Effects of phenolic compounds from blueberry leaves on the thermal decomposition of trimethylamine oxide in squid extract
Abstract
The effects of chlorogenic acid and quercetin-3-D-galactoside on the decomposition of trimethylamine oxide (TMAO) in squid extract and the main mechanism of inhibition of thermal decomposition were studied. The results indicated that chlorogenic acid and quercetin-3-D-galactoside could inhibit decomposition of TMAO in squid extract. The amount of TMAO was increased by 11.79 and 15.76% in squid extract treated with chlorogenic acid and quercetin-3-D-galactoside from 0 and 2.5 g/L, respectively. The contents of trimethylamine (TMA), dimethylamine (DMA), and formaldehyde (FA) were significantly decreased with increasing contents of chlorogenic acid and quercetin-3-D-galactoside. There were many free radicals in squid extract at high temperatures; however, the free radical signals were weakened after the addition of chlorogenic acid and quercetin-3-D-galactoside therein. This implied that chlorogenic acid and quercetin-3-D-galactoside could inhibit the thermal decomposition of TMAO in squid extract, which was associated with the scavenging of their free radicals. This result provides a theoretical basis for the development and utilization of blueberry leaf extract as an efficient FA inhibitor for aquatic products.
Funding source: National Key R & D Program of China
Award Identifier / Grant number: 2017YFC1600706
Funding source: National Natural Science Foundation of China
Award Identifier / Grant number: 31201308
Acknowledgment
This work was supported by National Key R & D Programme of China (Grant No. 2017YFC1600706) and the National Natural Science Foundation of China (Grant No. 31201308).
Author contribution: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.
Research funding: This work was supported by National Key R & D Programme of China (Grant No. 2017YFC1600706) and the National Natural Science Foundation of China (Grant No. 31201308).
Conflict of interest statement: The authors declare no conflicts of interest regarding this article.
References
1. Yeh, TS, Lin, TC, Chen, CC, Wen, HM. Analysis of free and bound formaldehyde in squid and squid products by gas chromatography–mass spectrometry. J Food Drug Anal 2013;21:190–7. doi:https://doi.org/10.1016/j.jfda.2013.05.010.Suche in Google Scholar
2. Chanarat, S, Benjakul, S. Effect of formaldehyde on protein cross-linking and gel forming ability of surimi from lizardfish induced by microbial transglutaminase. Food Hydrocolloids 2013;30:704–11. doi:https://doi.org/10.1016/j.foodhyd.2012.09.001.Suche in Google Scholar
3. Tong, Z, Han, C, Qiang, M, Wang, W, Lv, J, Zhang, S, et al.. Agerelated formaldehyde interferes with DNA methyltransferase function causing memory loss in Alzheimers disease. Neurobiol Aging 2015;36:100–10. doi:https://doi.org/10.1016/j.neurobiolaging.2014.07.018.Suche in Google Scholar
4. Pearce, NE, Blair, A, Vineis, P, Ahrens, W, Zahm, SH. IARC monographs: 40 years of evaluating carcinogenic hazards to humans. Environ Health Perspect 2015;123:507–14.10.1289/ehp.1409149Suche in Google Scholar PubMed PubMed Central
5. Ma, J, Pazos, IM, Gai, F. Microscopic insights into the protein-stabilizing effect of trimethylamine N-oxide (TMAO). Proc Natl Acad Sci USA 2014;111:8476–81. doi:https://doi.org/10.1073/pnas.1403224111.Suche in Google Scholar
6. Zhang, FW, Du, JB, Tang, CS. Endogenous formaldehyde and cardiovascular diseases. Prog Physiol Sci 2010;41:17–21.Suche in Google Scholar
7. Zhu, JL, Miao, LL, Li, XP, Li, JR. Inhibition action of calcium chloride to thermal degradation of TMAO in squid by TG-DSC technique. J China Inst Food Sci Technol 2012;12:148–54.Suche in Google Scholar
8. Wu, S, Zhu, J, Shen, P, Li, D, Li, J. Effect of vacuum package combined with formaldehyde inhibitors on the quality of dried squid dosidicus gigas during storage. J China Inst Food Sci Technol 2014;14:148–56.Suche in Google Scholar
9. Zhang, T, Xin, X, Xue, Y, Zhao, Y, Xue, C. Reduction of formaldehyde residues induced by the thermal decomposition of trimethylamine oxide during the processing and storage of jumbo squid (Dosidicus gigas). Lebenson Wiss Technol 2018;97:676–83. doi:https://doi.org/10.1016/j.lwt.2018.07.056.Suche in Google Scholar
10. Mizuguchi, T, Kumazawa, K, Yamashita, S, Safey, J. Factors that accelerate dimethylamine formation in dark muscle of three gadoid species during frozen storage. Fish Sci 2011;77:143–9. https://doi.org/10.1007/s12562-010-0303-x.Suche in Google Scholar
11. Zhu, J, Jia, J, Li, X, Dong, L, Li, J. ESR studies on the thermal decomposition of trimethylamine oxide to formaldehyde and dimethylamine in jumbo squid (Dosidicus gigas) extract. Food Chem 2013;141:3881–8. doi:https://doi.org/10.1016/j.foodchem.2013.06.083.Suche in Google Scholar
12. Kimura, M, Seki, N, Kimura, I. Purification and characterization of trimethylamine-N-oxide demethylase from walleye pollack muscle. Fish Sci 2010;66:967–73.10.1046/j.1444-2906.2000.00115.xSuche in Google Scholar
13. Hillis, WE, Urbach, G. Reaction of polyphenols with formaldehyde. J Chem Technol Biotechnol 2010;9:665–73.10.1002/jctb.5010091207Suche in Google Scholar
14. Wang, LJ, Wu, J, Wang, HX, Li, SS, Zheng, XC, Du, H, et al.. Composition of phenolic compounds and antioxidant activity in the leaves of blueberry cultivars. J Funct Food 2015;16:295–304. https://doi.org/10.1016/j.jff.2015.04.027.Suche in Google Scholar
15. Li, YC, Li, BX, Geng, LJ. Hypolipidemic and antioxidant effects of total flavonoids from blueberry leaves. Eur Food Res Technol 2011;233:897–903. https://doi.org/10.1007/s00217-011-1572-z.Suche in Google Scholar
16. Wang, T, Guo, N, Wang, SX, Kou, P, Zhao, CJ, Fu, YJ. Ultrasound-negative pressure cavitation extraction of phenolic compounds from blueberry leaves and evaluation of its DPPH radical scavenging activity. Food Bioprod Process 2018;108:69–80. https://doi.org/10.1016/j.fbp.2018.01.003.Suche in Google Scholar
17. Zhu, JL, Li, JR, Miao, LL, Li, XP. Control on the intrinisic formaldehyde content in jumbo squid based on the non-enzymatic thermal pathway. J Fish China 2010;34:375–81. doi:https://doi.org/10.3724/sp.j.1231.2010.06699.Suche in Google Scholar
18. Matsuo, Y, Fujita, Y, Ohnishi, S, Tanaka, T, Hirabaru, H, Kai, T, et al.. Chemical constituents of the leaves of rabbiteye blueberry (Vaccinium ashei) and characterisation of polymeric proanthocyanidins containing phenylpropanoid units and A-type linkages. Food Chem 2010;121:1073–9. doi:https://doi.org/10.1016/j.foodchem.2010.01.052.Suche in Google Scholar
19. Andersen, ML, Erichsen, HR, Skibsted, LH, Graversen, HB, Rodrigues-Filho, UP. Heat induced formation of free radicals in wheat flour. J Cereal Sci 2011;54:494–8. doi:https://doi.org/10.1016/j.jcs.2011.05.007.Suche in Google Scholar
20. Kreitman, GY, Cantu, A, Waterhouse, AL, Elias, RJ. Effect of metal chelators on the oxidative stability of model wine. J Agric Food Chem 2013;61:9480–7. doi:https://doi.org/10.1021/jf4024504.Suche in Google Scholar
21. Deng, Y, Liu, Y, Qian, B, Su, S, Wu, J, Song, X, et al.. Impact of far-infrared radiation-assisted heat pump drying on chemical compositions and physical properties of squid (Illex illecebrosus) fillets. Eur Food Res Technol 2011;232:761–8. doi:https://doi.org/10.1007/s00217-011-1441-9.Suche in Google Scholar
22. Gou, J, Lee, HY, Ahn, J. Effect of high pressure processing on the quality of squid (Todarodes pacificus) during refrigerated storage. Food Chem 2010;119:471–6. doi:https://doi.org/10.1016/j.foodchem.2009.06.042.Suche in Google Scholar
23. Zhu, J, Li, J, Jia, J. Effects of thermal processing and various chemical substances on formaldehyde and dimethylamine formation in squid (Dosidicus gigas). J Sci Food Agric 2012;92:2436–42. doi:https://doi.org/10.1002/jsfa.5649.Suche in Google Scholar
24. Lee, J, Peng, Y, Heidolph, BB, Park, JW. Physicochemical properties of frozen Alaska pollock fillets and surimi as affected by various sodium phosphates. J Food Process Preserv 2018;42: e135301–e135308. https://doi.org/10.1111/jfpp.13530.Suche in Google Scholar
25. Dong, L, Zhu, J, Li, X, Li, J. Effect of tea polyphenols on the physical and chemical characteristics of dried-seasoned squid (Dosidicus gigas) during storage. Food Contr 2013;31:586–92. doi:https://doi.org/10.1016/j.foodcont.2012.10.014.Suche in Google Scholar
26. Zhu, J, Wu, S, Wang, Y, Li, J. Quality changes and browning developments during storage of dried-seasoned squid (Dosidicus gigas and Ommastrephes bartrami). J Aquat Food Prod Technol 2016;1107–19. https://doi.org/10.1080/10498850.2015.1019166.Suche in Google Scholar
27. Reber, JD, Eggett, DL, Parker, TL. Antioxidant capacity interactions and a chemical/structural model of phenolic compounds found in strawberries. Int J Food Sci Nutr 2011;62:445–52. doi:https://doi.org/10.3109/09637486.2010.549115.Suche in Google Scholar
28. Niedzwiecki, A, Roomi, MW, Kalinovsky, T, Rath, M. Anticancer efficacy of polyphenols and their combinations. Nutrients 2016;8:552. https://doi.org/10.3390/nu8090552.Suche in Google Scholar
29. Juan, L, Monribot-Villanueva, José, M, Elizalde-Contreras, Alujab, M, Segura-Cabrerac, A, et al.. Endorsing and extending the repertory of nutraceutical and antioxidant sources in mangoes during postharvest shelf life. Food Chem 2019;285:119–29. doi:https://doi.org/10.1016/j.foodchem.2019.01.136.Suche in Google Scholar
Supplementary Material
The online version of this article offers supplementary material (https://doi.org/10.1515/ijfe-2020-0087).
© 2020 Walter de Gruyter GmbH, Berlin/Boston
Artikel in diesem Heft
- Frontmatter
- Articles
- Determination of thermal, molecular changes, and functional properties in stabilized rice bran
- Study on the adsorption effect of diatomite on neosolaniol (NEO) in muskmelon fruits inoculated with Fusarium sulphureum
- Mitigation of relative humidity (RH) on phytochemicals and functional groups of dried pineapple (Ananas comosus) slices
- Tri-frequency ultrasound as pretreatment to infrared drying of carrots: impact on enzyme inactivation, color changes, nutrition quality parameters and microstructures
- Effects of phenolic compounds from blueberry leaves on the thermal decomposition of trimethylamine oxide in squid extract
- Impact of high-pressure homogenization on the microstructure and rheological properties of citrus fiber
- Thermal physical properties of the golden pomfret at low temperatures
- Characterization of sheep tail fat dry fractionation at the pilot scale
Artikel in diesem Heft
- Frontmatter
- Articles
- Determination of thermal, molecular changes, and functional properties in stabilized rice bran
- Study on the adsorption effect of diatomite on neosolaniol (NEO) in muskmelon fruits inoculated with Fusarium sulphureum
- Mitigation of relative humidity (RH) on phytochemicals and functional groups of dried pineapple (Ananas comosus) slices
- Tri-frequency ultrasound as pretreatment to infrared drying of carrots: impact on enzyme inactivation, color changes, nutrition quality parameters and microstructures
- Effects of phenolic compounds from blueberry leaves on the thermal decomposition of trimethylamine oxide in squid extract
- Impact of high-pressure homogenization on the microstructure and rheological properties of citrus fiber
- Thermal physical properties of the golden pomfret at low temperatures
- Characterization of sheep tail fat dry fractionation at the pilot scale