; Liu, I.M. to access the full features of the site or access our. Adisakwattana, S.; Pongsuwan, J.; Wungcharoen, C.; Yibchok-anun, S. In vitro effects of cinnamic acid derivatives on protein tyrosine phosphatase 1B. ; Tsapas, A.; Wender, R.; Matthews, D.R. Ruan, H.; Dong, L.Q. Jones, K.; Sim, L.; Mohan, S.; Kumarasamy, J.; Liu, H.; Avery, S.; Naim, H.Y. Inhibition of the protein in tyrosine phosphatase PTP1B: Potential therapy for obesity, insulin resistance and type-2 diabetes mellitus. Chemical characterization of basil (, Beato, V.M. ; Hwang, I.K. Chemistry, natural sources, dietary intake and pharmacokinetic properties of ferulic acid: A review. ; Madhunapantula, S.V. ; Gowda, P.C. or in a thesis or dissertation provided that the correct acknowledgement is given
Adisakwattana, S.; Roengsamran, S.; Hsu, W.H. ; Quezada-Calvillo, R.; Nichols, B.L. Several simple phenolic compounds such as cinnamic acid, p-coumaric acid, ferulic acid, caffeic acid, chlorgenic acid, and rosmarinic acid belong to this class. XX is the XXth reference in the list of references. ; Bennett, P.H. Cinnamic acid and its derivatives (, As they occur widely and abundantly in human diets, several studies have provided evidence of daily consumption of cinnamic acid and its derivatives in worldwide populations. Radtke, J.; Linseisen, J.; Wolfram, G. Phenolic acid intake of adults in a Bavarian subgroup of the national food composition survey. MDPI stays neutral with regard to jurisdictional claims in published maps and institutional affiliations. The antioxidant activity was measured using (i) a competition kinetic test, to measure the relative capacity to quench … These cinnamic acid analogues are differentiated by the presence of hydroxyl groups on the phenyl ring that are either free or methoxylated [ 15 ]. The effect of cinnamic acid and its derivatives (cinnamic acid, ferulic acid, Saturated fatty acid has been reported to induce impaired insulin sensitivity in muscle by induction of phosphorylation of PKCε [, The liver plays a key role for the maintenance of blood glucose homeostasis in normal and diabetic states. Cinnamic acid is a central intermediate in the biosynthesis of a myriad of natural products including lignols (precursors to lignin and lignocellulose), flavonoids, isoflavonoids, coumarins, aurones, stilbenes, catechin, and phenylpropanoids.
; Tsai, C.C. Sasaki, K.; Oki, T.; Kai, Y.; Nishiba, Y.; Okuno, S. Effect of repeated harvesting on the content of caffeic acid and seven species of caffeoylquinic acids in sweet potato leaves. ; Buss, G.D.; Ishii-Iwamoto, E.L.; Salgueiro-Pagadigorria, C.; Comar, J.F. Adiponectin signaling and function in insulin target tissues. ; Han, T.C. Pérez-Jiménez, J.; Fezeu, L.; Touvier, M.; Arnault, N.; Manach, C.; Hercberg, S.; Galan, P.; Scalbert, A. Dietary intake of 337 polyphenols in French adults. ; El-Nashar, N.N. Adolpho, L.O. ; Marin, D.; Puigpinos, A.; Mendieta, L.; Tarragó, T.; Morel, A.F. For reproduction of material from all other RSC journals and books: For reproduction of material from all other RSC journals. Bhattacharya, S.; Oksbjerg, N.; Young, J.F. Caffeic acid, naringenin and quercetin enhance glucose-stimulated insulin secretion and glucose sensitivity in INS-1E cells. With recent insight into the development of dietary supplements and functional foods, search of effective phytochemical compounds and their mechanisms involved in prevention and management of diabetes and its complications are now being assessed. Wang, S.S.; Liu, K.N. Zhao, Z.; Moghadasian, M.H. ; Verpoorte, R. Biosynthesis, natural sources, dietary intake, pharmacokinetic properties, and biological activities of hydroxycinnamic acids. Simsek, M.; Quezada-Calvillo, R.; Ferruzzi, M.G. The larvicide assays were performed using larval mortality rates to determine lethal concentration (LC 50).
Kang, J.H. Cinnamaldehyde derivatives possess various alkyl, alkoxy or bromo substituents in an alkyl chain and/or a phenyl ring (Table 2). The generation of ATP by glycolysis, the Krebs cycle and the respiratory chain induces the closure of the ATP-sensitive K, Cinnamic acid (100 μM) was found to be an inactive insulin-secreting compound in INS-1 pancreatic β-cells [, Chronic exposure to hyperglycemia can lead to glucotoxicity that pertains to the dysfunction of pancreatic β-cell characterized by decreasing insulin gene expression with and accelerated apoptosis [, Ferulic acid has remarkable effects against STZ-induced pancreatic β-cell damage [, Palmitic acid is known as an inducer for the lipid accumulation and lipotoxicity, leading to accelerated apoptosis and loss of function and mass in pancreatic β-cells [, Inhibition of dipeptidyl peptidase-IV (DPP-IV) is a new therapeutic approach for management of type 2 diabetes [, It is now well established that adipose tissue and skeletal muscle are main targets of insulin-stimulated glucose uptake to control of hyperglycemia. Grosso, G.; Stepaniak, U.; Topor-Mądry, R.; Szafraniec, K.; Pająk, A. In this study, we prepared 17 synthetic cinnamic acid derivatives and screened them to identify an effective antiviral compound against hepatitis C virus (HCV). Gehrmann, W.; Elsner, M.; Lenzen, S. Role of metabolically generated reactive oxygen species for lipotoxicity in pancreatic β-cells. ; Lila, M.A. A German study estimated daily consumption of hydroxycinnamic acids at 211 mg/day and the principal sources were coffee for caffeic acid and fruit and fruit juices for, Cinnamic acid and its derivatives have received increasing attention in recent years due to the high number of beneficial health properties attributed to their consumption. Go to our
; Tkachuk, V.A. ; Narayanan, R.B. Nemet, I.; Varga-Defterdarović, L.; Turk, Z. Methylglyoxal in food and living organisms. ; Yue, Q.X. Molecular mediators of hepatic steatosis and liver injury. Elosta, A.; Ghous, T.; Ahmed, N. Natural products as anti-glycation agents: Possible therapeutic potential for diabetic complications. those of the individual authors and contributors and not of the publisher and the editor(s). Mapping the intestinal alpha-glucogenic enzyme specificities of starch digesting maltase-glucoamylase and sucrase-isomaltase. ; Lai, T.Y. ; Komissarchik, I.; Snigirevskaia, E.S. Isoferulic acid action against glycation-induced changes in structural and functional attributes of human high-density lipoprotein. Estimated dietary intake and major food sources of polyphenols in the Polish arm of the HAPIEE study. ; El-Said, A.M.; Khalifa, S.A.; Göransson, U.; Bohlin, L.; Borg-Karlson, A.K. Narita, Y.; Inouye, K. Kinetic analysis and mechanism on the inhibition of chlorogenic acid and its components against porcine pancreas α-amylase isozymes I and II. article provided that the correct acknowledgement is given with the reproduced material. Jairajpuri, D.S. Prabhakar, P.K. Liu, I.M. Zamora-Ros, R.; Rothwell, J.A. The present study investigated the larvicidal potential of seventeen cinnamic acid derivatives against fourth stage Ae. ; Yibchok-anun, S. Mechanisms of antihyperglycemic effect of p-methoxycinnamic acid in normal and streptozotocin-induced diabetic rats. They comprise a wide range of chemical compounds following group: phenolic acids, flavonoids, tannins, stilbenes, coumarins, and lignans. ; Choi, B.H. Natural cinnamic acids, synthetic derivatives and hybrids with antimicrobial activity. Luo, L.; Liu, M. Adipose tissue in control of metabolism. Inhibition of insulin amyloid fibril formation by ferulic acid, a natural compound found in many vegetables and fruits. Cinnamic acid (CA) and its hydroxy-derivatives are aromatic building blocks whose structural peculiarities (unsaturation, hydroxylic and/or carboxylic groups) have driven them to a prominent position in polymer science. The cinnamic acid derivative is an important part of the quinazoline derivative which exerts its activity. ; Thornalley, P.J. Separation and characterization of soluble esterified and glycoside-bound phenolic compounds in dry-blanched peanut skins by liquid chromatography-electrospray ionization mass spectrometry. D’Antuono, I.; Garbetta, A.; Linsalata, V.; Minervini, F.; Cardinali, A. Polyphenols from artichoke heads (. Adisakwattana, S.; Hsu, W.H. do not need to formally request permission to reproduce material contained in this
Sompong, W.; Cheng, H.; Adisakwattana, S. Ferulic acid prevents methylglyoxal-induced protein glycation, DNA damage, and apoptosis in pancreatic β-cells. Inzucchi, S.E. Many cinnamic acid derivatives, especially those with the phenolic hydroxyl group, are well-known … In the search for novel pharmacologically active compounds, cinnamic acid derivatives are important and promising compounds with high potential for development into drugs. Regulation of glucose metabolism from a liver-centric perspective. ; Bhattacharya, S.; Dasgupta, S. A polyphenol rescues lipid induced insulin resistance in skeletal muscle cells and adipocytes. Currently, there are six distinct classes of available hypoglycemic agents: sulfonylureas, meglitinides, biguanides, thiazolidinediones, α-glucosidase inhibitors, and dipeptidyl peptidase-IV (DPP-IV) inhibitors [, Polyphenols are one of the most important and abundant phytochemical compounds in human diets. CICECO – Aveiro Institute of Materials and Department of Chemistry, University of Aveiro, 3810-193 Aveiro, Portugal. ; Zimmet, P.Z. ; Sultan, M.T. Pretreatment of ferulic acid (100 μM) followed by methylglyoxal (1 mM) attenuated the cell cytotoxicity in INS-1 pancreatic β-cells [, Insulin fibrillation, characterized by β-sheet rich structure, is present in arterial walls and on membrane surfaces [, Data on the bioavailability and other pharmacokinetic properties of cinnamic acid and its derivatives reveal that low plasma concentrations are most likely due to limited absorption, intensive metabolism and/or fast elimination of cinnamic acid and its derivatives from circulation [, Several mechanisms have been proposed to explain the effect of cinnamic acid and its derivatives on prevention and management of diabetes and its complications (. Meeprom, A.; Sompong, W.; Suantawee, T.; Thilavech, T.; Chan, C.B. Valentová, K.; Truong, N.T. The statements, opinions and data contained in the journals are solely This group of compounds includes both naturally occurring as well as synthetic substances. Sova, M. Antioxidant and antimicrobial activities of cinnamic acid derivatives. ; Yu, S.S.; Zhou, B.; Bai, S. Characterization of hydroxycinnamic acid derivatives binding to bovine serum albumin. ; Horton, J.D. Prabhakar, P.K.
; Chen, C.F. Cookies help us deliver our services. Mediation of beta-endorphin by isoferulic acid to lower plasma glucose in streptozotocin-induced diabetic rats. Subscribe to receive issue release notifications and newsletters from MDPI journals, You can make submissions to other journals. Upon binding to its receptor, insulin activates glucose uptake through a distinct signaling cascade involving multiple enzymes of which the proteins phosphoinositide 3-kinase (PI3K), the Akt/PKB, and the PKCζ cascades, thereby resulting in the translocation of GLUT4 to plasma membrane [. Best Pract. Giacco, R.; Costabile, G.; Pepa, G.D.; Anniballi, G.; Griffo, E.; Mangione, A.; Cipriano, P.; Viscovo, D.; Clemente, G.; Landberg, R.; et al. ; Amarowicz, R.; Swanson, R.B. Chemically, in cinnamic acids the 3-phenyl acrylic acid functionality offers three main reactive sites; substitution at the phenyl ring, addition at the α,β-unsaturation and the reactions of the carboxylic acid functionality. Ye, E.Q. Hanhineva, K.; Törrönen, R.; Bondia-Pons, I.; Pekkinen, J.; Kolehmainen, M.; Mykkänen, H.; Poutanen, K. Impact of dietary polyphenols on carbohydrate metabolism. © 2017 by the authors. ; Giralt, E.; Dalcol, I.I. Hydroxycinnamic acid derivatives: A potential class of natural compounds for the management of lipid metabolism and obesity. Meeprom, A.; Sompong, W.; Chan, C.B. *
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Huang, D.W.; Shen, S.C.; Wu, J.S.B. Dietary phenolic compounds selectively inhibit the individual subunits of maltase-glucoamylase and sucrase-isomaltase with the potential of modulating glucose release. (super-)engineered plastics) to biomedical domains (e.g. Phenolic acids are usually classified into two major groups: benzoic acids, containing seven carbon atoms (C6-C1), and cinnamic acids, comprising nine carbon atoms (C6-C3). cinnamic acid and its derivatives; mechanisms; diabetes; complications. Sadowska-Bartosz, I.; Galiniak, S.; Bartosz, G. Kinetics of glycoxidation of bovine serum albumin by methylglyoxal and glyoxal and its prevention by various compounds. Hypoglycemic effects of a phenolic acid fraction of rice bran and ferulic acid in C57BL/KsJ-db/db mice. cinnamic acid derivatives translation in English-French dictionary. ; Yoo, J.L. Penkov, D.N. is available on our Permission Requests page. An overview on the role of dietary phenolics for the treatment of cancers. ; Scalbert, A.; Knaze, V.; Romieu, I.; Slimani, N.; Fagherazzi, G.; Perquier, F.; Touillaud, M.; Molina-Montes, E.; et al. Effects of caffeic acid and cinnamic acid on glucose uptake in insulin-resistant mouse hepatocytes. The cinnamic acids have higher levels of reactive oxygen scavenging activity. Smith, P.R. ; Regenhard, P.; Müller, U.; Sauerwein, H.; Mielenz, M. trans-cinnamic acid increases adiponectin and the phosphorylation of AMP-activated protein kinase through G-protein-coupled receptor signaling in 3T3-L1 adipocytes. Lakshmi, B.S. Aceituno-Medina, M.; Mendoza, S.; Rodríguez, B.A. Anti-glycation effect of cinnamic acid and its derivatives has been evaluated in fructose-induced protein glycation in bovine serum albumin [, In presence of two substituents in cinnamic acid structure, ferulic acid (1–5 mM) has been shown to protect against glucose-, fructose- and ribose-induced formation of fluorescent AGEs in BSA [, Molecular docking studies further characterized the interaction between cinnamic acid and its derivatives by using albumin.
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; Lu, F.E. The invention relates to cinnamic acid derivatives of formula (S) wherein the radicals have the meaning indicated in claim1, to a process for their preparation and their use as self assembling photoalignment agent in liquid crystal mixtures. A whole-grain cereal-based diet lowers postprandial plasma insulin and triglyceride levels in individuals with metabolic syndrome. with the reproduced material. Yamaguchi, M.; Baile, C.A. ; Cheng, J.T. Jin, X.L. Wang, O.; Liu, J.; Cheng, Q.; Guo, X.; Wang, Y.; Zhao, L.; Zhou, F.; Ji, B. These compounds are hydroxy derivatives of cinnamic acid. The common cinnamic acid derivatives include p-coumaric acid, caffeic acid, and ferulic acid. Constituents of the flowers of. ; Adisakwattana, S. Isoferulic acid prevents methylglyoxal-induced protein glycation and DNA damage by free radical scavenging activity. Effect of youth-onset type 2 diabetes mellitus on incidence of end-stage renal disease and mortality in young and middle-aged Pima Indians. Cinnamic acid and its phenolic analogues are natural substances. Owing to these chemical aspects cinnamic acid derivatives received much attention in medicinal research as traditional as well … Raptis, S.A.; Dimitriadis, G.D. The structure was confirmed by MS and 1H NMR. The effects of cinnamic acid and its derivatives (2-hydroxycinnamic acid, 4-hydroxycinnamic acid and 4-methoxycinnamic acid) on the activity of … El-Seedi, H.R. A preliminary Structure-Activity Relationship study of benzoic and cinnamic acid derivatives has led to the recognition of some important structural requirements for antifungal activity. Berry and citrus phenolic compounds inhibit dipeptidyl peptidase IV: Implications in diabetes management. ; Kang, G.; Kim, J.S. Amalan, V.; Vijayakumar, N.; Indumathi, D.; Ramakrishnan, A. Antidiabetic and antihyperlipidemic activity of, Lima, L.C. Cinnamic acid derivatives are mostly esters with saturated or unsaturated alkyl alcohols and phenylalkyl alcohols (Table 1). Methylglyoxal, glyoxalases and the development of diabetic complications. ; El-Refaei, M.F. Marzban, L.; Park, K.; Verchere, C.B. Sompong, W.; Meeprom, A.; Cheng, H.; Adisakwattana, S. A comparative study of ferulic acid on different monosaccharide-mediated protein glycation and oxidative damage in bovine serum albumin. The aim of the review is to summarize the potential mechanisms of these compounds for prevention and management of diabetes and its complications. RESULTS Initial Identiﬁcation of GLIC Ligands Using a Library of Gloeobacter violaceus Metabolites. De Cássia da Silveira e Sá, R.; Andrade, L.N. Javanmardi, J.; Khalighi, A.; Kashi, A.; Bais, H.P. A review on anti-inflammatory activity of phenylpropanoids found in essential oils. If you are the author of this article you still need to obtain permission to reproduce
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; Pegg, R.B. In the category of phytochemicals that can be found in food, there are : α-Cyano-4-hydroxycinnamic acid Caffeic acid – burdock, hawthorn, artichoke, pear, basil, thyme, oregano, apple Among various biological activities, cinnamic acid and its derivatives are associated with a beneficial influence on diabetes and its complications. ; Turoverov, K.K. Mancuso, C.; Santangelo, R. Ferulic acid: Pharmacological and toxicological aspects. Malunga, L.N. ; Eck, P.; Beta, T. Inhibition of Intestinal α-Glucosidase and Glucose Absorption by Feruloylated Arabinoxylan Mono- and Oligosaccharides from Corn Bran and Wheat Aleurone. Li, W.; Zhao, X.; Sun, X.; Zu, Y.; Liu, Y.; Ge, Y. Vague, P.; Coste, T.C. ; Kim, Y.S. Wang, H.; Li, Q.; Deng, W.; Omari-Siaw, E.; Wang, Q.; Wang, S.; Wang, S.; Cao, X.; Xu, X.; Yu, J. Self-nanoemulsifying drug delivery system of trans-cinnamic acid: Formulation development and pharmacodynamic evaluation in alloxan-induced type 2 diabetic rat model. ; Chacko, S.A.; Chou, E.L.; Kugizaki, M.; Liu, S. Greater whole-grain intake is associated with lower risk of type 2 diabetes, cardiovascular disease, and weight gain. Corresponding authors, a
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Among the cinnamic acid derivatives which can be used according to the invention, mention may be made, for example, of mono- and polyhydroxycinnamic acids, alcohols, aldehydes, esters and derivatives. Despite the well-known importance of CA-based polymers and the extensive activity around their synthesis and development, to the best of our knowledge, there are no reviews devoted solely to this theme. formally request permission using Copyright Clearance Center. Cinnamic acid, from the bark of. ; Dong, H. Effects of berberine and cinnamic acid on palmitic acid-induced intracellular triglyceride accumulation in NIT-1 pancreatic β cells. If you are not the author of this article and you wish to reproduce material from
Management of hyperglycemia in type 2 diabetes, 2015: A patient-centered approach: Update to a position statement of the American Diabetes Association and the European Association for the Study of Diabetes. Insulin-secretagogue activity of. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license ( http://creativecommons.org/licenses/by/4.0/). Reactive oxygen species can modify essentially biological … A. C. Fonseca, M. S. Lima, A. F. Sousa, A. J. Silvestre, J. F. J. Coelho and A. C. Serra, CEMMPRE, Department of Chemical Engineering, University of Coimbra, 3030-790 Coimbra, Portugal, CICECO – Aveiro Institute of Materials and Department of Chemistry, University of Aveiro, 3810-193 Aveiro, Portugal, Instructions for using Copyright Clearance Center page.
Sulatskaia, A.I. ; Zou, X.; Wang, K.F. Tailleux, A.; Wouters, K.; Staels, B. CEMMPRE, Department of Chemical Engineering, University of Coimbra, 3030-790 Coimbra, Portugal
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