期刊论文详细信息
BMC Complementary and Alternative Medicine
Isoferulic acid prevents methylglyoxal-induced protein glycation and DNA damage by free radical scavenging activity
Sirichai Adisakwattana1  Catherine B. Chan3  Thavaree Thilavech2  Tanyawan Suantawee2  Weerachat Sompong2  Aramsri Meeprom2 
[1]Department of Nutrition and Dietetics, Faculty of Allied Health Sciences, Chulalongkorn University, Bangkok 10330, Thailand
[2]Research Group of Herbal Medicine for Prevention and Therapeutic of Metabolic diseases, Department of Nutrition and Dietetics, Faculty of Allied Health Sciences, Chulalongkorn University, Bangkok 10330, Thailand
[3]Departments of Physiology and Agricultural, Food and Nutritional Sciences, University of Alberta, Edmonton, Alberta T6G 2R3, Canada
关键词: Oxidation;    DNA damage;    Advanced glycation end products;    Methylglyoxal;    Isoferulic acid;   
Others  :  1233331
DOI  :  10.1186/s12906-015-0874-2
 received in 2015-07-02, accepted in 2015-09-23,  发布年份 2015
PDF
【 摘 要 】

Background

Isoferulic acid (IFA), a naturally occurring cinnamic acid derivative, is a main active ingredient of the rhizoma of Cimicifuga dahurica. It has been shown various pharmacological activities. The aim of the study was to investigate the effect of IFA against MG-induced protein glycation and oxidative DNA damage. Free radical scavenging activity and the MGO-trapping abilities of IFA were also investigated.

Methods

The fluorescent MG-derived AGEs and non-fluorescent N ε -(carboxymethyl) lysine (N ε -CML) was measured using a spectrofluorometer and an enzyme linked immunosorbant assay (ELISA). Protein carbonyl content was used to detect protein oxidation. Gel electrophoresis was used to determine DNA damage. Superoxide anion radicals and hydroxyl radicals were determined using cytochrome c reduction assay and thiobarbituric acid reactive 2-deoxy-D-ribose oxidation products, respectively. The MG-trapping capacity was performed by HPLC.

Results

IFA (1.25–5 mM) inhibited the formation of fluorescent MG-derived AGEs, and N ε -CML, and protein carbonyl in bovine serum albumin. In addition, IFA (0.1–1 mM) also prevented MG/lysine-mediated oxidative DNA damage in the presence and absence of copper ion. The protective ability of IFA was directly correlated to inhibition of hydroxyl and superoxide anion radical generation during the reaction of MG and lysine. Most notably, IFA had no the directly trapping ability to MG.

Conclusions

The present results highlighted that free radical scavenging activity, but not the MG-trapping ability, is the mechanism of IFA for preventing MG-induced protein glycation and DNA damage.

【 授权许可】

   
2015 Meeprom et al.

【 预 览 】
附件列表
Files Size Format View
20151119121226194.pdf 1048KB PDF download
Fig. 4. 29KB Image download
Fig. 3. 44KB Image download
Fig. 2. 49KB Image download
Fig. 1. 33KB Image download
【 图 表 】

Fig. 1.

Fig. 2.

Fig. 3.

Fig. 4.

【 参考文献 】
  • [1]Nemet I, Varga-Defterdarović L, Turk Z. Methylglyoxal in food and living organisms. Mol Nutr Food Res. 2006; 50(12):1105-17.
  • [2]Vander Jagt DL. Methylglyoxal, diabetes mellitus and diabetic complications. Drug Metabol Drug Interact. 2008; 23(1–2):93-124.
  • [3]Poulsen MW, Hedegaard RV, Andersen JM, de Courten B, Bügel S, Nielsen J et al.. Advanced glycation endproducts in food and their effects on health. Food Chem Toxicol. 2013; 60:10-37.
  • [4]Guerin-Dubourg A, Catan A, Bourdon E, Rondeau P. Structural modifications of human albumin in diabetes. Diabetes Metab. 2012; 38(2):171-8.
  • [5]Wu HJ, Chan WH. Genistein protects methylglyoxal-induced oxidative DNA damage and cell injury in human mononuclear cells. Toxicol In Vitro. 2007; 21(3):335-42.
  • [6]Tatone C, Heizenrieder T, Di Emidio G, Treffon P, Amicarelli F, Seidel T et al.. Evidence that carbonyl stress by methylglyoxal exposure induces DNA damage and spindle aberrations, affects mitochondrial integrity in mammalian oocytes and contributes to oocyte ageing. Hum Reprod. 2011; 26(7):1843-59.
  • [7]Kang JH. Oxidative damage of DNA induced by methylglyoxal in vitro. Toxicol Lett. 2003; 145(2):181-7.
  • [8]Tamae D, Lim P, Wuenschell GE, Termini J. Mutagenesis and repair induced by the DNA advanced glycation end product N2-1-(carboxyethyl)-2’-deoxyguanosine in human cells. Biochemistry. 2011; 50(12):2321-9.
  • [9]Peng X, Ma J, Chen F, Wang M. Naturally occurring inhibitors against the formation of advanced glycation end-products. Food Funct. 2011; 2(6):289-301.
  • [10]Kim EO, Min KJ, Kwon TK, Um BH, Moreau RA, Choi SW. Anti-inflammatory activity of hydroxycinnamic acid derivatives isolated from corn bran in lipopolysaccharide-stimulated Raw 264.7 macrophages. Food Chem Toxicol. 2012; 50(5):1309-16.
  • [11]Natella F, Nardini M, Di Felice M, Scaccini C. Benzoic and cinnamic acid derivatives as antioxidants: structure-activity relation. J Agric Food Chem. 1999; 47(4):1453-9.
  • [12]Choi R, Kim BH, Naowaboot J, Lee MY, Hyun MR, Cho EJ et al.. Effects of ferulic acid on diabetic nephropathy in a rat model of type 2 diabetes. Exp Mol Med. 2011; 43(12):676-83.
  • [13]Liu IM, Chi TC, Hsu FL, Chen CF, Cheng JT. Isoferulic acid as active principle from the rhizoma of Cimicifuga dahurica to lower plasma glucose in diabetic rats. Planta Med. 1999; 65(8):712-4.
  • [14]Liu IM, Hsu FL, Chen CF, Cheng JT. Antihyperglycemic action of isoferulic acid in streptozotocin-induced diabetic rats. Br J Pharmacol. 2000; 129(4):631-6.
  • [15]Liu IM, Tsai CC, Lai TY, Cheng JT. Stimulatory effect of isoferulic acid on alpha1A-adrenoceptor to increase glucose uptake into cultured myoblast C2C12 cell of mice. Auton Neurosci. 2001; 88(3):175-80.
  • [16]Liu IM, Chen WC, Cheng JT. Mediation of beta-endorphin by isoferulic acid to lower plasma glucose in streptozotocin-induced diabetic rats. J Pharmacol Exp Ther. 2003; 307(3):1196-204.
  • [17]Adisakwattana S, Chantarasinlapin P, Thammarat H, Yibchok-Anun S. A series of cinnamic acid derivatives and their inhibitory activity on intestinal alpha-glucosidase. J Enzyme Inhib Med Chem. 2009; 24(5):1194-200.
  • [18]Meeprom A, Sompong W, Chan CB, Adisakwattana S. Isoferulic acid, a new anti-glycation agent, inhibits fructose- and glucose-mediated protein glycation in vitro. Molecules. 2013; 18(6):6439-54.
  • [19]Sadowska-Bartosz I, Galiniak S, Bartosz G. Kinetics of glycoxidation of bovine serum albumin by methylglyoxal and glyoxal and its prevention by various compounds. Molecules. 2014; 19(4):4880-96.
  • [20]Sang S, Shao X, Bai N, Lo CY, Yang CS, Ho CT. Tea polyphenol (−)-epigallocatechin-3-gallate: a new trapping agent of reactive dicarbonyl species. Chem Res Toxicol. 2007; 20(12):1862-70.
  • [21]Singh VP, Bali A, Singh N, Jaggi AS. Advanced glycation end products and diabetic complications. Korean J Physiol Pharmacol. 2014; 18(1):1-14.
  • [22]Li Y, Dutta U, Cohenford MA, Dain JA. Nonenzymatic glycation of guanosine 5’-triphosphate by glyceraldehyde: an in vitro study of AGE formation. Bioorg Chem. 2007; 35(6):417-29.
  • [23]Li Y, Cohenford MA, Dutta U, Dain JA. The structural modification of DNA nucleosides by nonenzymatic glycation: an in vitro study based on the reactions of glyoxal and methylglyoxal with 2’-deoxyguanosine. Anal Bioanal Chem. 2008; 390(2):679-88.
  • [24]Yim HS, Kang SO, Hah YC, Chock PB, Yim MB. Free radicals generated during the glycation reaction of amino acids by methylglyoxal. A model study of protein-cross-linked free radicals. J Biol Chem. 1995; 270(47):28228-33.
  • [25]Suji G, Sivakami S. DNA damage during glycation of lysine by methylglyoxal: assessment of vitamins in preventing damage. Amino Acids. 2007; 33(4):615-21.
  • [26]Wu CH, Yen GC. Inhibitory effect of naturally occurring flavonoids on the formation of advanced glycation endproducts. J Agric Food Chem. 2005; 53(8):3167-73.
  • [27]Shao X, Bai N, He K, Ho CT, Yang CS, Sang S. Apple polyphenols, phloretin and phloridzin: new trapping agents of reactive dicarbonyl species. Chem Res Toxicol. 2008; 21(10):2042-50.
  • [28]Lv L, Shao X, Chen H, Ho CT, Sang S. Genistein inhibits advanced glycation end product formation by trapping methylglyoxal. Chem Res Toxicol. 2011; 24(4):579-86.
  文献评价指标  
  下载次数:59次 浏览次数:33次