Structural Characterization of a Tetrapeptide from Sesame Flavor-Type Baijiu and Its Preventive Effects against AAPH-Induced Oxidative Stress in HepG2 Cells

Journal of Agricultural and Food Chemistry

Volumn 65, Issue 48, 2017, Pages 10495-10504

  Wu, Jihong ^a,b   Huo, Jiaying ^b   Huang, Mingquan ^b   Zhao, Mouming ^a   Luo, Xuelian ^c   Sun, Baoguo ^b  

^a SOUTH CHINA UNIVERSITY OF TECHNOLOGY   (China)

^b BEIJING TECHNOLOGY AND BUSINESS UNIVERSITY   (China)

^c CHINESE CENTER FOR DISEASE CONTROL AND PREVENTION   (China)

Author keywords

antioxidant peptides; HepG2 cell; HPLC Q TOF MS; oxidative stress; sesame flavor type Baijiu

Indexed keywords

ANTIOXIDANTS; CELLS; ENZYMES; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; INDUCTIVELY COUPLED PLASMA; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; OXIDATIVE STRESS; OXYGEN; PEPTIDES; PLANTS (BOTANY);

ANTIOXIDANT PEPTIDES; CELLULAR ANTIOXIDANT ACTIVITIES; CONCENTRATION-DEPENDENT MANNERS; HEP-G2 CELLS; HPLC-Q-TOF-MS; QUADRUPOLE TIME OF FLIGHT MASS SPECTROMETRY; SESAME FLAVOR-TYPE BAIJIU; STRUCTURAL CHARACTERIZATION;

CYTOLOGY;

2,2'-AZOBIS(2-AMIDINOPROPANE); AMIDINE; ANTIOXIDANT; CATALASE; FLAVORING AGENT; GLUTATHIONE; GLUTATHIONE PEROXIDASE; PEPTIDE; PLANT EXTRACT; REACTIVE OXYGEN METABOLITE; SUPEROXIDE DISMUTASE;

CHEMISTRY; DRUG EFFECTS; HEP-G2 CELL LINE; HUMAN; MASS SPECTROMETRY; METABOLISM; OXIDATIVE STRESS; SESAMUM;

AMIDINES; ANTIOXIDANTS; CATALASE; FLAVORING AGENTS; GLUTATHIONE; GLUTATHIONE PEROXIDASE; HEP G2 CELLS; HUMANS; MASS SPECTROMETRY; OXIDATIVE STRESS; PEPTIDES; PLANT EXTRACTS; REACTIVE OXYGEN SPECIES; SESAMUM; SUPEROXIDE DISMUTASE;

EID: 85037525767     PISSN: 00218561     EISSN: 15205118     Source Type: Journal    
DOI: 10.1021/acs.jafc.7b04815     Document Type: Article

References (43)

1. Hancock, J.; Desikan, R.; Neill, S. Role of reactive oxygen species in cell signalling pathways Biochem. Soc. Trans. 2001, 29, 345-350 10.1042/bst0290345
2. Zhao, L.; Su, J.; Li, L.; Chen, J.; Hu, S.; Zhang, X.; Chen, T. Mechanistic elucidation of apoptosis and cell cycle arrest induced by 5-hydroxymethylfurfural, the important role of ROS-mediated signaling pathways Food Res. Int. 2014, 66, 186-196 10.1016/j.foodres.2014.08.051
3. 2 and AAPH J. Food Sci. Technol. 2015, 52 (10) 6194-6205 10.1007/s13197-014-1672-4
4. Mates, J. M.; Perez-Gomez, C.; De Castro, I. Antioxidant enzymes and human diseases Clin. Biochem. 1999, 32, 595-603 10.1016/S0009-9120(99)00075-2
5. Seifried, H.; Anderson, D.; Fisher, E.; Milner, J. A review of the interaction among dietary antioxidants and reactive oxygen species J. Nutr. Biochem. 2007, 18, 567-579 10.1016/j.jnutbio.2006.10.007
6. Alía, M.; Ramos, S.; Mateos, R.; Granado-Serrano, S.; Bravo, L.; Goya, L. Quercetin protects human hepatoma HepG2 against oxidative stress induced by tert-butyl hydroperoxide Toxicol. Appl. Pharmacol. 2006, 212, 110-118 10.1016/j.taap.2005.07.014
7. 2-induced oxidative stress in human erythrocytes J. Funct. Foods 2017, 31, 160-171 10.1016/j.jff.2017.01.046
8. Qi, G.; Mi, Y.; Fan, R.; Li, R.; Wang, Y.; Li, X.; Huang, S.; Liu, X. Tea polyphenols ameliorate hydrogen peroxideand constant darkness-triggered oxidative stress via modulating the Keap1/Nrf2 transcriptional signaling pathway in HepG2 cells and mice liver RSC Adv. 2017, 7, 32198-32208 10.1039/C7RA05000C
9. Zhang, H.; Zhang, S.; Wang, J.; Sun, B. Wheat bran feruloyl oligosaccharides protect against AAPH-induced oxidative injury via p38MAPK/PI3K-Nrf2/Keap1-MafK pathway J. Funct. Foods 2017, 29, 53-59 10.1016/j.jff.2016.12.009
10. Salla, S.; Sunkara, R.; Walker, L.; Verghese, M. Antioxidant and Apoptotic Activity of Papaya Peel Extracts in HepG2 Cells Food Nutr. Sci. 2016, 7, 485-494 10.4236/fns.2016.76050
11. Kim, G.; Lee, Y.; Song, J.; Jang, H. Curcumin Ameliorates AAPH-induced Oxidative Stress in HepG2 Cells by Activating Nrf2 Food Sci. Biotechnol. 2013, 22 (1) 241-247 10.1007/s10068-013-0033-9
12. Wang, L.; Ding, L.; Yu, Z.; Zhang, T.; Ma, S.; Liu, J. Intracellular ROS scavenging and antioxidant enzyme regulating capacities of corn gluten meal-derived antioxidant peptides in HepG2 cells Food Res. Int. 2016, 90, 33-41 10.1016/j.foodres.2016.10.023
13. Suetsuna, K.; Chen, J. Isolation and characterization of peptides with antioxidant activity derived from wheat gluten Food Sci. Technol. Res. 2002, 8, 227-230 10.3136/fstr.8.227
14. Zhuang, H.; Tang, N.; Yuan, Y. Purification and identification of antioxidant peptides from corn gluten meal J. Funct. Foods 2013, 5, 1810-1821 10.1016/j.jff.2013.08.013
15. Xing, L.; Hu, Y.; Hu, H.; Ge, Q.; Zhou, G.; Zhang, W. Purification and identification of antioxidative peptides from dry-cured Xuanwei ham Food Chem. 2016, 194 (194) 951-958 10.1016/j.foodchem.2015.08.101
16. Sudhakar, S.; Nazeer, R. Structural characterization of an Indian squid antioxidant peptide and its protective effect against cellular reactive oxygen species J. Funct. Foods 2015, 14, 502-512 10.1016/j.jff.2015.02.028
17. Kim, S.; Je, J.; Kim, S. Purification and characterization of antioxidant peptide from hoki (Johnius belengerii) frame protein by gastrointestinal digestion J. Nutr. Biochem. 2007, 18 (1) 31-38 10.1016/j.jnutbio.2006.02.006
18. Abdel-Hamid, M.; Otte, J.; De Gobba, C.; Osman, A.; Hamad, E. Angiotensin I-converting enzyme inhibitory activity and antioxidant capacity of bioactive peptides derived from enzymatic hydrolysis of buffalo milk proteins Int. Dairy J. 2017, 66, 91-98 10.1016/j.idairyj.2016.11.006
19. Zheng, Y.; Sun, B.; Zhao, M.; Zheng, F.; Huang, M.; Sun, J.; Sun, X.; Li, H. Characterization of the key odorants in Chinese zhima aroma-type Baijiu by gas chromatography-olfactometry, quantitative measurements, aroma recombination, and omission studies J. Agric. Food Chem. 2016, 64, 5367-5374 10.1021/acs.jafc.6b01390
20. Sun, B.; Wu, J.; Huang, M.; Sun, J.; Zheng, F. Recent Advances of Flavor Chemistry in Chinese Liquor Spirits (Baijiu) J. Chin. Inst. Food Sci. Technol. 2015, 15, 1-8
21. Liu, D.; Zhao, Z.; Yi, R. Application of Baijiu in medicine Chin. Liquor 2002, 5, 32-33
22. Zheng, X.; Han, B. Baijiu, Chinese liquor: History, classification and manufacture J. Ethn. Foods. 2016, 3, 19-25 10.1016/j.jef.2016.03.001
23. Zhou, X.; Chen, X.; Li, L.; Guo, Y.; Wang, L.; Zhang, C.; Jiang, Y. The Relationship between the Flavoring Components of Soft-type Yanghe Daqu and People's Health Liquor-Making Sci. Technol. 2014, 11, 31-34 10.13746/j.njkj.2014.0250
24. Wu, T.; Sun, X.; Ran, S.; Zhao, W.; Gao, C.; Cui, G. Effects of Drinking Sesame-flavor Liquor on Blood Lipid, Blood Glucose and Liver Functions in Rats Liquor-Making Sci. Technol. 2013, 2, 46-49
25. Xu, Z.-c.; Chen, Y.; Zhou, Z.-h.; Tang, Q.-l. Study on Healthy & Functional Compositions in Jian' nanchun Liquor Liquor-Making Sci. Technol. 2008, 5, 41-44
26. Xu, Z.-c.; Tang, Q.-l.; Xu, Z.-j. The Use of Modern Techniques to Reveal Bioactive Substances in Jian'nanchun Liquor Helpful for Peoples' Health Liquor-Making Sci. Technol. 2010, 1, 121-123
27. Sun, X.; Li, W.; Li, R.; Gao, C.; Cui, G. The Antioxidative Activity of Sulfide and Pyrazine Compositions in Sesame-Flavor Liquor Liquor Making 2013, 40 (4) 57-60
28. Fan, W.-l.; Xu, Y. Review of Important Functional Compounds Terpenes in Baijiu (Chinese Liquor) Liquor Making 2013, 40 (6) 11-16 10.3969/j.issn.1002-8110.2013.06.008
29. Zhang, R.; Wu, Q.; Xu, Y. Lichenysin, a Cyclooctapeptide Occurring in Chinese Liquor Jiannanchun Reduced the Headspace Concentration of Phenolic Off-Flavors via Hydrogen-Bond Interactions J. Agric. Food Chem. 2014, 62, 8302-8307 10.1021/jf502053g
30. Wu, J.; Sun, B.; Zhao, M.; Zheng, F.; Sun, J.; Sun, X.; Li, H.; Huang, M. Discovery of a Bioactive Peptide, an Angiotensin Converting Enzyme Inhibitor in Chinese Baijiu J. Chin. Inst. Food Sci. Technol. 2016, 16 (9) 14-20 10.16429/j.1009-7848.2016.09.002
31. Toelstede, S.; Dunkel, A.; Hofmann, T. A series of Kokumi Peptides Impart the Long-Lasting Mouthfulness of Matured Gouda Cheese J. Agric. Food Chem. 2009, 57, 1440-1448 10.1021/jf803376d
32. Fukuda, T.; Yamagata, K.; Fujiyama, S.; Matsumoto, T.; Koshida, I.; Yoshimura, K.; Mihara, M.; Naitou, M.; Endoh, H.; Nakamura, T. et al. DEAD-box RNA helicase subunits of the Drosha complex are required for processing of rRNA and a subset of microRNAs Nat. Cell Biol. 2007, 9 (5) 604-611 10.1038/ncb1577
33. Zhang, H.; Wang, J.; Liu, Y.; Gong, L.; Sun, B. Wheat bran feruloyl oligosaccharides ameliorate AAPH-induced oxidative stress in HepG2 cells via Nrf2 signalling J. Funct. Foods 2016, 25, 333-340 10.1016/j.jff.2016.06.012
34. Yu, W.; Chen, G.; Zhang, P.; Chen, K. Purification, partial characterization and antitumor effect of an exopolysaccharide from Rhizopus nigricans Int. J. Biol. Macromol. 2016, 82, 299-307 10.1016/j.ijbiomac.2015.10.005
35. Shen, Y. In Manual of Chinese Liquor Manufactures Technology; Light Industry Publishing House of China: Beijing, China, 1996; pp 218-219.
36. Avraham, K.; Schickler, M.; Sapoznikov, D.; Yarom, R.; Groner, Y. Down's syndrome: abnormal neuromuscular junction in tongue of transgenic mice with elevated levels of human Cu/Zn-superoxide dismutase Cell 1988, 54, 823-829 10.1016/S0092-8674(88)91153-1
37. Wijeratne, S. S. K.; Cuppett, S. L.; Schlegel, V. Hydrogen Peroxide Induced Oxidative Stress Damage and Antioxidant Enzyme Response in Caco-2 Human Colon Cells J. Agric. Food Chem. 2005, 53, 8768-8774 10.1021/jf0512003
38. Agrawal, H.; Joshi, R.; Gupta, M. Isolation, purification and characterization of antioxidative peptide of pearl millet (Pennisetum glaucum) protein hydrolysate Food Chem. 2016, 204, 365-372 10.1016/j.foodchem.2016.02.127
39. Du, Y.; Esfandi, R.; Willmore, W.; Tsopmo, A. Antioxidant Activity of Oat Proteins Derived Peptides in Stressed Hepatic HepG2 Cells Antioxidants 2016, 5, 39 10.3390/antiox5040039
40. Katayama, S.; Ishikawa, S.; Fan, M.; Mine, Y. Oligophosphopeptides derived from egg yolk phosvitin up-regulate gamma-glutamylcysteine synthetase and antioxidant enzymes against oxidative stress in caco-2 cells J. Agric. Food Chem. 2007, 55, 2829-2835 10.1021/jf0628936
41. She, X.; Wang, F.; Ma, J.; Chen, X.; Ren, D.; Lu, J. In vitro antioxidant and protective effects of corn peptides on ethanol-induced damage in HepG2 cells Food Agric. Immunol. 2016, 27, 99-110 10.1080/09540105.2015.1079597
42. 2+ -induced oxidative stress in HepG2 cells Toxicol. In Vitro 2011, 25, 138-144 10.1016/j.tiv.2010.10.005
43. Kim, J. K.; Jang, H. Nrf2-mediated HO-1 induction coupled with the ERK signaling pathway contributions to indirect antioxidant capacity of caffeic acid phenethyl ester in HepG2 cells Int. J. Mol. Sci. 2014, 15 (7) 12149-12165 10.3390/ijms150712149