Cinnamic Acid and Its Derivatives Inhibit Fructose-Mediated Protein Glycation

被引:114
作者
Adisakwattana, Sirichai [1 ,2 ]
Sompong, Weerachat [2 ,3 ]
Meeprom, Aramsri [2 ,3 ]
Ngamukote, Sathaporn [1 ,2 ]
Yibchok-anun, Sirintorn [2 ,4 ]
机构
[1] Chulalongkorn Univ, Fac Allied Hlth Sci, Med Food Res & Dev Ctr, Dept Nutr & Dietet, Bangkok 10330, Thailand
[2] Chulalongkorn Univ, Res Grp Herbal Med Prevent & Therapeut Metab Dis, Bangkok 10330, Thailand
[3] Chulalongkorn Univ, Program Clin Biochem & Mol Med, Dept Clin Chem, Fac Allied Hlth Sci, Bangkok 10330, Thailand
[4] Chulalongkorn Univ, Dept Pharmacol, Fac Vet Sci, Bangkok 10330, Thailand
关键词
cinnamic acid; glycation; advanced glycation end products; diabetic complications; fructose; IN-VITRO; OXIDATIVE STRESS; DIABETIC COMPLICATIONS; END-PRODUCTS; ENDPRODUCTS; MECHANISM; EXTRACTS; DISEASE; SERIES; VIVO;
D O I
10.3390/ijms13021778
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
070307 [化学生物学]; 071010 [生物化学与分子生物学];
摘要
Cinnamic acid and its derivatives have shown a variety of pharmacologic properties. However, little is known about the antiglycation properties of cinnamic acid and its derivatives. The present study sought to characterize the protein glycation inhibitory activity of cinnamic acid and its derivatives in a bovine serum albumin (BSA)/fructose system. The results demonstrated that cinnamic acid and its derivatives significantly inhibited the formation of advanced glycation end products (AGEs) by approximately 11.96-63.36% at a concentration of 1 mM. The strongest inhibitory activity against the formation of AGEs was shown by cinnamic acid. Furthermore, cinnamic acid and its derivatives reduced the level of fructosamine, the formation of N-epsilon-(carboxymethyl) lysine (CML), and the level of amyloid cross beta-structure. Cinnamic acid and its derivatives also prevented oxidative protein damages, including effects on protein carbonyl formation and thiol oxidation of BSA. Our findings may lead to the possibility of using cinnamic acid and its derivatives for preventing AGE-mediated diabetic complications.
引用
收藏
页码:1778 / 1789
页数:12
相关论文
共 32 条
[1]
Insulin-releasing properties of a series of cinnamic acid derivatives in vitro and in vivo [J].
Adisakwattana, Sirichai ;
Moonsan, Preecha ;
Yibchok-Anun, Sirintorn .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2008, 56 (17) :7838-7844
[2]
A series of cinnamic acid derivatives and their inhibitory activity on intestinal α-glucosidase [J].
Adisakwattana, Sirichai ;
Chantarasinlapin, Praew ;
Thammarat, Haruthai ;
Yibchok-Anun, Sirintorn .
JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2009, 24 (05) :1194-1200
[3]
Advanced glycation endproducts - role in pathology of diabetic complications [J].
Ahmed, N .
DIABETES RESEARCH AND CLINICAL PRACTICE, 2005, 67 (01) :3-21
[4]
Inhibitory effects of ethyl acetate extract of Teucrium polium on in vitro protein glycoxidation [J].
Ardestani, Amin ;
Yazdanparast, Razieh .
FOOD AND CHEMICAL TOXICOLOGY, 2007, 45 (12) :2402-2411
[5]
Randomized trial of an inhibitor of formation of advanced glycation end products in diabetic nephropathy [J].
Bolton, WK ;
Cattran, DC ;
Williams, ME ;
Adler, SG ;
Appel, GB ;
Cartwright, K ;
Foiles, PG ;
Freedman, BI ;
Raskin, P ;
Ratner, RE ;
Spinowitz, BS ;
Whittier, FC ;
Wuerth, JP .
AMERICAN JOURNAL OF NEPHROLOGY, 2004, 24 (01) :32-40
[6]
In vitro kinetic studies of formation of antigenic advanced glycation end products (AGEs) - Novel inhibition of post-Amadori glycation pathways [J].
Booth, AA ;
Khalifah, RG ;
Todd, P ;
Hudson, BG .
JOURNAL OF BIOLOGICAL CHEMISTRY, 1997, 272 (09) :5430-5437
[7]
Glycation induces formation of amyloid cross-β structure in albumin [J].
Bouma, B ;
Kroon-Batenburg, LMJ ;
Wu, YP ;
Brünjes, B ;
Posthuma, G ;
Kranenburg, O ;
de Groot, PG ;
Voest, EE ;
Gebbink, MFBG .
JOURNAL OF BIOLOGICAL CHEMISTRY, 2003, 278 (43) :41810-41819
[8]
ADVANCED PROTEIN GLYCOSYLATION IN DIABETES AND AGING [J].
BROWNLEE, M .
ANNUAL REVIEW OF MEDICINE, 1995, 46 :223-234
[9]
Protein misfolding, functional amyloid, and human disease [J].
Chiti, Fabrizio ;
Dobson, Christopher M. .
ANNUAL REVIEW OF BIOCHEMISTRY, 2006, 75 :333-366
[10]
Cohen G., 2007, Archives of Physiology and Biochemistry, V113, P259, DOI 10.1080/13813450701783513