DOCSLIB.ORG

WO 2010/067327 Al

Total Page：16

File Type：pdf, Size：1020Kb

Download full-text PDF Read full-text
WO 2010/067327 Al (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 17 June 2010 (17.06.2010) WO 2010/067327 Al (51) International Patent Classification: AO, AT, AU, AZ, BA, BB, BG, BH, BR, BW, BY, BZ, C08B 37/00 (2006.01) A61K 8/73 (2006.01) 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, KM, KN, KP, PCT/IB2009/055663 KR, KZ, LA, LC, LK, LR, LS, LT, LU, LY, MA, MD, (22) International Filing Date: ME, MG, MK, MN, MW, MX, MY, MZ, NA, NG, NI, 10 December 2009 (10.12.2009) NO, NZ, OM, PE, PG, PH, PL, PT, RO, RS, RU, SC, SD, SE, SG, SK, SL, SM, ST, SV, SY, TJ, TM, TN, TR, TT, (25) Filing Language: English 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, 0858501 11 December 2008 ( 11.12.2008) FR GM, KE, LS, MW, MZ, NA, SD, SL, SZ, TZ, UG, ZM, ZW), Eurasian (AM, AZ, BY, KG, KZ, MD, RU, TJ, (71) Applicant (for all designated States except US): SEDER- TM), European (AT, BE, BG, CH, CY, CZ, DE, DK, EE, MA [FR/FR]; 29 rue du Chemin Vert, F-78610 Le Perray ES, FI, FR, GB, GR, HR, HU, IE, IS, IT, LT, LU, LV, en Yvelines (FR). MC, MK, MT, NL, NO, PL, PT, RO, SE, SI, SK, SM, TR), OAPI (BF, BJ, CF, CG, CI, CM, GA, GN, GQ, GW, (72) Inventors; and ML, MR, NE, SN, TD, TG). (75) Inventors/Applicants (for US only): FOURNIAL, Ar- naud [FR/FR]; 53 Boulevard Murat, F-75016 Paris (FR). Published: GRIZAUD, Claire-Marie [FR/FR]; 11 rue Maurice Rav — with international search report (Art. 21(3)) el, F-78370 Plaisir (FR). LE MOIGNE, Caroline [FR/FR]; 2 rue des Marais, F-78220 Viroflay (FR). — before the expiration of the time limit for amending the MONDON, Philippe [FR/FR]; 16 rue Dumoncel, claims and to be republished in the event of receipt of F-75014 Paris (FR). amendments (Rule 48.2(h)) (81) Designated States (unless otherwise indicated, for every kind of national protection available): AE, AG, AL, AM, (54) Title: COSMETIC COMPOSITION CONTAINING ACETYLATED OLIGOGLUCURONANS (57) Abstract: The present invention relates to the field of cosmetic and dermopharmaceutical compositions. It concerns oligomer compounds of D-glucuronic acid or D-glucuronate with a β (1-4) sequence (or oligoglucuronans) containing a degree of acetyla- tion specifically between 8.7±0.5 and 9.2±0.5% by weight of 0-CO-CH 3 group compared to the weight of glucuronic acid and with a degree of polymerisation (DP) of 18-19 ±2. The oligomer compounds according to the present invention are intended to stimulate the elasticity of the dermis and epidermis although they also act to increase dermo-epidermal cohesion in order to com bat skin ageing, lines, wrinkles, visible and/or tactile skin discontinuities, loss of firmness, elasticity and tone and to combat skin tissue deformability. The invention also concerns a cosmetic composition containing at least one compound as recited according to the present invention. COSMETIC COMPOSITION CONTAINING ACETYLATED OLIGOGLUCURONANS TECHNICAL FIELD The present invention relates to the field of cosmetic and dermopharmaceutical compositions. It applies typically, but not exclusively, to the field of cosmetics and dermopharmacy. BACKGROUND ART Skin deformability is a reflection of its vitality. A skin with elasticity is one that, despite the permanent malleability of the skin tissue, returns to its initial appearance after the deformation forces stop. Over time, however, skin becomes marked and tired. It is continually subjected to a large number of mechanical forces: stretching, yawning, smiling, to which the skin tissue responds more or less well depending on the persons and their age. Skin tissue consist of a superficial layer, the epidermis, and deeper layers, the dermis and hypodermis, each of which has specific properties allowing the whole skin to respond and adapt to its environmental conditions. The dermis acts as the support for the epidermis. It is mostly formed from fibroblasts and an extracellular matrix, primarily containing elastin and collagen. The epidermis consists of three types of cells, the most important of which are the keratinocytes, and forms the external layer, playing a fundamental role in protection and maintaining good trophicity. Keratinocytes synthesise hyaluronic acid which plays an essential role in elasticity, youthfulness and tone of the skin. Between the basal cells of the epidermis and the more superficial layers of the dermis the skin contains the dermo-epidermal junction (DEJ). The DEJ plays a very important role, particularly mechanically, as it allows the epidermis to anchor firmly to the dermis, i.e. the keratinocytes to the DEJ proteins. During skin ageing the DEJ flattens and the adhering properties of the epidermis are reduced, resulting in dermo-epidermal disorganisation. Document WO 93/18174 discloses a polymer compound of D-glucuronic acid with a β (1-4) sequence in which each glucuronic acid cycle contains a maximum of 33% by weight of the O-CO- CH3 group compared to the weight of said glucuronic acid cycle, said polymer being in particular directed to the cosmetic industry, particularly as a thickening, texturing, moisturising and/or stabilising agent. This document, however, does not propose oligosaccharides for improving the elasticity of the skin. Publication FR2781673 discloses also D-glucuronide oligosaccharides with a β (1-4) sequence in which each glucuronic acid cycle contains a maximum of 33% by weight of O-CO-CH3 group compared to the weight of said glucuronic acid cycle, said substances being intended to stimulate the production of cytokine. This document however does not suggest oligosaccharides intended to improve the elasticity of the skin. The technical problem to be solved through the present invention is to propose a compound intended to combat the reduction in the elastic properties of the skin, at the same time increasing dermo- epidermal cohesion and thereby combating deformability of the skin tissue, particularly by offering skin that is more supple, less marked and tired, better toned, firmer and without signs of aging such as wrinkles and lines. Surprisingly, the inventors of the present invention have discovered that oligomers of D-glucuronic acid with a β (1-4) sequence having a degree of acetylation specifically between 8.7±0.5% and 9.2±0.5% by weight of 0-CO-CH 3 group/weight of glucuronic acid and exhibiting a degree of polymerisation of 18-19 ±2, provide improvement of at least one of the symptoms listed above. The present invention is therefore directed to oligomer compounds of D-glucuronic acid or D- glucuronate with a β (1-4) sequence (or oligoglucuronans) exhibiting a degree of acetylation specifically between 8.7±0.5 and 9.2±0.5% by weight of 0-CO-CH 3 group with regard to the weight of glucuronic acid and exhibiting a degree of polymerisation (DP) of 18-19 ±2. According to another aspect, the invention is directed to a cosmetic composition containing at least one oligomer compound of D-glucuronic acid or D-glucuronate with a β (1-4) sequence exhibiting a degree of acetylation of between 8.7±0.5 and 9.2±0.5% by weight OfO-CO-CH 3 group compared to the weight of glucuronic acid and a degree of polymerisation (DP) of 18-19 ±2. Another object of the invention is the cosmetic use of these compounds. Therefore the object of the present invention is an oligomer compound of D-glucuronic acid with a β (1-4) sequence, of formula (I): characterised in that each glucuronic acid cycle exhibits a degree of acetylation specifically between 8.7±0.5 and 9.2±0.5% by weight OfO-CO-CH 3 group compared to the weight of the glucuronic acid cycle and has a degree of polymerisation (DP) of 18-19 ±2. The degree of polymerisation of 18-19 represents a molecular weight (Mw) of 3600 to 3800 Daltons (Da) or where n = 15-16. More specifically, the oligoglucuronans of the present invention are selected from: - oligomers of D-glucuronic acid with a β(l-4) sequence of formula (I) in which the acetyloxy group is located in position 2 and/or in position 3 of the glucuronic acid cycle to form an ester and/or in position 6 of the glucuronic acid cycle to form a mixed anhydride, each glucuronic acid cycle containing between 8.7±0.5 and 9.2±0.5% by weight OfO-CO-CH 3 groups compared to the weight of said glucuronic acid cycle and a degree of polymerisation of between 18 and 19 ±2 ; preferably acetylation occurs at the OH groups of the carbons in position 2 and/or 3; - oligomers of D-glucuronic acid with a β (1-4) sequence of formula (I) in which (i) the acetyloxy group is located in position 2 and/or in position 3 and/or in position 6 of the glucuronic acid cycle, each glucuronic acid cycle containing between 8.7±0.5 and 9.2±0.5% by weight of 0-CO-CH 3 groups compared to the weight of said glucuronic acid cycle and a degree of polymerisation of between 18-19 ±2, (ii) the OH group of at least one carboxylic acid COOH group is replaced by an C1-C22 alkoxy group to produce an C1-C22 estert, or by an C1-C22 amine group to produce a C1-C22 amide, or by an Cl- C22 alkyl group to produce a C1-C22 ketone; - oligomers of D-glucuronic acid with a β (1-4) sequence of formula (I) in which (i) the acetyloxy group is located in position 2 and/or in position 3 and/or in position
Load more

Recommended publications
  • Coffee and Its Effect on Digestion
    Expert report Coffee and its effect on digestion By Dr. Carlo La Vecchia, Professor of Medical Statistics and Epidemiology, Dept. of Clinical Sciences and Community Health, Università degli Studi di Milano, Italy. Contents 1 Overview 2 2 Coffee, a diet staple for millions 3 3 What effect can coffee have on the stomach? 4 4 Can coffee trigger heartburn or GORD? 5 5 Is coffee associated with the development of gastric or duodenal ulcers? 6 6 Can coffee help gallbladder or pancreatic function? 7 7 Does coffee consumption have an impact on the lower digestive tract? 8 8 Coffee and gut microbiota — an emerging area of research 9 9 About ISIC 10 10 References 11 www.coffeeandhealth.org May 2020 1 Expert report Coffee and its effect on digestion Overview There have been a number of studies published on coffee and its effect on different areas of digestion; some reporting favourable effects, while other studies report fewer positive effects. This report provides an overview of this body of research, highlighting a number of interesting findings that have emerged to date. Digestion is the breakdown of food and drink, which occurs through the synchronised function of several organs. It is coordinated by the nervous system and a number of different hormones, and can be impacted by a number of external factors. Coffee has been suggested as a trigger for some common digestive complaints from stomach ache and heartburn, through to bowel problems. Research suggests that coffee consumption can stimulate gastric, bile and pancreatic secretions, all of which play important roles in the overall process of digestion1–6.
    [Show full text]
  • Coffee and Liver Diseases
    Fitoterapia 81 (2010) 297–305 Contents lists available at ScienceDirect Fitoterapia journal homepage: www.elsevier.com/locate/fitote Review Coffee and liver diseases Pablo Muriel ⁎, Jonathan Arauz Departamento de Farmacología, Cinvestav-IPN., Apdo. Postal 14-740, México 07000, D.F., Mexico article info abstract Article history: Coffee consumption is worldwide spread with few side effects. Interestingly, coffee intake has Received 26 August 2009 been inversely related to the serum enzyme activities gamma-glutamyltransferase, and alanine Accepted in revised form 25 September 2009 aminotransferase in studies performed in various countries. In addition, epidemiological Available online 13 October 2009 results, taken together, indicate that coffee consumption is inversely related with hepatic cirrhosis; however, they cannot demonstrate a causative role of coffee with prevention of liver Keywords: injury. Animal models and cell culture studies indicate that kahweol, diterpenes and cafestol Coffee (some coffee compounds) can function as blocking agents by modulating multiple enzymes Hepatic injury involved in carcinogenic detoxification; these molecules also alter the xenotoxic metabolism by Fibrosis Cirrhosis inducing the enzymes glutathione-S-transferase and inhibiting N-acetyltransferase. Drinking Cancer coffee has been associated with reduced risk of hepatic injury and cirrhosis, a major pathogenic step in the process of hepatocarcinogenesis, thus, the benefit that produces coffee consumption on hepatic cancer may be attributed to its inverse relation with cirrhosis, although allowance for clinical history of cirrhosis did not completely account for the inverse association. Therefore, it seems to be a continuum of the beneficial effect of coffee consumption on liver enzymes, cirrhosis and hepatocellular carcinoma. At present, it seems reasonable to propose experiments with animal models of liver damage and to test the effect of coffee, and/or isolated compounds of this beverage, not only to evaluate the possible causative role of coffee but also its action mechanism.
    [Show full text]
  • TRP Channel Transient Receptor Potential Channels
    TRP Channel Transient receptor potential channels TRP Channel (Transient receptor potential channel) is a group of ion channels located mostly on the plasma membrane of numerous human and animal cell types. There are about 28 TRP channels that share some structural similarity to each other. These are grouped into two broad groups: Group 1 includes TRPC ("C" for canonical), TRPV ("V" for vanilloid), TRPM ("M" for melastatin), TRPN, and TRPA. In group 2, there are TRPP ("P" for polycystic) and TRPML ("ML" for mucolipin). Many of these channels mediate a variety of sensations like the sensations of pain, hotness, warmth or coldness, different kinds of tastes, pressure, and vision. TRP channels are relatively non-selectively permeable to cations, including sodium, calcium and magnesium. TRP channels are initially discovered in trp-mutant strain of the fruit fly Drosophila. Later, TRP channels are found in vertebrates where they are ubiquitously expressed in many cell types and tissues. TRP channels are important for human health as mutations in at least four TRP channels underlie disease. www.MedChemExpress.com 1 TRP Channel Inhibitors, Antagonists, Agonists, Activators & Modulators (-)-Menthol (E)-Cardamonin Cat. No.: HY-75161 ((E)-Cardamomin; (E)-Alpinetin chalcone) Cat. No.: HY-N1378 (-)-Menthol is a key component of peppermint oil (E)-Cardamonin ((E)-Cardamomin) is a novel that binds and activates transient receptor antagonist of hTRPA1 cation channel with an IC50 potential melastatin 8 (TRPM8), a of 454 nM. Ca2+-permeable nonselective cation channel, to 2+ increase [Ca ]i. Antitumor activity. Purity: >98.0% Purity: 99.81% Clinical Data: Launched Clinical Data: No Development Reported Size: 10 mM × 1 mL, 500 mg, 1 g Size: 10 mM × 1 mL, 5 mg, 10 mg, 25 mg, 50 mg, 100 mg (Z)-Capsaicin 1,4-Cineole (Zucapsaicin; Civamide; cis-Capsaicin) Cat.
    [Show full text]
  • Regulation of TRP Channels by Steroids
    General and Comparative Endocrinology xxx (2014) xxx–xxx Contents lists available at ScienceDirect General and Comparative Endocrinology journal homepage: www.elsevier.com/locate/ygcen Review Regulation of TRP channels by steroids: Implications in physiology and diseases ⇑ Ashutosh Kumar, Shikha Kumari, Rakesh Kumar Majhi, Nirlipta Swain, Manoj Yadav, Chandan Goswami School of Biology, National Institute of Science Education and Research, Sachivalaya Marg, Bhubaneswar, Orissa 751005, India article info abstract Article history: While effects of different steroids on the gene expression and regulation are well established, it is proven Available online xxxx that steroids can also exert rapid non-genomic actions in several tissues and cells. In most cases, these non-genomic rapid effects of steroids are actually due to intracellular mobilization of Ca2+- and other ions Keywords: suggesting that Ca2+ channels are involved in such effects. Transient Receptor Potential (TRP) ion TRP channels channels or TRPs are the largest group of non-selective and polymodal ion channels which cause Ca2+- Steroids influx in response to different physical and chemical stimuli. While non-genomic actions of different Non-genomic action of steroids steroids on different ion channels have been established to some extent, involvement of TRPs in such Ca2+-influx functions is largely unexplored. In this review, we critically analyze the literature and summarize how Expression different steroids as well as their metabolic precursors and derivatives can exert non-genomic effects by acting on different TRPs qualitatively and/or quantitatively. Such effects have physiological repercus- sion on systems such as in sperm cells, immune cells, bone cells, neuronal cells and many others.
    [Show full text]
  • Cafestol That Raises Serum Cholesterol in Humans
    Human Nutrition and Metabolism Coffee Oil Consumption Increases Plasma Levels of 7␣-Hydroxy-4- cholesten-3-one in Humans1 Mark V. Boekschoten,*†2 Maaike K. Hofman,*,** Rien Buytenhek,** Evert G. Schouten,* Hans M. G. Princen,** and Martijn B. Katan*† *Division of Human Nutrition, Wageningen University, Wageningen, The Netherlands; †Wageningen Centre for Food Sciences, Wageningen, The Netherlands; and **TNO Prevention & Health, Gaubius Laboratory, Leiden, The Netherlands ABSTRACT Unfiltered coffee brews such as French press and espresso contain a lipid from coffee beans named cafestol that raises serum cholesterol in humans. Cafestol decreases the expression and activity of cholesterol 7␣-hydroxylase, the rate-limiting enzyme in the classical pathway of bile acid synthesis, in cultured rat hepatocytes and livers of APOE3Leiden mice. Inhibition of bile acid synthesis has been suggested to be responsible for the cholesterol-raising effect of cafestol. Therefore, we assessed whether cafestol decreases the activity of cholesterol ␣ ␣ 7 -hydroxylase in humans. Because liver biopsies were not feasible, we measured plasma levels of 7 -hydroxy- Downloaded from 4-cholesten-3-one, a marker for the activity of cholesterol 7␣-hydroxylase in the liver. Plasma 7␣-hydroxy-4- cholesten-3-one was measured in 2 separate periods in which healthy volunteers consumed coffee oil containing cafestol (69 mg/d) for 5 wk. Plasma levels of 7␣-hydroxy-4-cholesten-3-one increased by 47 Ϯ 13% (mean Ϯ SEM, n ϭ 38, P ϭ 0.001) in the first period and by 23 Ϯ 10% (n ϭ 31, P ϭ 0.03) in the second treatment period. Serum cholesterol was raised by 23 Ϯ 2% (P Ͻ 0.001) in the first period and by 18 Ϯ 2% (P Ͻ 0.001) in the second period.
    [Show full text]
  • Roles of Xenobiotic Receptors in Vascular Pathophysiology Lei Xiao, Phd; Zihui Zhang, Bsc; Xiaoqin Luo, Phd
    1520 XIAO L et al. Circulation Journal REVIEW Official Journal of the Japanese Circulation Society http://www.j-circ.or.jp Roles of Xenobiotic Receptors in Vascular Pathophysiology Lei Xiao, PhD; Zihui Zhang, BSc; Xiaoqin Luo, PhD The pregnane X receptor (PXR) and constitutive androstane receptor (CAR), 2 closely related and liver-enriched members of the nuclear receptor superfamily, and aryl hydrocarbon receptor (AhR), a nonnuclear receptor transcrip- tion factor (TF), are major receptors/TFs regulating the expression of genes for the clearance and detoxification of xenobiotics. They are hence defined as “xenobiotic receptors”. Recent studies have demonstrated that PXR, CAR and AhR also regulate the expression of key proteins involved in endobiotic responses such as the metabolic ho- meostasis of lipids, glucose, and bile acid, and inflammatory processes. It is suggested that the functions of PXR, CAR and AhR may be closely implicated in the pathogeneses of metabolic vascular diseases, such as hyperlipid- emia, atherogenesis, and hypertension. Therefore, manipulation of the activities of these receptors may provide novel strategies for the treatment of vascular diseases. Here, we review the pathophysiological roles of PXR, CAR and AhR in the vascular system. (Circ J 2014; 78: 1520 – 1530) Key Words: Aryl hydrocarbon receptor; Constitutive androstane receptor; Pregnane X receptor; Vascular diseases he circulation system is the major organ exposed to for- ly expressed in liver and intestine and mainly function to cata- eign substances, or “xenobiotics”, as well as endog- lyze the first step of detoxification.9,10 Phase II conjugation T enous chemicals, or endobiotics, during metabolic ho- reactions are catalyzed by a large group of transferases, such meostasis.
    [Show full text]
  • (12) United States Patent (10) Patent No.: US 7,906,307 B2 S0e Et Al
    US007906307B2 (12) United States Patent (10) Patent No.: US 7,906,307 B2 S0e et al. (45) Date of Patent: Mar. 15, 2011 (54) VARIANT LIPIDACYLTRANSFERASES AND 4,683.202 A 7, 1987 Mullis METHODS OF MAKING 4,689,297 A 8, 1987 Good 4,707,291 A 11, 1987 Thom 4,707,364 A 11/1987 Barach (75) Inventors: Jorn Borch Soe, Tilst (DK); Jorn 4,708,876 A 1 1/1987 Yokoyama Dalgaard Mikkelson, Hvidovre (DK); 4,798,793 A 1/1989 Eigtved 4,808,417 A 2f1989 Masuda Arno de Kreij. Geneve (CH) 4,810,414 A 3/1989 Huge-Jensen 4,814,331 A 3, 1989 Kerkenaar (73) Assignee: Danisco A/S, Copenhagen (DK) 4,818,695 A 4/1989 Eigtved 4,826,767 A 5/1989 Hansen 4,865,866 A 9, 1989 Moore (*) Notice: Subject to any disclaimer, the term of this 4,904.483. A 2f1990 Christensen patent is extended or adjusted under 35 4,916,064 A 4, 1990 Derez U.S.C. 154(b) by 0 days. 5,112,624 A 5/1992 Johna 5,213,968 A 5, 1993 Castle 5,219,733 A 6/1993 Myojo (21) Appl. No.: 11/852,274 5,219,744 A 6/1993 Kurashige 5,232,846 A 8, 1993 Takeda (22) Filed: Sep. 7, 2007 5,264,367 A 11/1993 Aalrust (Continued) (65) Prior Publication Data US 2008/OO70287 A1 Mar. 20, 2008 FOREIGN PATENT DOCUMENTS AR 331094 2, 1995 Related U.S. Application Data (Continued) (63) Continuation-in-part of application No.
    [Show full text]
  • Clinical Correlates in Drug-Herbal Interactions Mediated Via Nuclear Receptor PXR Activation and Cytochrome P450 Induction
    J Endocrinol Reprod 12 (2008) 1: 1-12 Review Article Clinical correlates in drug-herbal interactions mediated via nuclear receptor PXR activation and cytochrome P450 induction Seema Negi1, Mohammad A. Akbarsha2 and Rakesh K. Tyagi1 1Special Centre for Molecular Medicine, Jawaharlal Nehru University New Delhi – 110067, India 2Department of Animal Science, School of Life Sciences, Bharathidasan University Tiruchirappalli - 620 024, India This article is dedicated to the memory of Late Prof. Ben M.J. Pereira of Indian Institute of Technology, Roorkee, who had been actively associated with SRBCE and the Journal of Endocrinology and Reproduction Summary Pregnane and Xenobiotic Receptor (PXR), a vital xenosensor, acts as master regulator of phase-I (cytochrome P450) and phase-II enzymes (glutathione S-transferases, sulfotransferases, and uridine 5’-diphosphate glucuronosyltransferases) as well as several drug transporters (multi-drug resistance protein, and multi- drug resistance-associated protein). PXR can bind to a variety of chemically distinct endobiotics (steroids, bile acids and their derivatives, vitamins, etc.) and xenobiotics (prescription drugs, herbal medicines, endocrine disruptors, etc.). Activation of PXR by various compounds leads to trans-activation of PXR- target genes involved in detoxification system (phase-I and phase-II enzymes, and efflux proteins). Herbal medicines are readily used without prescription under the belief that anything natural is safe. These medicines contain active chemical constituents which execute distinctly different or similar pharmacological response(s). But, like prescription drugs, herbal drugs also have both therapeutic and, sometimes, adverse effects. Some of the herbal drugs induce drug metabolizing enzymes (especially CYP3A4) and drug efflux proteins via activation of PXR. Phase-I enzyme CYP3A4 is involved in the metabolism of 50-60% of clinical drugs as well as the chemical ingredients in herbal medicines.
    [Show full text]
  • Physiological Effects of Caffeine and Its Congeners Present in Tea And
    Preprints (www.preprints.org) | NOT PEER-REVIEWED | Posted: 2 August 2018 doi:10.20944/preprints201808.0032.v1 1 Type of the paper: Review 2 3 Physiological effects of caffeine and its congeners 4 present in tea and coffee beverages 5 6 I. Iqbal1, M. N. Aftab2, M. A. Safer3, M. Menon4, M. Afzal5⌘ 7 1Department of Life Sciences, Lahore College for Women, Lahore, Pakistan 8 2Institute of Biochemistry and Biotechnology, Government College University, 9 Lahore 54000, Pakistan 10 3Department of Biological Sciences, Faculty of Science, Kuwait University, Kuwait 11 4Plamer University (West Campus) San Jose, CA 12 5Department of Biological Sciences, Faculty of Science, Kuwait University, Kuwait 13 ⌘ Correspondence: [email protected], Tel. +1 352 681 7347 14 15 16 Running title: Caffeine 17 18 19 20 21 22 23 Corresponding author: 24 M. Afzal, 25 10547 NW 14th PL. 26 Gainesville, FL. USA 27 email: [email protected] 28 Tel. +1 352 681 7347 29 30 1 © 2018 by the author(s). Distributed under a Creative Commons CC BY license. Preprints (www.preprints.org) | NOT PEER-REVIEWED | Posted: 2 August 2018 doi:10.20944/preprints201808.0032.v1 31 Abstract: Tea and coffee are the most commonly used beverages throughout the 32 world. Both decoctions are rich in small organic molecules such as 33 phenolics/polyphenolics, purine alkaloids, many methylxanthines, substituted 34 benzoic and cinnamic acids. Many of these molecules are physiologically 35 chemopreventive and chemoprotective agents against many severe conditions such 36 as cancer, Alzheimer, Parkinsonism, inflammation, sleep apnea, cardiovascular 37 disorders, bradycardia, fatigue, muscular relaxation, and oxidative stress.
    [Show full text]
  • Enrichment of Diterpenes in Green Coffee Oil Using Supercritical fluid
    J. of Supercritical Fluids 95 (2014) 137–145 Contents lists available at ScienceDirect The Journal of Supercritical Fluids j ournal homepage: www.elsevier.com/locate/supflu Enrichment of diterpenes in green coffee oil using supercritical fluid extraction – Characterization and comparison with green coffee oil from pressing a a Paola Maressa Aparecida de Oliveira , Rafael Henrique de Almeida , a b a Naila Albertina de Oliveira , Stephane Bostyn , Cintia Bernardo Gonc¸ alves , a,∗ Alessandra Lopes de Oliveira a Departamento de Engenharia de Alimentos, Universidade de São Paulo, Av Duaue de Caxias Norte 225, Caixa Postal 23, CEP 13635-900 Pirassununga, Sao Paulo, Brazil b Institut de Combustion, Aérothermique, Réactivité, et Environnement (ICARE) 1C, Avenue de la recherche scientifique, 45071 Orléans cedex 2, France a r t a b i c l e i n f o s t r a c t Article history: Supercritical fluid extraction (SFE) was used to obtain green coffee oil (Coffea arabica, cv. Yellow Catuaí) Received 1 May 2014 enriched in the diterpenes, cafestol and kahweol. To obtain diterpenes-enriched green coffee oil relevant Received in revised form 12 August 2014 for pharmaceuticals, a central composite rotational design (CCRD) was used to optimize the extraction Accepted 15 August 2014 process. In this study, pressure and temperature did not have influences on cafestol and kahweol con- Available online 23 August 2014 centrations, but did affect the total phenolic content (TPC), which ranged from 0.62 to 2.62 mg GAE/g of the oil. The analysis and quantification of diterpenes according to gas chromatography indicated that Keywords: green coffee oil from SFE presented a cafestol content of 50.2 and a kahweol content of 63.8 g/kg green Cafestol Kahweol coffee oil under optimal conditions.
    [Show full text]
  • SANTOS, GABRIELA TREVISAN DOS.Pdf (5.044Mb)
    UNIVERSIDADE FEDERAL DE SANTA MARIA CENTRO DE CIÊNCIAS NATURAIS E EXATAS PROGRAMA DE PÓS-GRADUAÇÃO EM CIÊNCIAS BIOLÓGICAS: BIOQUÍMICA TOXICOLÓGICA CARACTERIZAÇÃO DO ESTERÓIDE α-ESPINASTEROL COMO UM NOVO ANTAGONISTA DO RECEPTOR TRPV1 COM EFEITO ANTINOCICEPTIVO DISSERTAÇÃO DE MESTRADO Gabriela Trevisan dos Santos Santa Maria, RS, Brasil 2011 α CARACTERIZAÇÃO DO ESTERÓIDE -ESPINASTEROL COMO UM NOVO ANTAGONISTA DO RECEPTOR TRPV1 COM EFEITO ANTINOCICEPTIVO Por Gabriela Trevisan dos Santos Dissertação apresentada ao curso de Mestrado do Programa de Pós-Graduação em Ciências Biológicas: Bioquímica Toxicológica da Universidade Federal de Santa Maria (UFSM, RS), como requisito parcial para obtenção do grau de Mestre em Ciências Biológicas: Bioquímica Toxicológica. Orientador: Prof. Dr. Juliano Ferreira Santa Maria, RS, Brasil 2011 Universidade Federal de Santa Maria Centro de Ciências Naturais e Exatas Programa de Pós-Graduação em Ciências Biológicas: Bioquímica Toxicológica A comissão examinadora, abaixo assinada, Aprova a Dissertação de Mestrado CARACTERIZAÇÃO DO ESTERÓIDE α-ESPINASTEROL COMO UM NOVO ANTAGONISTA DO RECEPTOR TRPV1 COM EFEITO ANTINOCICEPTIVO elaborada por Gabriela Trevisan dos Santos Como requisito parcial para obtenção do grau de Mestre em Ciências Biológicas: Bioquímica Toxicológica COMISSÃO EXAMINADORA ___________________________________ Juliano Ferreira, Dr. (Orientador) ________________________________ Maria Rosa Chitolina Schetinger, Dra. (UFSM) ___________________________________ Roselei Fachinetto, Dra. (UFSM) Santa Maria, 1 de Setembro de 2011 AGRADECIMENTOS Agradeço a Deus por iluminar meu caminho e me dar forças para seguir sempre em frente. Aos meus familiares, em especial, a meus pais Joaquim e Claudia, e ao meu irmão Guilherme, pelo apoio incondicional, o que contribuiu para que todos os momentos difíceis se tornassem passageiros. Ao meu orientador, Juliano Ferreira, pela oportunidade oferecida, pelos conselhos, ensinamentos e principalmente pelo bom convívio em todos estes anos de trabalho.
    [Show full text]
  • Cafestol [CASRN 469-83-0] and Kahweol [CASRN 6894-43-5]
    Cafestol [CASRN 469-83-0] and Kahweol [CASRN 6894-43-5] Review of Toxicological Literature Prepared for Scott Masten, Ph.D. National Institute of Environmental Health Sciences P.O. Box 12233 Research Triangle Park, North Carolina 27709 Contract No. N01-ES-65402 Submitted by Raymond Tice, Ph.D. Integrated Laboratory Systems P.O. Box 13501 Research Triangle Park, North Carolina 27709 October 1999 TOXICOLOGICAL SUMMARY FOR CAFESTOL AND KAHWEOL 10/99 EXECUTIVE SUMMARY Cafestol was nominated by a private individual for toxicity and carcinogenicity testing based on an association between exposure and elevated cholesterol levels in humans coupled with the potential to activate the nuclear receptor FXR. Significant exposure to the substance occurs through consumption of coffee. Kahweol, a structurally similar compound also in coffee and found to cause a rise in cholesterol concentrations, has been included in the nomination for testing. Global coffee production comes from mainly two species, Coffea arabica and Coffea robusta. Cafestol and kahweol, which are naturally occurring diterpenes found only in coffee, are present in the unsaponifiable lipid fraction. Their content in a coffee drink is influenced by the brew method; brewing releases oil droplets containing cafestol and kahweol from the ground coffee beans. Boiled coffee, such as Scandinavian-style and Turkish-style, contains the highest concentrations, while instant, drip-filtered, and percolated coffee brews contain negligible amounts. Many uses have been patented for cafestol and kahweol. Coffee bean oil, which contains both compounds, has been reported useful as a sun filter. In combination with a cosmetically or pharmaceutically acceptable carrier, topical compositions containing an effective amount of cafestol have been patented for the prevention or treatment of various skin conditions.
    [Show full text]