Hafizur, R.M. Boath, A.S.; Stewart, D.; McDougall, G.J. (super-)engineered plastics) to biomedical domains (e.g. 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. ; Cheng, J.T. Thus, this appraisal is intended to fill this gap in the literature, giving an overview of the preparation and application of CA-based polymers, and also of the most attractive synthetic routes to produce the different CA derivatives. Needless to say, it is possible according to the invention to use cinnamic acid or its derivatives alone or as a mixture. Cinnamaldehyde derivatives possess various alkyl, alkoxy or bromo substituents in an alkyl chain and/or a phenyl ring (Table 2). aegypti larvae. The predominant phenolic acids in strawberries are Luo, L.; Liu, M. Adipose tissue in control of metabolism. ; Zhu, S.; Shoji, M. Bioactive flavonoid p-hydroxycinnamic acid stimulates osteoblastogenesis and suppresses adipogenesis in bone marrow culture. The invention relates to polyhalogenated cinnamic acids and cinnamic acid derivatives produced by reacting diazonium salts, which are accessible from polyhalogenated anilines, with acrylic acid or acrylic acid derivatives in the presence of a homogeneous catalyst containing palladium, at temperatures between -5 and +100 °C. Oral hypoglycemic agents: Insulin secretagogues, alpha-glucosidase inhibitors and insulin sensitizers. Adisakwattana, S.; Sompong, W.; Meeprom, A.; Ngamukote, S.; Yibchok-Anun, S. Cinnamic acid and its derivatives inhibit fructose-mediated protein glycation. RESULTS Initial Identiﬁcation of GLIC Ligands Using a Library of Gloeobacter violaceus Metabolites. Roles of PPARs in NAFLD: Potential therapeutic targets. Several simple phenolic compounds such as cinnamic acid, p-coumaric acid, ferulic acid, caffeic acid, chlorgenic acid, and rosmarinic acid belong to this class. SGLT2 inhibition: Efficacy and safety in type 2 diabetes treatment. If you are the author of this article you still need to obtain permission to reproduce
Chen, L.; Magliano, D.J. Hypoglycemic effects of a phenolic acid fraction of rice bran and ferulic acid in C57BL/KsJ-db/db mice.
; Adisakwattana, S. Isoferulic acid prevents methylglyoxal-induced protein glycation and DNA damage by free radical scavenging activity. 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. Meeprom, A.; Sompong, W.; Suantawee, T.; Thilavech, T.; Chan, C.B. Estimated dietary intake and major food sources of polyphenols in the Polish arm of the HAPIEE study. The common cinnamic acid derivatives include p-coumaric acid, caffeic acid, and ferulic acid. ; Gowda, P.C. 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. ; Giralt, E.; Dalcol, I.I. ; Kang, G.; Kim, J.S. 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.
; Ha, T.Y. ; Buse, J.B.; Diamant, M.; Ferrannini, E.; Nauck, M.; Peters, A.L. Jairajpuri, D.S. Help us to further improve by taking part in this short 5 minute survey, Metabolic Effects of Glucose-Fructose Co-Ingestion Compared to Glucose Alone during Exercise in Type 1 Diabetes, S‐Allylmercaptocysteine Attenuates Cisplatin‐Induced Nephrotoxicity through Suppression of Apoptosis, Oxidative Stress, and Inflammation, http://creativecommons.org/licenses/by/4.0/, adenosine monophosphate-activated protein kinase, hepatic carnitine palmitoyltransferase 1a, peroxisome proliferator activated receptor alpha, peroxisome proliferator activated receptor gamma, sodium-dependent glucose co-transporter-1, Ferulic acid reduces plasma glucose and increases plasma insulin level in normal rats, Cinnamic acid enhances glucose-induced insulin secretion in the isolated mice islets, Cinnamic acid improves glucose tolerance in diabetic rats, Caffeic acid enhances glucose-induced insulin secretion in INS-1 pancreatic β-cells, Ferulic acid regenerates pancreatic islets in STZ-induced diabetic rats and reduces apoptosis and inflammation through a decline in level of IL-1β and TGF-β1, Ferulic acid increases islet number and sizes and reduced insulitis grades in diabetic rats when co-administration with metformin and thiazolidinedione, Cinnamic acid prevents palmitic acid-induced lipotoxicity in mouse NIT-1 pancreatic β-cells, Cinnamic acid inhibits palmitic acid-induced alteration of lipogenic gene and protein expression (AMPK, SREBP-1c, FAS, ACC), Hydrogen bonding and the formation of π-interaction are the main binding mode of caffeic acid with DPP-IV, Isoferulic acid activates α-1A adrenoceptor, thereby stimulating glucose uptake via PLC-PKC pathway in C, Combination of ferulic acid with metformin or thiazolidinedione demonstrates synergistic effect on glucose uptake in rat L6 myotubes, Ferulic acid prevents saturated fatty acid-induced defects in the insulin receptor through the blockage of PKCε activation and thereby permission of HMGA1 to activate insulin receptor β promoter in rat L6 myotubes, Ferulic acid and caffeic acid lower glucose production through suppression of gluconeogenesis and glycogenolysis by increasing the level of glucokinase mRNA in rat hepatoma Fao cells, Caffeic acid and cinnamic acid improve insulin resistance in tumor necrosis factor-α induced insulin resistant mouse liver FL83B cells by promoting insulin receptor tyrosyl phosphorylation and up-regulating the expression of insulin signal associated proteins, including insulin receptor, phosphatidylinositol-3 kinase, glycogen synthase, and glucose transporter-2 (GLUT2), Caffeic acid lowers the blood glucose and glycosylated hemoglobin levels in diabetic mice strain C57BL/KsJ-db/db by an attenuation of hepatic glucose output, Isoferulic acid modulates mRNA expression of PEPCK and GLUT4 in STZ-induced diabetic rats by activating α-1A adrenoceptors to enhance the secretion of endogenous β-endorphin, Ferulic acid reduces hepatic glucose production by increasing glucokinase mRNA expression, Ferulic acid suppresses blood glucose in C57BL/KsJ-db/db diabetic mice by elevating glucokinase activity and production of hepatic glycogen increased plasma insulin levels, Ferulic acid improves blood glucose, serum insulin and glucose tolerance in high-fat diet and fructose-induced type 2 diabetic rats by suppressing mRNA expression of PEPCK and glucose-6-phosphatase, Ferulic acid reduces the elevated blood glucose and lowers the insulin resistance in high-fat diet-induced obese mice by reducing expression of hepatic SREBP1c, FAS, and ACC concomitant with the up-regulating CPT1a and PPARα, Ferulic acid reduces hepatic fat deposition in oleic acid-stimulated HepG2 cells by the down-regulation of gene expression of FAS, ACCα, ACCβ, and SREBP-2, Caffeic acid and ferulic acid regulate adiponectin secretion through inhibition of NF-κB during inflammatory process, Cinnamic acid stimulates adiponectin secretion and increased the phosphorylation of AMPK in 3T3-L1 adipocytes through Gi/Go-protein-coupled receptor signaling pathway, Cinnamic acid inhibits PTP1B with a fast binding, Caffeic acid, ferulic acid, and isoferulic acid demonstrate a mixed-inhibition against intestinal maltase, Ferulic acid and isoferulic acid display mixed noncompetitive mode of inhibition towards intestinal sucrase, whereas caffeic acid is a non-competitive inhibition, Ferulic acid inhibits intestinal glucose uptake by interfering GLUT2, Cinnamic acid inhibits fructose-induced AGEs and fructosamine formation in bovine serum albumin, Cinnamic acid inhibits glucose-induced protein glycation in human serum albumin, Ferulic acid inhibits glucose-, fructose-, and ribose-induced AGEs and fructosamine formation in bovine serum albumin, Ferulic acid and isoferulic acid prevent glycation-induced oxidative damage to bovine serum albumin, Ferulic acid reduces high glucose-induced glycated hemoglobin, lipid peroxidation, and impairment of Na, Ferulic acid and isoferulic acid inhibit methylglyoxal-induced protein glycation and oxidative damage to protein and DNA, Ferulic acid prevents methylglyoxal-mediated cell apoptosis and oxidative stress in HepG2 cells, Ferulic acid prevents methylglyoxal-mediated cell apoptosis in pancreatic β-cells, Isoferulic acid prevents methylglyoxal-induced changes in structural and functional properties of human HDL, Caffeic acid inhibits glucose- and fructose-induced AGEs and fructosamine formation in bovine serum, Caffeic acid inhibits methylglyoxal-induced protein glycation in bovine serum albumin and histone, Ferulic acid inhibits the formation of insulin amyloid fibril. article provided that the correct acknowledgement is given with the reproduced material. Li, W.; Zhao, X.; Sun, X.; Zu, Y.; Liu, Y.; Ge, Y. Today we make some Trans-cinnamic acid from benzaldehyde and malonic acid. Radtke, J.; Linseisen, J.; Wolfram, G. Phenolic acid intake of adults in a Bavarian subgroup of the national food composition survey. Wang, O.; Liu, J.; Cheng, Q.; Guo, X.; Wang, Y.; Zhao, L.; Zhou, F.; Ji, B. Subscribe to receive issue release notifications and newsletters from MDPI journals, You can make submissions to other journals. ; Eck, P.; Beta, T. Inhibition of Intestinal α-Glucosidase and Glucose Absorption by Feruloylated Arabinoxylan Mono- and Oligosaccharides from Corn Bran and Wheat Aleurone. ; Katiyar, C.; Kanaujia, A.; Duggar, R.; Singh, Y.; Srinivas, K.; et al. ; El-Nashar, N.N. Effects of ferulic acid and γ-oryzanol on high-fat and high-fructose diet-induced metabolic syndrome in rats. Penkov, D.N. Cinnamic acid is preferably used according to the invention. ; 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. The inhibitory effect of cinnamic acid on AGE formation may be caused by its binding on HSA subdomain IIA (Sudlow’s site I) [, Glycation is not only an important cause of AGE-induced protein modification and alteration, but it also induces oxidation-dependent tissues and protein damage. Tailleux, A.; Wouters, K.; Staels, B. ; Tsai, C.C. Licensee MDPI, Basel, Switzerland. Narasimhan, A.; Chinnaiyan, M.; Karundevi, B. Ferulic acid exerts its antidiabetic effect by modulating insulin-signalling molecules in the liver of high-fat diet and fructose-induced type-2 diabetic adult male rat. Caffeic acid, naringenin and quercetin enhance glucose-stimulated insulin secretion and glucose sensitivity in INS-1E cells. Hsu, C.L. ; Zou, X.; Wang, K.F. 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. ; Yibchok-anun, S. Mechanisms of antihyperglycemic effect of p-methoxycinnamic acid in normal and streptozotocin-induced diabetic rats. to access the full features of the site or access our. Guo, S. Insulin signaling, resistance, and the metabolic syndrome: Insights from mouse models into disease mechanisms. Han, H.S. ; Choi, B.H. Kang, J.H. 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. Oxidative damage of DNA induced by methylglyoxal in vitro. Huang, D.W.; Shen, S.C.; Wu, J.S.B. This work was supported by Grant for International Research Integration: Chula Research Scholar, Ratchadaphiseksomphot Endowment Fund, Chulalongkorn University. In this paper, four cinnamic acid derivatives were prepared. The authors declare no conflict of interest. Malunga, L.N. Koren, S.; Fantus, I.G. Stimulatory effect of isoferulic acid on alpha1A-adrenoceptor to increase glucose uptake into cultured myoblast C2C12 cell of mice. Cinnamic acid and its phenolic analogues are natural substances. Jain, S.K. Guzman, J.D. ; Tkachuk, V.A. Antihyperglycemic and antioxidant properties of caffeic acid in db/db mice. The statements, opinions and data contained in the journal, © 1996-2021 MDPI (Basel, Switzerland) unless otherwise stated. © 2017 by the authors. ; Kim, Y.C. 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. Simsek, M.; Quezada-Calvillo, R.; Ferruzzi, M.G. ; Lai, T.Y. Wang, S.S.; Liu, K.N. ; Tsapas, A.; Wender, R.; Matthews, D.R. is available on our Permission Requests page. Reactive oxygen species can modify essentially biological … Protective and anti-angiopathy effects of caffeic acid phenethyl ester against induced type 1 diabetes in vivo. ; Chen, G.T. 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/). 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. This group of compounds includes both naturally occurring as well as synthetic substances. 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 (. Islet amyloid polypeptide and type 2 diabetes. Mears, D. Regulation of insulin secretion in islets of Langerhans by Ca(2+)channels. Naowaboot, J.; Piyabhan, P.; Munkong, N.; Parklak, W.; Pannangpetch, P. Ferulic acid improves lipid and glucose homeostasis in high-fat diet-induced obese mice. They comprise a wide range of chemical compounds following group: phenolic acids, flavonoids, tannins, stilbenes, coumarins, and lignans. Liu, I.M. Isoferulic acid action against glycation-induced changes in structural and functional attributes of human high-density lipoprotein.
; Jeon, S.M. 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. Dietary phenolic compounds selectively inhibit the individual subunits of maltase-glucoamylase and sucrase-isomaltase with the potential of modulating glucose release. 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. 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. with the reproduced material. Information about reproducing material from RSC articles with different licences
Gogoi, B.; Chatterjee, P.; Mukherjee, S.; Buragohain, A.K. Islet amyloid develops diffusely throughout the pancreas before becoming severe and replacing endocrine cells. Zhao, Z.; Moghadasian, M.H. Acids, esters, amides, hydrazides and related derivatives of cinnamic … cinnamic, phenylpropiolic and phenylpropanoic acid derivatives useful as anti-tumour agents dérivés d'acide cinnamique, phénylpropiolique et phenylpropanoique utiles en tant qu'agents antitumoraux the encapsulated sunscreen agent is preferably a cinnamic ester derivative. Tohge, T.; Fernie, A.R. 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. Authors contributing to RSC publications (journal articles, books or book chapters)