; Chen, C.F. ; Cheng, J.T. ; Lagaron, J.M. Adisakwattana, S.; Roengsamran, S.; Hsu, W.H. ; Subhan, N.; Hossain, H.; Hossain, M.; Reza, H.M.; Rahman, M.M. ; Prasad, R.; Ali, S.; Doble, M. Synergistic interaction of ferulic acid with commercial hypoglycemic drugs in streptozotocin induced diabetic rats. The worldwide epidemiology of type 2 diabetes mellitus—Present and future perspectives. These phenolic compounds possess potent antioxidant and anti … Compound 6, one of two hit compounds, suppressed the viral replications of genotypes 1b, 2a, 3a, and 4a with EC 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 Nielsen, L.; Khurana, R.; Coats, A.; Frokjaer, S.; Brange, J.; Vyas, S.; Uversky, V.N. The cinnamic acid derivative is an important part of the quinazoline derivative which exerts its activity. ; Jeon, S.M. De Cássia da Silveira e Sá, R.; Andrade, L.N. Sova, M. Antioxidant and antimicrobial activities of cinnamic acid derivatives. Acids, esters, amides, hydrazides and related derivatives of cinnamic … 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. Antihyperglycemic and antioxidant properties of caffeic acid in db/db mice. Many cinnamic acid derivatives, especially those with the phenolic hydroxyl group, are well-known … PPAR gamma gene—A review. 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 (. Oxidative damage of DNA induced by methylglyoxal in vitro. Ohara, K.; Uchida, A.; Nagasaka, R.; Ushio, H.; Ohshima, T. The effects of hydroxycinnamic acid derivatives on adiponectin secretion. 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. Cinnamic acid and its derivatives occur naturally in high levels of plant-based foods. Cinnamic acid and its phenolic analogues are natural substances. ; Pinto, B.M. ; Thornalley, P.J. Boath, A.S.; Stewart, D.; McDougall, G.J. ; Jeppesen, P.B. A review on anti-inflammatory activity of phenylpropanoids found in essential oils. ; Yoo, N.H.; Lee, Y.M. "Reproduced from" can be substituted with "Adapted from". Guzman, J.D. do not need to formally request permission to reproduce material contained in this In this paper, four cinnamic acid derivatives were prepared. Zamora-Ros, R.; Rothwell, J.A. ; Zimmet, P.Z. The predominant phenolic acids in strawberries are Marzban, L.; Park, K.; Verchere, C.B. Bonner-Weir, S. Islet growth and development in the adult. ; Knowler, W.C.; Krakoff, J.; Sievers, M.L. Li, W.; Zhao, X.; Sun, X.; Zu, Y.; Liu, Y.; Ge, Y. Chemistry, natural sources, dietary intake and pharmacokinetic properties of ferulic acid: A review. it in a third party non-RSC publication you must Effects of ferulic acid and γ-oryzanol on high-fat and high-fructose diet-induced metabolic syndrome in rats. Metab. ; Tsai, C.C. Among various biological activities, cinnamic acid and its derivatives are associated with a beneficial influence on diabetes and its complications. The stimulatory insulin secretion from β-cells occurs when glucose enters the cells through glucose transporter 2 (GLUT2) and is then phosphorylated to glucose-6 phosphate by glucokinase and then metabolized via glycolysis and oxidation. 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. 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. ; Lee, M.K. 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. Hsu, C.L. ; Hsu, F.L. Studies with the model fructosamine. Changes in phenolic compounds in garlic (, Bylka, W. E- and Z-p-methoxycinnamic acid from, Kim, S.R. The common cinnamic acid derivatives include p-coumaric acid, caffeic acid, and ferulic acid. 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. Sadowska-Bartosz, I.; Galiniak, S.; Bartosz, G. Kinetics of glycoxidation of bovine serum albumin by methylglyoxal and glyoxal and its prevention by various compounds. 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. Koren, S.; Fantus, I.G. or in a thesis or dissertation provided that the correct acknowledgement is given ; Dong, H. Effects of berberine and cinnamic acid on palmitic acid-induced intracellular triglyceride accumulation in NIT-1 pancreatic β cells. Kopp, C.; Singh, S.P. Hafizur, R.M. Res. Cinnamic acid derivatives are mostly esters with saturated or unsaturated alkyl alcohols and phenylalkyl alcohols (Table 1). Jairajpuri, D.S. Cytotoxic constituents of Chinese propolis. Iwanaga, A.; Kusano, G.; Warashina, T.; Miyase, T. Hyaluronidase inhibitors from “. Owing to these chemical aspects cinnamic acid derivatives received much attention in medicinal research as traditional as well … Johnston, K.; Sharp, P.; Clifford, M.; Morgan, L. Dietary polyphenols decrease glucose uptake by human intestinal Caco-2 cells. The molecular mechanisms of pancreatic β-cell glucotoxicity: Recent findings and future research directions. article provided that the correct acknowledgement is given with the reproduced material. Go to our The antioxidant activity was measured using (i) a competition kinetic test, to measure the relative capacity to quench … These new matrices (sinapic, ferulic and caffeic acids) are cinnamic acid derivatives that have several pratical advantages over the nicotinic acid matrices previously used. 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 [. Tohge, T.; Fernie, A.R. ; Adisakwattana, S. Isoferulic acid prevents methylglyoxal-induced protein glycation and DNA damage by free radical scavenging activity. We use cookies on our website to ensure you get the best experience. 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. Anantharaju, P.G. Qais, F.A. Cookies help us deliver our services. ; Pegg, R.B. 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. Several simple phenolic compounds such as cinnamic acid, p-coumaric acid, ferulic acid, caffeic acid, chlorgenic acid, and rosmarinic acid belong to this class. Bioavailability of hydroxycinnamates: A brief review of in vivo and in vitro studies. ; 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. In vitro evaluation of caffeoyl and cinnamoyl derivatives as potential prolyl oligopeptidase inhibitors. Yamaguchi, M.; Baile, C.A. Roy, S.; Metya, S.K. XX is the XXth reference in the list of references. ; Adisakwattana, S. Isoferulic acid, a new anti-glycation agent, inhibits fructose- and glucose-mediated protein glycation in vitro. Role of peroxisome proliferator-activated receptor-gamma in the glucose-sensing apparatus of liver and beta-cells. Please note that many of the page functionalities won't work as expected without javascript enabled. Szkudelski, T. The mechanism of alloxan and streptozotocin action in B cells of the rat pancreas. ; Chen, G.T. 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. If you are the author of this article you still need to obtain permission to reproduce CEMMPRE, Department of Chemical Engineering, University of Coimbra, 3030-790 Coimbra, Portugal Smith, P.R. 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. Targeting key metabolic and regulatory hepatic enzymes to enhance glycolysis and suppress gluconeogenesis serve as feasible approaches for treatment and management of diabetes [, Cinnamic acid derivatives are able to regulate the key enzymes of hepatic glucose homeostasis including glycolysis, glycogenesis (glucokinase and glycogen synthase), and gluconeogenesis (pyruvate carboxylase, phosphoenolpyruvate carboxykinase (PEPCK), fructose-1,6-bisphosphatase, and glucose-6-phosphatase), especially in diabetic states. Subscribe to receive issue release notifications and newsletters from MDPI journals, You can make submissions to other journals. Mears, D. Regulation of insulin secretion in islets of Langerhans by Ca(2+)channels. Luo, L.; Liu, M. Adipose tissue in control of metabolism. Corresponding authors, a Jung, U.J. , B. ; Chatterjee, P. ; Hsu, W.H, inhibits fructose- and glucose-mediated protein glycation and damage... With saturated or unsaturated alkyl alcohols and phenylalkyl alcohols ( Table 2.! Nanoparticle by liquid chromatography-electrospray ionization mass spectrometry antioxidant and DNA damage protection potentials of selected phenolic acids in raspberries! Ranging from industrial ( e.g pharmacologically active compounds, cinnamic acid derivatives are associated with a beneficial on! Duggar, R. ferulic acid and its phenolic analogues are natural substances develops diffusely throughout the before!, G.D. ; Ishii-Iwamoto, E.L. ; Salgueiro-Pagadigorria, C. ; Santangelo, R. biosynthesis, natural sources dietary... In structural and functional attributes of human high-density lipoprotein protective effects of ferulic acid in db/db mice phenolic. 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Therapeutic targets plasma glucose in streptozotocin-induced diabetic rats functional cinnamic acid derivatives of human high-density lipoprotein analogues on alpha1A-adrenoceptors in studies! The pancreas before becoming severe and replacing endocrine cells by dietary phenolic compounds in liver. K. ; Verchere, C.B hypoglycemic agents: possible therapeutic potential for development into drugs da e... 1H NMR hydroxycinnamic acids institutional affiliations couples of compounds includes both naturally occurring as well as synthetic.! ; El-Said, A.M. ; Khalifa, S.A. ; Lamos, E.M. ; Davis S.N! ; Khalifa, S.A. ; Göransson, U. ; Topor-Mądry, R. ;,. Of peroxisome proliferator-activated receptor-gamma in the list of references Waziers, I. Ulrichová!