gastrointestinal injury induced by irinotecan hydrochloride (CPT-11). The intestinal bacteria-associated in vitro pharmacokinetics of 16 components of SXD in normal rats and those with CPT-11-induced gastrointestinal toxicity were Creative Commons Attribution 3.0 Unported Licence. compared in this study. A sensitive and reproducible ultra-high-performance liquid chromatography coupled to tandem mass spectrometry (UHPLC-MS/MS) method was developed for the quantification of 16 components of SXD in a rat intestinal bacteria incubation system, using naringin, naringenin and tetrahydropalmatine as internal standards (ISs). The samples were prepared via salting-out assisted liquid–liquid extraction (SALLE) with NaCl to reduce matrix effects. Chromatographic separation was performed on a sub-2 mm analytical column with acetonitrile and 0.1% aqueous formic acid as mobile phase. All of the analyzed components and ISs were detected via multiple reaction monitoring (MRM) scanning with electrospray ionization. The proposed method was successfully applied for the in vitro This article is licensed under a pharmacokinetic analysis of the multiple components of a complex mixture consisting of a traditional Chinese medicine (TCM) and an intestinal bacterial incubation system. -
Important Flavonoids and Their Role As a Therapeutic Agent
molecules Review Important Flavonoids and Their Role as a Therapeutic Agent Asad Ullah 1 , Sidra Munir 1 , Syed Lal Badshah 1,* , Noreen Khan 1, Lubna Ghani 2, Benjamin Gabriel Poulson 3 , Abdul-Hamid Emwas 4 and Mariusz Jaremko 3,* 1 Department of Chemistry, Islamia College University Peshawar, Peshawar 25120, Pakistan; [email protected] (A.U.); [email protected] (S.M.); [email protected] (N.K.) 2 Department of Chemistry, The University of Azad Jammu and Kashmir, Muzaffarabad, Azad Kashmir 13230, Pakistan; [email protected] 3 Division of Biological and Environmental Sciences and Engineering (BESE), King Abdullah University of Science and Technology (KAUST), Thuwal 23955-6900, Saudi Arabia; [email protected] 4 Core Labs, King Abdullah University of Science and Technology (KAUST), Thuwal 23955-6900, Saudi Arabia; [email protected] * Correspondence: [email protected] (S.L.B.); [email protected] (M.J.) Received: 20 September 2020; Accepted: 1 November 2020; Published: 11 November 2020 Abstract: Flavonoids are phytochemical compounds present in many plants, fruits, vegetables, and leaves, with potential applications in medicinal chemistry. Flavonoids possess a number of medicinal benefits, including anticancer, antioxidant, anti-inflammatory, and antiviral properties. They also have neuroprotective and cardio-protective effects. These biological activities depend upon the type of flavonoid, its (possible) mode of action, and its bioavailability. These cost-effective medicinal components have significant biological activities, and their effectiveness has been proved for a variety of diseases. The most recent work is focused on their isolation, synthesis of their analogs, and their effects on human health using a variety of techniques and animal models. -
Antioxidant and Anti-Inflammatory Activity of Citrus Flavanones Mix
antioxidants Article Antioxidant and Anti-Inflammatory Activity of Citrus Flavanones Mix and Its Stability after In Vitro Simulated Digestion Marcella Denaro †, Antonella Smeriglio *,† and Domenico Trombetta Department of Chemical, Biological, Pharmaceutical and Environmental Sciences, University of Messina, Viale Palatucci, 98168 Messina, Italy; [email protected] (M.D.); [email protected] (D.T.) * Correspondence: [email protected]; Tel.: +39-090-676-4039 † Both authors contributed equally. Abstract: Recently, several studies have highlighted the role of Citrus flavanones in counteracting oxidative stress and inflammatory response in bowel diseases. The aim of study was to identify the most promising Citrus flavanones by a preliminary antioxidant and anti-inflammatory screening by in vitro cell-free assays, and then to mix the most powerful ones in equimolar ratio in order to investigate a potential synergistic activity. The obtained flavanones mix (FM) was then subjected to in vitro simulated digestion to evaluate the availability of the parent compounds at the intestinal level. Finally, the anti-inflammatory activity was investigated on a Caco-2 cell-based model stimulated with interleukin (IL)-1β. FM showed stronger antioxidant and anti-inflammatory activity with respect to the single flavanones, demonstrating the occurrence of synergistic activity. The LC-DAD-ESI- MS/MS analysis of gastric and duodenal digested FM (DFM) showed that all compounds remained unchanged at the end of digestion. As proof, a superimposable behavior was observed between FM and DFM in the anti-inflammatory assay carried out on Caco-2 cells. Indeed, it was observed that both FM and DFM decreased the IL-6, IL-8, and nitric oxide (NO) release similarly to the reference Citation: Denaro, M.; Smeriglio, A.; anti-inflammatory drug dexamethasone. -
W O 2014/006097 a L 9 January 2014 (09.01.2014) P O P C T
(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 W O 2014/006097 A l 9 January 2014 (09.01.2014) P O P C T (51) International Patent Classification: (81) Designated States (unless otherwise indicated, for every A01N 43/16 (2006.01) A01N 65/36 (2009.01) kind of national protection available): AE, AG, AL, AM, A61K 8/49 (2006.01) A01P 1/00 (2006.01) AO, AT, AU, AZ, BA, BB, BG, BH, BN, BR, BW, BY, A61K 31/352 (2006.01) BZ, CA, CH, CL, CN, CO, CR, CU, CZ, DE, DK, DM, DO, DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, (21) International Application Number: HN, HR, HU, ID, IL, IN, IS, JP, KE, KG, KN, KP, KR, PCT/EP20 13/064042 KZ, LA, LC, LK, LR, LS, LT, LU, LY, MA, MD, ME, (22) International Filing Date: MG, MK, MN, MW, MX, MY, MZ, NA, NG, NI, NO, NZ, 3 July 20 13 (03.07.2013) OM, PA, PE, PG, PH, PL, PT, QA, RO, RS, RU, RW, SC, SD, SE, SG, SK, SL, SM, ST, SV, SY, TH, TJ, TM, TN, (25) Filing Language: English TR, TT, TZ, UA, UG, US, UZ, VC, VN, ZA, ZM, ZW. (26) Publication Language: English (84) Designated States (unless otherwise indicated, for every (30) Priority Data: kind of regional protection available): ARIPO (BW, GH, 12174837.0 3 July 2012 (03.07.2012) EP GM, KE, LR, LS, MW, MZ, NA, RW, SD, SL, SZ, TZ, UG, ZM, ZW), Eurasian (AM, AZ, BY, KG, KZ, RU, TJ, (71) Applicant: CEBEC GROUP LTD. -
Effect of Post-Harvest LED and UV Light Irradiation on the Accumulation of Flavonoids and Limonoids in the Segments of Newhall Navel Oranges
molecules Article Effect of Post-Harvest LED and UV Light Irradiation on the Accumulation of Flavonoids and Limonoids in the Segments of Newhall Navel Oranges (Citrus sinensis Osbeck) Shengyu Liu 1, Linping Hu 1, Dong Jiang 2 and Wanpeng Xi 1,3,* 1 College of Horticulture and Landscape Architecture, Southwest University, Chongqing 400716, China; [email protected] (S.L.); [email protected] (L.H.) 2 Citrus Research Institute, Chinese Academy of Agricultural Sciences, Chongqing 400712, China; [email protected] 3 Key Laboratory of Horticulture Science for Southern Mountainous Regions, Ministry of Education, Chongqing 400715, China * Correspondence: [email protected]; Tel.: +86-23-68250483; Fax: +86-23-68251274 Received: 20 March 2019; Accepted: 4 May 2019; Published: 6 May 2019 Abstract: To investigate the effect of post-harvest light irradiation on the accumulation of flavonoids and limonoids, harvested Newhall navel oranges were continuously exposed to light-emitting diode (LED) and ultraviolet (UV) light irradiation for 6 days, and the composition and content of flavonoids and limonoids in the segments were determined using UPLC-qTOF-MS at 0, 6, and 15 days after harvest. In total, six polymethoxylated flavonoids (PMFs), five flavone-O/C-glycosides, seven flavanone-O-glycosides, and three limonoids were identified in the segments. The accumulation of these components was altered by light irradiation. Red and blue light resulted in higher levels of PMFs during exposure periods. The accumulation of PMFs was also significantly induced after white light, UVB and UVC irradiation were removed. Red and UVC irradiation induced the accumulation of flavone and flavanone glycosides throughout the entire experimental period. -
Modes of Action of Herbal Medicines and Plant Secondary Metabolites
Medicines 2015, 2, 251-286; doi:10.3390/medicines2030251 OPEN ACCESS medicines ISSN 2305-6320 www.mdpi.com/journal/medicines Review Modes of Action of Herbal Medicines and Plant Secondary Metabolites Michael Wink Institute of Pharmacy and Molecular Biotechnology, Heidelberg University, INF 364, Heidelberg D-69120, Germany; E-Mail: [email protected]; Tel.: +49-6221-544-881; Fax: +49-6221-544-884 Academic Editor: Shufeng Zhou Received: 13 August 2015 / Accepted: 31 August 2015 / Published: 8 September 2015 Abstract: Plants produce a wide diversity of secondary metabolites (SM) which serve them as defense compounds against herbivores, and other plants and microbes, but also as signal compounds. In general, SM exhibit a wide array of biological and pharmacological properties. Because of this, some plants or products isolated from them have been and are still used to treat infections, health disorders or diseases. This review provides evidence that many SM have a broad spectrum of bioactivities. They often interact with the main targets in cells, such as proteins, biomembranes or nucleic acids. Whereas some SM appear to have been optimized on a few molecular targets, such as alkaloids on receptors of neurotransmitters, others (such as phenolics and terpenoids) are less specific and attack a multitude of proteins by building hydrogen, hydrophobic and ionic bonds, thus modulating their 3D structures and in consequence their bioactivities. The main modes of action are described for the major groups of common plant secondary metabolites. The multitarget activities of many SM can explain the medical application of complex extracts from medicinal plants for more health disorders which involve several targets.