Effect of the Composition and Structure of Excipient Emulsion on the Bioaccessibility of Pesticide Residue in Agricultural Products

Journal of Agricultural and Food Chemistry

Volumn 65, Issue 41, 2017, Pages 9128-9138

  Zhang, Ruojie ^a   Wu, Wenhao ^a   Zhang, Zipei ^a   Park, Yeonhwa ^a   He, Lili ^a   Xing, Baoshan ^a   McClements, David Julian ^a,b  

^a UNIVERSITY OF MASSACHUSETTS   (United States)

^b HARVARD SCHOOL OF PUBLIC HEALTH   (United States)

Author keywords

bioaccessibility; bioavailability; nanoemulsions; pesticides; toxicity

Indexed keywords

AGRICULTURAL PRODUCTS; BIOCHEMISTRY; CHEMICAL CONTAMINATION; EMULSIFICATION; FRUITS; OILS AND FATS; PARTICLE SIZE; TOXICITY; VEGETABLE OILS;

BIOACCESSIBILITY; BIOAVAILABILITY; GASTROINTESTINAL TRACT; LIPID COMPOSITION; MEDIUM CHAIN TRIGLYCERIDES; NANO-EMULSIONS; PARTICLE DIAMETERS; PESTICIDE RESIDUE;

PESTICIDES;

CHLORPYRIFOS; EXCIPIENT; PESTICIDE RESIDUE;

BIOAVAILABILITY; BIOLOGICAL MODEL; CHEMISTRY; DIGESTION; EMULSION; FRUIT; GASTROINTESTINAL TRACT; HUMAN; KINETICS; METABOLISM; PARTICLE SIZE; TOMATO;

BIOLOGICAL AVAILABILITY; CHLORPYRIFOS; DIGESTION; EMULSIONS; EXCIPIENTS; FRUIT; GASTROINTESTINAL TRACT; HUMANS; KINETICS; LYCOPERSICON ESCULENTUM; MODELS, BIOLOGICAL; PARTICLE SIZE; PESTICIDE RESIDUES;

EID: 85031686670     PISSN: 00218561     EISSN: 15205118     Source Type: Journal    
DOI: 10.1021/acs.jafc.7b02607     Document Type: Article

References (52)

1. McClements, D. J.; Xiao, H. Excipient foods: designing food matrices that improve the oral bioavailability of pharmaceuticals and nutraceuticals Food Funct. 2014, 5 (7) 1320-1333 10.1039/C4FO00100A
2. McClements, D. J. Enhancing nutraceutical bioavailability through food matrix design Current Opinion in Food Science 2015, 4, 1-6 10.1016/j.cofs.2014.12.008
3. McClements, D. J.; Li, F.; Xiao, H. The nutraceutical bioavailability classification scheme: classifying nutraceuticals according to factors limiting their oral bioavailability Annu. Rev. Food Sci. Technol. 2015, 6, 299-327 10.1146/annurev-food-032814-014043
4. McClements, D. J.; Zou, L.; Zhang, R.; Salvia-Trujillo, L.; Kumosani, T.; Xiao, H. Enhancing nutraceutical performance using excipient foods: designing food structures and compositions to increase bioavailability Compr. Rev. Food Sci. Food Saf. 2015, 14 (6) 824-847 10.1111/1541-4337.12170
5. Zhang, R.; Zhang, Z.; Zou, L.; Xiao, H.; Zhang, G.; Decker, E. A.; McClements, D. J. Enhancing nutraceutical bioavailability from raw and cooked vegetables using excipient emulsions: influence of lipid type on carotenoid bioaccessibility from carrots J. Agric. Food Chem. 2015, 63 (48) 10508-10517 10.1021/acs.jafc.5b04691
6. Zhang, R.; Zhang, Z.; Zou, L.; Xiao, H.; Zhang, G.; Decker, E. A.; McClements, D. J. Enhancement of carotenoid bioaccessibility from carrots using excipient emulsions: influence of particle size of digestible lipid droplets Food Funct. 2016, 7 (1) 93-103 10.1039/C5FO01172H
7. Zhang, R.; Zhang, Z.; Zou, L.; Xiao, H.; Zhang, G.; Decker, E. A.; McClements, D. J. Impact of lipid content on the ability of excipient emulsions to increase carotenoid bioaccessibility from natural sources (raw and cooked carrots) Food Biophysics 2016, 11 (1) 71-80 10.1007/s11483-015-9418-z
8. Svelander, C. A.; Lopez-Sanchez, P.; Pudney, P. D. A.; Schumm, S.; Alminger, M. A. G. High Pressure Homogenization Increases the In Vitro Bioaccessibility of alpha- and beta-Carotene in Carrot Emulsions But Not of Lycopene in Tomato Emulsions J. Food Sci. 2011, 76 (9) H215-H225 10.1111/j.1750-3841.2011.02418.x
9. Li, Q.; Li, T.; Liu, C.; Dai, T.; Zhang, R.; Zhang, Z.; McClemnets, D. J. Enhancement of Carotenoid Bioaccessibility from Tomatoes Using Excipient Emulsions: Influence of Particle Size Food Biophysics 2017, 12 (2) 172-185 10.1007/s11483-017-9474-7
10. Moelants, K. R. N.; Lemmens, L.; Vandebroeck, M.; Van Buggenhout, S.; Van Loey, A. M.; Hendrickx, M. E. Relation between Particle Size and Carotenoid Bioaccessibility in Carrot- and Tomato-Derived Suspensions J. Agric. Food Chem. 2012, 60 (48) 11995-12003 10.1021/jf303502h
11. Li, Q.; Li, T.; Liu, C. M.; Chen, J.; Zhang, R. J.; Zhang, Z. P.; Dai, T. T.; McClements, D. J. Potential physicochemical basis of Mediterranean diet effect: Ability of emulsified olive oil to increase carotenoid bioaccessibility in raw and cooked tomatoes Food Res. Int. 2016, 89, 320-329 10.1016/j.foodres.2016.08.014
12. Salvia-Trujillo, L.; McClements, D. J. Enhancement of lycopene bioaccessibility from tomato juice using excipient emulsions: Influence of lipid droplet size Food Chem. 2016, 210, 295-304 10.1016/j.foodchem.2016.04.125
13. Liu, X.; Bi, J. F.; Xiao, H.; McClements, D. J. Enhancement of Nutraceutical Bioavailability using Excipient Nanoemulsions: Role of Lipid Digestion Products on Bioaccessibility of Carotenoids and Phenolics from Mangoes J. Food Sci. 2016, 81 (3) N754-N761 10.1111/1750-3841.13227
14. Liu, X.; Bi, J. F.; Xiao, H.; McClements, D. J. Increasing carotenoid bioaccessibility from yellow peppers using excipient emulsions: impact of lipid type and thermal processing J. Agric. Food Chem. 2015, 63 (38) 8534-8543 10.1021/acs.jafc.5b04217
15. Zou, L.; Zheng, B.; Liu, W.; Liu, C.; Xiao, H.; McClements, D. J. Enhancing nutraceutical bioavailability using excipient emulsions: Influence of lipid droplet size on solubility and bioaccessibility of powdered curcumin J. Funct. Foods 2015, 15, 72-83 10.1016/j.jff.2015.02.044
16. Zou, L.; Liu, W.; Liu, C.; Xiao, H.; McClements, D. J. Designing excipient emulsions to increase nutraceutical bioavailability: emulsifier type influences curcumin stability and bioaccessibility by altering gastrointestinal fate Food Funct. 2015, 6 (8) 2475-2486 10.1039/C5FO00606F
17. Zou, L.; Liu, W.; Liu, C.; Xiao, H.; McClements, D. J. Utilizing food matrix effects to enhance nutraceutical bioavailability: increase of curcumin bioaccessibility using excipient emulsions J. Agric. Food Chem. 2015, 63 (7) 2052-2062 10.1021/jf506149f
18. Simon-Delso, N.; Amaral-Rogers, V.; Belzunces, L. P.; Bonmatin, J. M.; Chagnon, M.; Downs, C.; Furlan, L.; Gibbons, D. W.; Giorio, C.; Girolami, V.; Goulson, D.; Kreutzweiser, D. P.; Krupke, C. H.; Liess, M.; Long, E.; McField, M.; Mineau, P.; Mitchell, E. A. D.; Morrissey, C. A.; Noome, D. A.; Pisa, L.; Settele, J.; Stark, J. D.; Tapparo, A.; Van Dyck, H.; Van Praagh, J.; Van der Sluijs, J. P.; Whitehorn, P. R.; Wiemers, M. Systemic insecticides (neonicotinoids and fipronil): trends, uses, mode of action and metabolites Environ. Sci. Pollut. Res. 2015, 22 (1) 5-34 10.1007/s11356-014-3470-y
19. Keikotlhaile, B. M.; Spanoghe, P.; Steurbaut, W. Effects of food processing on pesticide residues in fruits and vegetables: A meta-analysis approach Food Chem. Toxicol. 2010, 48 (1) 1-6 10.1016/j.fct.2009.10.031
20. Fantke, P.; Juraske, R. Variability of Pesticide Dissipation Half-Lives in Plants Environ. Sci. Technol. 2013, 47 (8) 3548-3562 10.1021/es303525x
21. Schroder, J. L.; Basta, N. T.; Casteel, S. W.; Evans, T. J.; Payton, M. E.; Si, J. Validation of the in vitro gastrointestinal (IVG) method to estimate relative bioavailable lead in contaminated soils J. Environ. Qual. 2004, 33 (2) 513-521 10.2134/jeq2004.0513
22. Juhasz, A. L.; Smith, E.; Weber, J.; Rees, M.; Rofe, A.; Kuchel, T.; Sansom, L.; Naidu, R. In vitro assessment of arsenic bioaccessibility in contaminated (anthropogenic and geogenic) soils Chemosphere 2007, 69 (1) 69-78 10.1016/j.chemosphere.2007.04.046
23. Wester, R. C.; Maibach, H. I. In vivo percutaneous absorption and decontamination of pesticides in humans J. Toxicol. Environ. Health 1985, 16 (1) 25-37 10.1080/15287398509530716
24. Ruby, M. V.; Schoof, R.; Brattin, W.; Goldade, M.; Post, G.; Harnois, M.; Mosby, D. E.; Casteel, S. W.; Berti, W.; Carpenter, M. et al. Advances in evaluating the oral bioavailability of inorganics in soil for use in human health risk assessment Environ. Sci. Technol. 1999, 33 (21) 3697-3705 10.1021/es990479z
25. Shen, H. T.; Starr, J.; Han, J. L.; Zhang, L.; Lu, D. S.; Guan, R. F.; Xu, X. M.; Wang, X. F.; Li, J. G.; Li, W. W.; Zhang, Y. J.; Wu, Y. N. The bioaccessibility of polychlorinated biphenyls (PCBs) and polychlorinated dibenzo-p-dioxins/furans (PCDD/Fs) in cooked plant and animal origin foods Environ. Int. 2016, 94, 33-42 10.1016/j.envint.2016.05.003
26. Lei, B. L.; Chen, L.; Hao, Y.; Cao, T. H.; Zhang, X. Y.; Yu, Y. X.; Fu, J. M. Trace elements in animal-based food from Shanghai markets and associated human daily intake and uptake estimation considering bioaccessibility Ecotoxicol. Environ. Saf. 2013, 96, 160-167 10.1016/j.ecoenv.2013.06.032
27. Yu, Y. X.; Huang, N. B.; Zhang, X. Y.; Li, J. L.; Yu, Z. Q.; Han, S. Y.; Lu, M.; Van de Wiele, T.; Wu, M. H.; Sheng, G. Y.; Fu, J. M. Polybrominated diphenyl ethers in food and associated human daily intake assessment considering bioaccessibility measured by simulated gastrointestinal digestion Chemosphere 2011, 83 (2) 152-160 10.1016/j.chemosphere.2010.12.049
28. Tao, S.; Lu, Y.; Zhang, D.; Yang, Y.; Yang, Y.; Lu, X.; Sai, D. Assessment of oral bioaccessibility of organochlorine pesticides in soil using an in vitro gastrointestinal model Environ. Sci. Technol. 2009, 43 (12) 4524-4529 10.1021/es900188c
29. Yu, Y.-X.; Huang, N.-B.; Zhang, X.-Y.; Li, J.-L.; Yu, Z.-Q.; Han, S.-Y.; Lu, M.; Van de Wiele, T.; Wu, M.-H.; Sheng, G.-Y.; Fu, J.-M. Polybrominated diphenyl ethers in food and associated human daily intake assessment considering bioaccessibility measured by simulated gastrointestinal digestion Chemosphere 2011, 83 (2) 152-160 10.1016/j.chemosphere.2010.12.049
30. Poet, T. S.; Wu, H.; Kousba, A. A.; Timchalk, C. In vitro rat hepatic and intestinal metabolism of the organophosphate pesticides chlorpyrifos and diazinon Toxicol. Sci. 2003, 72 (2) 193-200 10.1093/toxsci/kfg035
31. Yu, Y. L.; Wu, X. M.; Li, S. N.; Fang, H.; Zhan, H. Y.; Yu, J. Q. An exploration of the relationship between adsorption and bioavailability of pesticides in soil to earthworm Environ. Pollut. 2006, 141 (3) 428-433 10.1016/j.envpol.2005.08.058
32. John, E. M.; Shaike, J. M. Chlorpyrifos: pollution and remediation Environ. Chem. Lett. 2015, 13 (3) 269-291 10.1007/s10311-015-0513-7
33. Schimmel, S. C.; Garnas, R. L.; Patrick, J. M., Jr; Moore, J. C. Acute toxicity, bioconcentration, and persistence of AC 222,705, benthiocarb, chlorpyrifos, fenvalerate, methyl parathion, and permethrin in the estuarine environment J. Agric. Food Chem. 1983, 31 (1) 104-113 10.1021/jf00115a027
34. de Pinho, G. P.; Neves, A. A.; de Queiroz, M. E. L. R.; Silvério, F. O. Pesticide determination in tomatoes by solid-liquid extraction with purification at low temperature and gas chromatography Food Chem. 2010, 121 (1) 251-256 10.1016/j.foodchem.2009.11.080
35. Martínez Vidal, J. L.; Egea González, F. J.; Martinez Galera, M.; Castro Cano, M. L. Diminution of chlorpyrifos and chlorpyrifos oxon in tomatoes and green beans grown in greenhouses J. Agric. Food Chem. 1998, 46 (4) 1440-1444 10.1021/jf970635q
36. Han, Y.; Li, W.; Dong, F.; Xu, J.; Liu, X.; Li, Y.; Kong, Z.; Liang, X.; Zheng, Y. The behavior of chlorpyrifos and its metabolite 3, 5, 6-trichloro-2-pyridinol in tomatoes during home canning Food Control 2013, 31 (2) 560-565 10.1016/j.foodcont.2012.11.050
37. Aysal, P.; Gözek, K.; Artlk, N.; Tuncbilek, A. S. 14 C-Chlorpyrifos Residues in Tomatoes and Tomato Products Bull. Environ. Contam. Toxicol. 1999, 62 (4) 377-382 10.1007/s001289900885
38. Zhang, R.; Zhang, Z.; Zhang, H.; Decker, E. A.; McClements, D. J. Influence of emulsifier type on gastrointestinal fate of oil-in-water emulsions containing anionic dietary fiber (pectin) Food Hydrocolloids 2015, 45, 175-185 10.1016/j.foodhyd.2014.11.020
39. Li, Y.; McClements, D. J. New mathematical model for interpreting pH-stat digestion profiles: Impact of lipid droplet characteristics on in vitro digestibility J. Agric. Food Chem. 2010, 58 (13) 8085-8092 10.1021/jf101325m
40. Komaiko, J.; McClements, D. J. Low-energy formation of edible nanoemulsions by spontaneous emulsification: Factors influencing particle size J. Food Eng. 2015, 146, 122-128 10.1016/j.jfoodeng.2014.09.003
41. Hunter, R. J. Foundations of Colloid Science; Oxford University Press: Oxford, 1986; Vol. 1.
42. Singh, H.; Sarkar, A. Behaviour of protein-stabilised emulsions under various physiological conditions Adv. Colloid Interface Sci. 2011, 165 (1) 47-57 10.1016/j.cis.2011.02.001
43. Fave, G.; Coste, T. C.; Armand, M. Physicochemical properties of lipids: new strategies to manage fatty acid bioavailability Cellular and Molecular Biology 2004, 50 (7) 815-832
44. Yao, M. F.; Xiao, H.; McClements, D. J., Delivery of Lipophilic Bioactives: Assembly, Disassembly, and Reassembly of Lipid Nanoparticles. In Annual Review of Food Science and Technology; Doyle, M. P.; Klaenhammer, T. R., Eds. 2014; Vol. 5, pp 53-81.
45. McClements, D. J.; Li, Y. Structured emulsion-based delivery systems: Controlling the digestion and release of lipophilic food components Adv. Colloid Interface Sci. 2010, 159 (2) 213-228 10.1016/j.cis.2010.06.010
46. Minekus, M.; Alminger, M.; Alvito, P.; Ballance, S.; Bohn, T.; Bourlieu, C.; Carriere, F.; Boutrou, R.; Corredig, M.; Dupont, D.; Dufour, C.; Egger, L.; Golding, M.; Karakaya, S.; Kirkhus, B.; Le Feunteun, S.; Lesmes, U.; Macierzanka, A.; Mackie, A.; Marze, S.; McClements, D. J.; Menard, O.; Recio, I.; Santos, C. N.; Singh, R. P.; Vegarud, G. E.; Wickham, M. S. J.; Weitschies, W.; Brodkorb, A. A standardised static in vitro digestion method suitable for food-an international consensus Food Funct. 2014, 5 (6) 1113-1124 10.1039/C3FO60702J
47. Li, Y.; Hu, M.; McClements, D. J. Factors affecting lipase digestibility of emulsified lipids using an in vitro digestion model: proposal for a standardised pH-stat method Food Chem. 2011, 126 (2) 498-505 10.1016/j.foodchem.2010.11.027
48. Zou, L.; Zheng, B.; Zhang, R.; Zhang, Z.; Liu, W.; Liu, C.; Zhang, G.; Xiao, H.; McClements, D. J. Influence of Lipid Phase Composition of Excipient Emulsions on Curcumin Solubility, Stability, and Bioaccessibility Food Biophysics 2016, 11 (3) 213-225 10.1007/s11483-016-9432-9
49. Porter, C. J. H.; Wasan, K. M.; Constantinides, P. Lipid-based systems for the enhanced delivery of poorly water soluble drugs; Elsevier: 2008.
50. Salvia-Trujillo, L.; Qian, C.; Martín-Belloso, O.; McClements, D. J. Influence of particle size on lipid digestion and β-carotene bioaccessibility in emulsions and nanoemulsions Food Chem. 2013, 141 (2) 1472-1480 10.1016/j.foodchem.2013.03.050
51. Fussell, R. J.; Hetmanski, M. T.; Macarthur, R.; Findlay, D.; Smith, F.; Ambrus, á.; Brodesser, P. J. Measurement uncertainty associated with sample processing of oranges and tomatoes for pesticide residue analysis J. Agric. Food Chem. 2007, 55 (4) 1062-1070 10.1021/jf0623743
52. Rangel-Yagui, C. O.; Pessoa, A., Jr.; Tavares, L. C. Micellar solubilization of drugs J. Pharm. Pharm. Sci. 2005, 8 (2) 147-163