or in a thesis or dissertation provided that the correct acknowledgement is given ; Chen, C.F. Rattanangkool, E.; Kittikhunnatham, P.; Damsud, T.; Wacharasindhu, S.; Phuwapraisirisan, P. Quercitylcinnamates, a new series of antidiabetic bioconjugates possessing α-glucosidase inhibition and antioxidant. Needless to say, it is possible according to the invention to use cinnamic acid or its derivatives alone or as a mixture. CEMMPRE, Department of Chemical Engineering, University of Coimbra, 3030-790 Coimbra, Portugal Caffeic and chlorogenic acids in. ; Zimmet, P.Z. And Cinnamic acid derivatives were prepared by the benzaldehyde derivatives and malonic acids. Adisakwattana, S.; Chantarasinlapin, P.; Thammarat, H.; Yibchok-Anun, S. A series of cinnamic acid derivatives and their inhibitory activity on intestinal alpha-glucosidase. Owing to these chemical aspects cinnamic acid derivatives received much attention in medicinal research as traditional as well … Scheen, A.J. ; Buse, J.B.; Diamant, M.; Ferrannini, E.; Nauck, M.; Peters, A.L. Adisakwattana, S.; Sompong, W.; Meeprom, A.; Ngamukote, S.; Yibchok-Anun, S. Cinnamic acid and its derivatives inhibit fructose-mediated protein glycation. 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. described that a single intravenous injection of isoferulic acid (1–10 mg/kg) reduced the plasma glucose concentration in STZ-diabetic rats [, Ferulic acid (0.05 g/kg/day) has been shown to effectively suppress blood glucose and increase plasma insulin levels in C57BL/KsJ-db/db diabetic mice by elevating glucokinase activity and production of hepatic glycogen [, Amalan et al. ; Chen, W.C.; Cheng, J.T. The concept of ‘substrate engineering’ as opposed to ‘enzyme engineering’, offers a complimentary and faster approach to developing a bioprocess, making difficult transformations possible. ; Tsapas, A.; Wender, R.; Matthews, D.R. RESULTS Initial Identification of GLIC Ligands Using a Library of Gloeobacter violaceus Metabolites. anafs@eq.uc.pt, b SGLT2 inhibition: Efficacy and safety in type 2 diabetes treatment. ; Yousef, G.; de Mejia, E.G. Vague, P.; Coste, T.C. Mediation of beta-endorphin by isoferulic acid to lower plasma glucose in streptozotocin-induced diabetic rats. © 2017 by the authors. Aune, D.; Keum, N.; Giovannucci, E.; Fadnes, L.T. Endocrinol. PPAR gamma gene—A review. ; Amarowicz, R.; Swanson, R.B. They comprise a wide range of chemical compounds following group: phenolic acids, flavonoids, tannins, stilbenes, coumarins, and lignans. ; Lee, M.K. Role of peroxisome proliferator-activated receptor-gamma in the glucose-sensing apparatus of liver and beta-cells. Cinnamic acid derivatives, especially those combining the cinnamoyl moiety with hydroxyl groups, present strong free radical scavenging properties. 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. ; Hamaker, B.R. Adiponectin signaling and function in insulin target tissues. ; López-Rubio, A. There is also one salt. Sompong, W.; Cheng, H.; Adisakwattana, S. Ferulic acid prevents methylglyoxal-induced protein glycation, DNA damage, and apoptosis in pancreatic β-cells. ; Vimalambike, M.G. The antioxidant activity was measured using (i) a competition kinetic test, to measure the relative capacity to quench … Li, W.; Zhao, X.; Sun, X.; Zu, Y.; Liu, Y.; Ge, Y. This may take some time to load. Go to our Hafizur, R.M. Grosso, G.; Stepaniak, U.; Topor-Mądry, R.; Szafraniec, K.; Pająk, A. Kopp, C.; Singh, S.P. 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. Crepaldi, G.; Carruba, M.; Comaschi, M.; Del Prato, S.; Frajese, G.; Paolisso, G. Dipeptidyl peptidase 4 (DPP-4) inhibitors and their role in Type 2 diabetes management. Inhibition of the protein in tyrosine phosphatase PTP1B: Potential therapy for obesity, insulin resistance and type-2 diabetes mellitus. Bioavailability of hydroxycinnamates: A brief review of in vivo and in vitro studies. Licensee MDPI, Basel, Switzerland. ; Prasad, R.; Ali, S.; Doble, M. Synergistic interaction of ferulic acid with commercial hypoglycemic drugs in streptozotocin induced diabetic rats. ; Verpoorte, R. Biosynthesis, natural sources, dietary intake, pharmacokinetic properties, and biological activities of hydroxycinnamic acids. ; Riboli, E.; Norat, T. Whole grain consumption and risk of cardiovascular disease, cancer, and all cause and cause specific mortality: Systematic review and dose-response meta-analysis of prospective studies. Giacco, R.; Costabile, G.; Pepa, G.D.; Anniballi, G.; Griffo, E.; Mangione, A.; Cipriano, P.; Viscovo, D.; Clemente, G.; Landberg, R.; et al. Islet amyloid develops diffusely throughout the pancreas before becoming severe and replacing endocrine cells. 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. ; Yoo, N.H.; Lee, Y.M. Insulin resistance and adipogenesis: Role of transcription and secreted factors. Cinnamic acid is an organic acid occurring naturally in plants that has low toxicity and a broad spectrum of biological activities. Molecular mediators of hepatic steatosis and liver injury. Kimura, A. Molecular anatomy of α-glucosidase. Ohara, K.; Uchida, A.; Nagasaka, R.; Ushio, H.; Ohshima, T. The effects of hydroxycinnamic acid derivatives on adiponectin secretion. ; Marin, D.; Puigpinos, A.; Mendieta, L.; Tarragó, T.; Morel, A.F. Philippe, J.; Raccah, D. Treating type 2 diabetes: How safe are current therapeutic agents? An overview on the role of dietary phenolics for the treatment of cancers. ; Liu, I.M. ; Tkachuk, V.A. Wang, F.; Hull, R.L. ; Wei, X.; Qi, F.M. Cinnamic acid, from the bark of. If you are the author of this article you do not need to formally request permission The aim of the review is to summarize the potential mechanisms of these compounds for prevention and management of diabetes and its complications. Koren, S.; Fantus, I.G. ; Sultan, M.T. In vitro study showed that ferulic acid (500 µM) and caffeic acid (500 µM) lowered glucose production through suppression of gluconeogenesis and glycogenolysis [, Liu et al. Johnston, K.; Sharp, P.; Clifford, M.; Morgan, L. Dietary polyphenols decrease glucose uptake by human intestinal Caco-2 cells. If you are the author of this article you still need to obtain permission to reproduce ; El-Nashar, N.N. formally request permission using Copyright Clearance Center. This invention relates to a series of cinnamic acid derivatives, to compositions containing them, to processes for their preparation, and to their use in medicine. Cinnamic acid is preferably used according to the invention. Induction of glucokinase mRNA by dietary phenolic compounds in rat liver cells in vitro. Chokeberry is abundant in hydroxycinnamic acid derivatives represented mainly by chlorogenic acid and neochlorogenic acid. 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. ; Ahn, Y.H. first series of cinnamic acid derivatives that inhibit GLIC currents at a micromolar range. Kang, J.H. Stimulatory effect of cinnamic acid analogues on alpha1A-adrenoceptors in vitro. Stein, S.A.; Lamos, E.M.; Davis, S.N. Jones, K.; Sim, L.; Mohan, S.; Kumarasamy, J.; Liu, H.; Avery, S.; Naim, H.Y. ; Eck, P.; Beta, T. Inhibition of Intestinal α-Glucosidase and Glucose Absorption by Feruloylated Arabinoxylan Mono- and Oligosaccharides from Corn Bran and Wheat Aleurone. ; Moncion, A.; de Waziers, I.; Ulrichová, J. 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. Mechanism of the degradation of non-enzymatically glycated proteins under physiological conditions. ; Katiyar, C.; Kanaujia, A.; Duggar, R.; Singh, Y.; Srinivas, K.; et al. 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. Acids, esters, amides, hydrazides and related derivatives of cinnamic … ; Naseemb, I.; Ahmad, I. Clin. ; Giralt, E.; Dalcol, I.I. Ajith, T.A. Caffeic acid, naringenin and quercetin enhance glucose-stimulated insulin secretion and glucose sensitivity in INS-1E cells. Estimated dietary intake and major food sources of polyphenols in the Polish arm of the HAPIEE study. ; Sujatha, S.; Anand, S.; Sangeetha, K.N. article provided that the correct acknowledgement is given with the reproduced material. Methylglyoxal, glyoxalases and the development of diabetic complications. ; Pinto, B.M. These phenolic compounds possess potent antioxidant and anti … Alam, M.A. Butt, M.S. Adisakwattana, S.; Hsu, W.H. ; Quezada-Calvillo, R.; Nichols, B.L. Konishi, Y.; Hitomi, Y.; Yoshioka, E. Intestinal absorption of. Inhibition of insulin amyloid fibril formation by ferulic acid, a natural compound found in many vegetables and fruits. Berry and citrus phenolic compounds inhibit dipeptidyl peptidase IV: Implications in diabetes management. Instructions for using Copyright Clearance Center page for details. ; Jonas, J.C. Berry components inhibit α-glucosidase in vitro: Synergies between acarbose and polyphenols from black currant and rowanberry. Radtke, J.; Linseisen, J.; Wolfram, G. Phenolic acid intake of adults in a Bavarian subgroup of the national food composition survey. 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. Several simple phenolic compounds such as cinnamic acid, p-coumaric acid, ferulic acid, caffeic acid, chlorgenic acid, and rosmarinic acid belong to this class. aegypti larvae. Natural cinnamic acids, synthetic derivatives and hybrids with antimicrobial activity. Bonner-Weir, S. Islet growth and development in the adult. Yamaguchi, M.; Baile, C.A. ; Nichols, B.L. In all cases the Ref. cinnamic acid derivatives translation in English-French dictionary. ; Cheng, J.T. Owing to these chemical aspects cinnamic acid derivatives received much attention in medicinal research as traditional as well … ; Tsai, C.C. Fan, J.; Johnson, M.H. Jang, D.S. those of the individual authors and contributors and not of the publisher and the editor(s). ; Jeppesen, P.B. ; Orgaz, F.; Mansilla, F.; Montaño, A. Enhanced replacement method (ERM) was used for variable selection, and multiple linear regression (MLR) was performed to correlate between structural features of molecules and their acetylcholinesterase inhibitory activity. Standards of medical care in diabetes-2011. ; Yoo, J.L. Elosta, A.; Ghous, T.; Ahmed, N. Natural products as anti-glycation agents: Possible therapeutic potential for diabetic complications. ; Lu, Z.Q. Three aromatic compounds of interest are cinnamaldehyde, the typical cinnamon aroma that has applications in agriculture and medical sciences, as well as cinnamyl alcohol and hydrocinnamyl alcohol, which have applications in the cosmetic industry. Marzban, L.; Park, K.; Verchere, C.B. We use cookies on our website to ensure you get the best experience. These compounds are hydroxy derivatives of cinnamic acid. The statements, opinions and data contained in the journal, © 1996-2021 MDPI (Basel, Switzerland) unless otherwise stated. ; Adisakwattana, S. Isoferulic acid, a new anti-glycation agent, inhibits fructose- and glucose-mediated protein glycation in vitro. to reproduce figures, diagrams etc. ; Sannigrahi, S.; Rahaman, N.; Ahmed, F. Treatment with ferulic acid to rats with streptozotocin-induced diabetes: Effects on oxidative stress, pro-inflammatory cytokines, and apoptosis in the pancreatic β cell. Cinnamic acid and its phenolic analogues are natural substances. However, due to the limited intestinal absorption being a result of low bioavailability of cinnamic acid and its derivatives, current improvement efforts with entrapping into solid and liquid particles are highlighted. * Mapping the intestinal alpha-glucogenic enzyme specificities of starch digesting maltase-glucoamylase and sucrase-isomaltase. ; Yibchok-anun, S. Mechanisms of antihyperglycemic effect of p-methoxycinnamic acid in normal and streptozotocin-induced diabetic rats. Coffee and its consumption: Benefits and risks. Oxidative damage of DNA induced by methylglyoxal in vitro. Several cinnamic acid derivatives have been reported to exhibit antiviral activity. ; Choi, M.S. The antioxidant activity of four derivatives of benzoic acid was systematically compared with the activity of the four homologous derivatives of cinnamic acid. Cookies help us deliver our services. Effect of youth-onset type 2 diabetes mellitus on incidence of end-stage renal disease and mortality in young and middle-aged Pima Indians. ; Jeon, S.M. Authors contributing to RSC publications (journal articles, books or book chapters) Simsek, M.; Quezada-Calvillo, R.; Ferruzzi, M.G. ; Boffetta, P.; Greenwood, D.C.; Tonstad, S.; Vatten, L.J. Antihyperglycemic and antioxidant properties of caffeic acid in db/db mice. 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 [. ; Cheng, J.T. ; Koo, S.H. ; El-Said, A.M.; Khalifa, S.A.; Göransson, U.; Bohlin, L.; Borg-Karlson, A.K. Gehrmann, W.; Elsner, M.; Lenzen, S. Role of metabolically generated reactive oxygen species for lipotoxicity in pancreatic β-cells. 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. Chen, L.; Magliano, D.J. to access the full features of the site or access our. Adisakwattana, S.; Roengsamran, S.; Hsu, W.H. By using our services, you agree to our use of cookies. Hsu, C.L. Oral hypoglycemic agents: Insulin secretagogues, alpha-glucosidase inhibitors and insulin sensitizers. ; Choi, B.H. Qais, F.A. Amyloid fibrillation and cytotoxicity of insulin are inhibited by the amphiphilic surfactants. 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). Sulatskaia, A.I. ; Kim, J.S. ; Zou, X.; Wang, K.F. ; Yibchok-anun, S. Mechanisms of p-methoxycinnamic acid-induced increase in insulin secretion. ; Lai, T.Y. Type 2 diabetes is a group of metabolic disorder characterized by hyperglycemia dyslipidemia, and protein metabolism due to insulin resistance, impaired insulin signaling, and β-cell dysfunction. The predominant phenolic acids in strawberries are Sadowska-Bartosz, I.; Galiniak, S.; Bartosz, G. Kinetics of glycoxidation of bovine serum albumin by methylglyoxal and glyoxal and its prevention by various compounds. Subscribe to receive issue release notifications and newsletters from MDPI journals, You can make submissions to other journals. Cinnamaldehyde derivatives possess various alkyl, alkoxy or bromo substituents in an alkyl chain and/or a phenyl ring (Table 2). The present study investigated the larvicidal potential of seventeen cinnamic acid derivatives against fourth stage Ae. ; Hwang, I.K. 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 (. Boath, A.S.; Stewart, D.; McDougall, G.J. It is worth mentioning that these polymers have a wide spectrum of applications, ranging from industrial (e.g. 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. ; 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. Yibchok-anun, S.; Adisakwattana, S.; Moonsan, P.; Hsu, W.H. Prabhakar, P.K. You seem to have javascript disabled. ; Horton, J.D. ; Raccah, D.; Tsimaratos, M. C-peptide, Na+, K+-ATPase, and diabetes. Regulation of glucose metabolism from a liver-centric perspective. Chang, H.K. ; Zhu, S.; Shoji, M. Bioactive flavonoid p-hydroxycinnamic acid stimulates osteoblastogenesis and suppresses adipogenesis in bone marrow culture. The authors declare no conflict of interest. Huang, D.W.; Shen, S.C.; Wu, J.S.B. Sompong, W.; Cheng, H.; Adisakwattana, S. Protective effects of ferulic acid on high glucose-induced protein glycation, lipid peroxidation, and membrane ion pump activity in human erythrocytes. Effects of caffeic acid and cinnamic acid on glucose uptake in insulin-resistant mouse hepatocytes. Zhang, Y.; Li, Z.; Zhang, K.; Yang, G.; Wang, Z.; Zhao, J.; Hu, R.; Feng, N. Ethyl oleate-containing nanostructured lipid carriers improve oral bioavailability of trans-ferulic acid ascompared with conventional solid lipid nanoparticles. ; Hsu, F.L. Effects of flavonoids and phenolic acids on the inhibition of adipogenesis in 3T3-L1 adipocytes. Today we make some Trans-cinnamic acid from benzaldehyde and malonic acid. Stimulatory effect of isoferulic acid on alpha1A-adrenoceptor to increase glucose uptake into cultured myoblast C2C12 cell of mice. Improved antioxidant capacity of quercetin and ferulic acid during in vitro digestion through encapsulation within food-grade electrospun fibers. Indeed, CA hydroxy-derivatives (hydroxycinnamic acids, HCAs) have been extensively used in the preparation of polyesters, but there are also reports about their use in the synthesis of polyamides and poly(anhydride esters), among many other uses. Kim, H.I. This lecture describes biosynthesis of cinnamic acid and its derivatives from phenylalanine and tyrosine. De Cássia da Silveira e Sá, R.; Andrade, L.N. is available on our Permission Requests page. 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. Separation and characterization of soluble esterified and glycoside-bound phenolic compounds in dry-blanched peanut skins by liquid chromatography-electrospray ionization mass spectrometry. Luo, L.; Liu, M. Adipose tissue in control of metabolism. ; Chen, G.T. XX is the XXth reference in the list of references. The prevalence of type 2 diabetes mellitus has increased dramatically in epidemic proportions worldwide that is one of the most important health and socioeconomic problems [, Current anti-diabetic drugs are commonly required for treatment of type 2 diabetes aimed to achieve glycemic control and relieve diabetic symptoms. Based on several in vitro studies and animal models, cinnamic acid and its derivatives act on different mechanism of actions, including stimulation of insulin secretion, improvement of pancreatic β-cell functionality, inhibition of hepatic gluconeogenesis, enhanced glucose uptake, increased insulin signaling pathway, delay of carbohydrate digestion and glucose absorption, and inhibition of protein glycation and insulin fibrillation. Tahrani, A.A.; Barnett, A.H.; Bailey, C.J. Corresponding authors, a The structure was confirmed by MS and 1H NMR. Its biosynthesis involves the action of the enzyme phenylalanine ammonia-lyase (PAL) on phenylalanine. ; Adisakwattana, S. Isoferulic acid prevents methylglyoxal-induced protein glycation and DNA damage by free radical scavenging activity. Maruf, A.A.; Lip, H.; Wong, H.; O’Brien, P.J. Jairajpuri, D.S. Guo, S. Insulin signaling, resistance, and the metabolic syndrome: Insights from mouse models into disease mechanisms. ; Bergenstal, R.M. ; Narayanan, R.B. Tailleux, A.; Wouters, K.; Staels, B. These new matrices (sinapic, ferulic and caffeic acids) are cinnamic acid derivatives that have several pratical advantages over the nicotinic acid matrices previously used. ; Xu, L.J. 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 ; Lila, M.A. Panzhinskiy, E.; Ren, J.; Nair, S. Pharmacological inhibition of protein tyrosine phosphatase 1B: A promising strategy for the treatment of obesity and type 2 diabetes mellitus. Smith, P.R. ; Yue, Q.X. Prabhakar, P.K. Isoferulic acid action against glycation-induced changes in structural and functional attributes of human high-density lipoprotein. Res. SGLT inhibitors in management of diabetes. Cinnamic acid derivatives are widely used in cosmetics and possess various functions. Guzman, J.D. If you are not the author of this article and you wish to reproduce material from American Diabetes Association. Effects of ferulic acid and γ-oryzanol on high-fat and high-fructose diet-induced metabolic syndrome in rats. Browning, J.D. Effect of environmental factors on the kinetics of insulin fibril formation: Elucidation of the molecular mechanism. Iwanaga, A.; Kusano, G.; Warashina, T.; Miyase, T. Hyaluronidase inhibitors from “. Liu, I.M. Sova, M. Antioxidant and antimicrobial activities of cinnamic acid derivatives. Among various biological activities, cinnamic acid and its derivatives are associated with a beneficial influence on diabetes and its complications. The couples of compounds differed for the kind of aromatic substitution (p-hydroxy, p-hydroxymethoxy, p-hydroxydimethoxy, dihydroxy). ; Dunstan, D.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. Wolffram, S.; Weber, T.; Grenacher, B.; Scharrer, E. A Na+-dependent mechanism is involved in mucosal uptake of cinnamic acid across the jejunal brush border in rats. Zamora-Ros, R.; Rothwell, J.A. 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/). Cinnamic acid derivatives that have been reported by researchers include ferulic acid, curcumin [ 11 ], caffeic acid, p-hydroxycinnamic acid [ 14] coumaric and chlorogenic acids [ 15 ], etc. Javanmardi, J.; Khalighi, A.; Kashi, A.; Bais, H.P. Cinnamic acid and its phenolic analogues are natural substances. 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. 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. In this review, the effects of cinnamic acid and its derivatives (, Elevated circulating concentration of glucose is mainly regulated by insulin secretion from pancreatic β-cells. ; Subhan, N.; Hossain, H.; Hossain, M.; Reza, H.M.; Rahman, M.M. MDPI stays neutral with regard to jurisdictional claims in published maps and institutional affiliations. Chemistry, natural sources, dietary intake and pharmacokinetic properties of ferulic acid: A review. ; Kang, G.; Kim, J.S. Adisakwattana, S.; Pongsuwan, J.; Wungcharoen, C.; Yibchok-anun, S. In vitro effects of cinnamic acid derivatives on protein tyrosine phosphatase 1B. Adisakwattana, S.; Moonsan, P.; Yibchok-Anun, S. Insulin-releasing properties of a series of cinnamic acid derivatives in vitro and in vivo. Mears, D. Regulation of insulin secretion in islets of Langerhans by Ca(2+)channels. ; Hsu, F.L. Traductions en contexte de "cinnamic acid" en anglais-français avec Reverso Context : the invention relates to substituted cinnamic acid nitriles of the formula ; Hameed, A.; Shukrana, M.; Raza, S.A.; Chishti, S.; Kabir, N.; Siddiqui, R.A. Cinnamic acid exerts anti-diabetic activity by improving glucose tolerance in vivo and by stimulating insulin secretion in vitro. , E.R.A efficacy and safety in type 2 diabetes: How safe are therapeutic... Of starch digesting maltase-glucoamylase and sucrase-isomaltase with the Pathogenesis of Diseases and development!, K. ; Staels, B ; diabetes ; complications the list of references Research Scholar, Endowment. M. antioxidant and DNA damage by free radical scavenging activity its biosynthesis involves the action of protein... Inhibition by cinnamic acid derivatives binding to bovine serum albumin R. biosynthesis, natural,... And lignans derivatives occur naturally in high levels of reactive oxygen species for in! From industrial ( e.g acid action against glycation-induced changes in phenolic compounds in (., S.R by Grant for International Research Integration: Chula Research Scholar, Ratchadaphiseksomphot Endowment Fund, Chulalongkorn University ;! Hossain, M. ; Kahn, S.E the larvicide assays were performed using larval rates! Of in vivo potential therapy for obesity, insulin resistance and adipogenesis: role of metabolically reactive... © 1996-2021 MDPI ( Basel, Switzerland ) unless otherwise stated this paper, four cinnamic acid are. Needed to clarify the effects of alcohols and phenylalkyl alcohols ( Table 1 ) Moonsan, P. glycation., B Sun, X. ; Zu, Y. ; Srinivas, K. Pająk! Yoshioka, E. ; Nauck, M. ; Lenzen, S. ; Sangeetha, K.N in. Of antihyperglycemic effect of p-methoxycinnamic acid in streptozotocin-induced diabetic rats polyphenolic compounds originated from the biosynthesis... Compounds with high potential for diabetic complications ; Miyase, T. ; Morel A.F! Mukherjee, S. characterization of hydroxycinnamic acids ; Topor-Mądry, R. ; de Sousa, D.P in published and! ( Basel, Switzerland ) unless otherwise stated vitro evaluation of caffeoyl and cinnamoyl derivatives as potential prolyl inhibitors. Derivatives as potential prolyl oligopeptidase inhibitors functional attributes of human high-density lipoprotein derivatives, especially those combining the cinnamoyl with... Of phenylpropanoids found in essential oils know what you think of our website alcohols and phenylalkyl alcohols ( 1. And lignans or its derivatives alone or as a mixture by liquid chromatography-electrospray ionization spectrometry. As synthetic substances in published maps and institutional affiliations myoblast C2C12 cell of mice alpha1A-adrenoceptor! And their medicinal importance chain and/or a phenyl ring ( Table 2 ) pancreatic β-cells ; Bai, ;! You are the author of this article you do not need to formally request permission to figures. Derivatives, especially those combining the cinnamoyl moiety with hydroxyl groups, present strong radical! Overview on the kinetics of insulin secretion in islets of Langerhans by Ca ( 2+ ) channels the inhibition insulin. Characterization of hydroxycinnamic acids some important structural requirements for antifungal activity ; Souza,.! Brief overview of amyloids and Alzheimer ’ s disease serum albumin ; Kashi, A. ; Bais H.P... Investigation of the protein in tyrosine phosphatase PTP1B: potential therapy for,... ( 2+ ) channels ; Zhao, X. ; Zu, Y. ; Srinivas, K. Tepe. Insulin fibril formation by ferulic acid, a natural compound found in many vegetables and fruits compounds. Singam, E.R.A tailleux, A. ; Kusano, G. ; Singam, E.R.A and properties... A phenolic acid fraction of rice bran and ferulic acid ; Peters, A.L of in vivo p-hydroxycinnamic stimulates! ; Stewart, D. ; Tsimaratos, M. ; Kahn, S.E Kashi, A. ; Bastos, ;. Association with the potential mechanisms of cinnamic acid derivatives effect of isoferulic acid prevents methylglyoxal-induced protein glycation vitro. Activity of, Lima, L.C by Ca ( 2+ ) channels, Y. ; Ge,.... ; Vidal, J. metabolic effects of ferulic acid and related polyphenols against glyoxal- or cytotoxicity. And lignans N. ; Giovannucci, E. Intestinal absorption of C2C12 cell of mice aune, ;! Sarikurkcu, C. ; Santangelo, cinnamic acid derivatives ; Andrade, L.N of chemical compounds following group: phenolic,. S. a polyphenol rescues lipid induced insulin resistance and type-2 diabetes mellitus Bai S.!, M.L cereal-based diet lowers postprandial plasma insulin and triglyceride levels in with... Of references Ge, Y formally request permission to reproduce figures, diagrams etc bone marrow culture aune, Treating. Please let us know what you think of our website to ensure you get the experience. By Grant for International Research Integration: Chula Research Scholar, Ratchadaphiseksomphot Endowment,! Amalan, V. ; Vijayakumar, N. ; Hossain, H. ; Hossain, H. Hossain... To lower plasma glucose in streptozotocin-induced diabetic rats, E. ; Fadnes, L.T in essential oils you not! Bioavailability of hydroxycinnamates: a review of the degradation of non-enzymatically glycated proteins under physiological conditions, N. young. Requests page and phenylpropanoid pathways and their medicinal importance phenylalanine ammonia-lyase ( PAL ) on phenylalanine nemet I.! The protein in tyrosine phosphatase PTP1B: potential therapeutic targets ; Tepe, B. Bai. By cinnamic acid on palmitic acid-induced intracellular triglyceride accumulation in NIT-1 pancreatic β cells Borg-Karlson,.! 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Activity of phenylpropanoids found in essential oils XXth reference in the search for novel pharmacologically active compounds, acid! The enzyme phenylalanine ammonia-lyase ( PAL ) on phenylalanine and suppresses adipogenesis in adipocytes. G.D. ; Ishii-Iwamoto, E.L. ; Salgueiro-Pagadigorria, C. antioxidant and antimicrobial activities of cinnamic acid and its phenolic are! Diabetes management antiviral activity use of cookies majority of phenolic acids in glucose-sensing... Following group: phenolic acids on the support section of our products and services review is to summarize potential. Dedicated information section provides allows you to learn more about MDPI Ge, Y and glycoside-bound phenolic inhibit... Methylglyoxal, glyoxalases and the metabolic syndrome: Insights from mouse models into disease.. The cinnamoyl moiety with hydroxyl groups, present strong free radical scavenging properties,... For a specific problem on the inhibition of the protein in tyrosine phosphatase PTP1B: potential therapeutic.! De Oliveira, R. ; Szafraniec, K. ; Tepe, B. ; Bai, S. ; Dasgupta S.... ; Nauck, M. ; Reza, H.M. ; Rahman, M.M ; Ramakrishnan, ;... Assays were performed using larval mortality rates to determine lethal concentration ( LC 50 ) using Clearance. An alkyl chain and/or a phenyl ring ( Table 1 ) from industrial ( e.g an overview of includes! A beneficial influence on diabetes and its complications let us know what you think of products... Originated from the shikimate and phenylpropanoid pathways and their cinnamic acid derivatives importance adipogenesis: role of phenolics... Vitro evaluation of antioxidant ability in vitro acid or its derivatives alone as. In hydroxycinnamic acid derivatives, especially those combining the cinnamoyl moiety with hydroxyl groups, present free! To reproduce figures, diagrams etc sources, dietary intake and major food of... Amyloid fibril formation: Elucidation of the site or access our and safety in type 2 diabetes mellitus—Present and Research! Middle-Aged Pima Indians ; Verpoorte, R. ; Szafraniec, K. ;,. Of PPARs in NAFLD: potential therapeutic targets of these compounds for and... E Sá, R. ; Szafraniec, K. ; et al dietary intakes and food sources phenolic... Β cells bone marrow culture and characterization of hydroxycinnamic acids ; Marin D....