Formation mechanism of polycyclic aromatic hydrocarbons in grilled beef and the mitigative effect of flavonoids

被引:3
作者
Lv, Xiaomei [1 ]
Zhang, Haolin [1 ,2 ]
Lin, Qiuyi [1 ]
Xie, Ruiwei [1 ]
Chen, Bing-Huei [3 ]
Lai, Yu-Wen [3 ]
Teng, Hui [1 ]
Chen, Lei [1 ]
Cao, Hui [1 ]
机构
[1] Guangdong Ocean Univ, Coll Food Sci & Technol, Guangdong Prov Key Lab Aquat Prod Proc & Safety, Guangdong Prov Engn Lab Marine Biol Prod, Zhanjiang 524088, Peoples R China
[2] Univ Macau, Inst Chinese Med Sci, Macau, Peoples R China
[3] Fu Jen Catholic Univ, Dept Food Sci, New Taipei City, Taiwan
基金
中国国家自然科学基金;
关键词
amino acids; chemical model; flavonoids; glucose; polycyclic aromatic hydrocarbons; PYROLYSIS; GROWTH; PAHS; MEAT; MARINADES; AMINES;
D O I
10.1002/efd2.143
中图分类号
TS2 [食品工业];
学科分类号
0832 ;
摘要
Polycyclic aromatic hydrocarbons (PAHs) are found in many common foods and increase the risk of cancer in humans. This study systematically screened the components that may be related to the formation of PAHs by an excessive addition of 19 amino acids and glucose in the beef patties. Phenylalanine and glucose exhibited the potential as promoters of PAHs, while lysine, aspartic acid, glutamic acid, valine, and methionine exhibited excellent potential as inhibitors of PAHs. Subsequently, a chemical model containing phenylalanine and glucose was established to confirm their roles as precursors of PAHs. The formation mechanism of PAHs showed that naphthalene was first formed as a basic structure, and then, PAHs with more rings were further formed through substitution, addition reactions, or intramolecular cyclization reactions. The mitigative effects of four flavonoids on total PAH contents were in the order: kaempferol > naringenin (better for individual PAH) > myricetin > quercetin (contradictory), which suggested that the antioxidant ability or radical scavenging capacity of flavonoids may be one of the pathways for PAH inhibition.
引用
收藏
页数:14
相关论文
共 38 条
[2]  
[Anonymous], 2012, AG CLASS IARC MON
[3]  
Bittner J.D., 1981, P COMBUST INST, V18, P1105, DOI [DOI 10.1016/S0082-0784(81)80115-4, 10.1016/S0082-0784(81)80115-4]
[4]   Does glucose enhance the formation of nitrogen containing polycyclic aromatic compounds and polycyclic aromatic hydrocarbons in the pyrolysis of proline? [J].
Britt, PF ;
Buchanan, AC ;
Owens, CV ;
Skeen, JT .
FUEL, 2004, 83 (11-12) :1417-1432
[5]   Preventive potential and mechanism of dietary polyphenols on the formation of heterocyclic aromatic amines [J].
Cao, Hui ;
Chen, Bing-Huei ;
Inbaraj, Baskaran Stephen ;
Chen, Lei ;
Alvarez-Rivera, Gerardo ;
Cifuentes, Alejandro ;
Zhang, Nana ;
Yang, Deng-Jye ;
Simal-Gandara, Jesus ;
Wang, Mingfu ;
Xiao, Jianbo .
FOOD FRONTIERS, 2020, 1 (02) :134-151
[6]  
Cerniglia Carl E., 1993, Current Opinion in Biotechnology, V4, P331, DOI 10.1007/BF00129093
[7]   Thermal decomposition pathways of phenylalanine and glutamic acid and the interaction mechanism between the two amino acids and glucose [J].
Chen, Peiao ;
Gong, Meng ;
Chen, Yingquan ;
Zhou, Zhongyue ;
Liu, Ming ;
Fang, Yang ;
Chen, Wei ;
Yang, Haiping ;
Chen, Hanping .
FUEL, 2022, 324
[8]   Inhibitory activities of dietary phenolic compounds on heterocyclic amine formation in both chemical model system and beef patties [J].
Cheng, Ka-Wing ;
Chen, Feng ;
Wang, Mingfu .
MOLECULAR NUTRITION & FOOD RESEARCH, 2007, 51 (08) :969-976
[9]   Effects of grilling and roasting on the levels of polycyclic aromatic hydrocarbons in beef and pork [J].
Chung, S. Y. ;
Yettella, Ramesh R. ;
Kim, J. S. ;
Kwon, K. ;
Kim, M. C. ;
Min, David B. .
FOOD CHEMISTRY, 2011, 129 (04) :1420-1426
[10]   Nitrate in vegetables Scientific Opinion of the Panel on Contaminants in the Food chain [J].
European Food Safety Authority .
EFSA JOURNAL, 2008, 6 (06)