Photooxidation stability of phytosterols with different relative spatial positions in different particles
Jingjian Liu, Dan Wang, Ping Shao, Simin Feng
Photooxidation stability of phytosterols with different relative spatial positions in different particles
The aim of this study was to investigate the effects of relative spatial position of stigmasterol on its photooxidation stability in different particles. Phytosterol oxidation products (POPs) from phytosterol oxidation were successfully isolated and studied using solid phase extraction (SPE) technology in conjunction with GC-MS. The photooxidation stability of stigmasterol in four particles was as follows: zein stabilized particles (ZPs) ≈ zein-pectin stabilized particles (ZPPs) > soy protein isolate (SPI)-pectin stabilized particles (SPPs) > SPI stabilized particles (SPs). 7β-Hydroxy and 5β, 6β-epoxy was the main POPs in the first and second oxidation stages, respectively, which reached 8,945 ± 43 μg/g and 6,010 ± 289 μg/g after 240 min UV light exposure treatment in SPs. When stigmasterol was hydrophobically adsorbed on the surface of SPs, the network gel generated by pectin outside SPPs prevented photooxidation of stigmasterol. When stigmasterol was encapsulated in the interior of ZPs, the blocking effect of pectin in ZPPs became insignificant. The study provided a feasible development direction for the storage and quality control of phytosterols as dietary supplements.
Phytosterols / Phytosterol oxidation products / Particles / Spatial position / Photooxidation stability
[1] |
Feng S, Dai Z, Liu A, Wang H, Chen J, et al. β-Sitosterol and stigmasterol ameliorate dextran sulfate sodium-induced colitis in mice fed a high fat Western-style diet Food & Function. 2017, 8, 4179-86
CrossRef
Google scholar
|
[2] |
Bai G, Ma C, Chen X. Phytosterols in edible oil: Distribution, analysis and variation during processing Grain & Oil Science and Technology. 2021, 4, 33-44
CrossRef
Google scholar
|
[3] |
García-Llatas G, Rodríguez-Estrada MT. Current and new insights on phytosterol oxides in plant sterol-enriched food Chemistry and Physics of Lipids. 2011, 164, 607-24
CrossRef
Google scholar
|
[4] |
Amir Shaghaghi M, Abumweis SS, Jones PJH. Cholesterol-lowering efficacy of plant sterols/stanols provided in capsule and tablet formats: Results of a systematic review and meta-analysis Journal of the Academy of Nutrition and Dietetics. 2013, 113, 1494-503
CrossRef
Google scholar
|
[5] |
Feng S, Dai Z, Liu AB, Huang J, Narsipur N, et al. Intake of stigmasterol and β-sitosterol alters lipid metabolism and alleviates NAFLD in mice fed a high-fat western-style diet Biochimica et Biophysica Acta (BBA) - Molecular and Cell Biology of Lipids. 2018, 1863, 1274-84
CrossRef
Google scholar
|
[6] |
Hu Y, Ma C, Chen X, Bai G, Guo S. Hydrophilic phytosterol derivatives: A short review on structural modifications, cholesterol-lowering activity and safety Grain & Oil Science and Technology. 2022, 5, 146-55
CrossRef
Google scholar
|
[7] |
O'Callaghan Y, McCarthy FO, O'Brien NM. Recent advances in Phytosterol Oxidation Products Biochemical and Biophysical Research Communications. 2014, 446, 786-91
CrossRef
Google scholar
|
[8] |
Luister A, Schött HF, Husche C, Schäfers HJ, Böhm M, et al. Increased plant sterol deposition in vascular tissue characterizes patients with severe aortic stenosis and concomitant coronary artery disease Steroids. 2015, 99, 272-80
CrossRef
Google scholar
|
[9] |
Feng S, Belwal T, Li L, Limwachiranon J, Liu X, et al. Phytosterols and their derivatives: Potential health-promoting uses against lipid metabolism and associated diseases, mechanism, and safety issues Comprehensive Reviews in Food Science and Food Safety. 2020, 19, 1243-67
CrossRef
Google scholar
|
[10] |
Patel AR, Velikov KP. Zein as a source of functional colloidal nano- and microstructures Current Opinion in Colloid & Interface Science. 2014, 19, 450-58
CrossRef
Google scholar
|
[11] |
[12] |
Wang L, Mu RJ, Li Y, Lin L, Lin Z, et al. Characterization and antibacterial activity evaluation of curcumin loaded konjac glucomannan and zein nanofibril films LWT - Food Science and Technology. 2019, 113, 108293
CrossRef
Google scholar
|
[13] |
Zhang L, Liu Z, Wang X, Dong S, Sun Y, Zhao Z. The properties of chitosan/zein blend film and effect of film on quality of mushroom ( Agaricus bisporus) Postharvest Biology and Technology. 2019, 155, 47-56
CrossRef
Google scholar
|
[14] |
Chen S, Zhang N, Tang C. Influence of nanocomplexation with curcumin on emulsifying properties and emulsion oxidative stability of soy protein isolate at pH 3.0 and 7.0 Food Hydrocolloids. 2016, 61, 102-12
CrossRef
Google scholar
|
[15] |
Feng S, Wang Z, Zhao J, Luo Z, Shao P, et al. Fabrication and characterization of water-soluble phytosterol ester nanodispersion by emulsification-evaporation combined ultrasonic method Journal of Food Engineering. 2020, 276, 109895
CrossRef
Google scholar
|
[16] |
Feng S, Zheng X, Luan D, Shao P, Sun P. Preparation and characterization of zein-based phytosterol nanodispersions fabricated by ultrasonic assistant anti-solvent precipitation LWT. 2019, 107, 138-44
CrossRef
Google scholar
|
[17] |
Feng S, Wang D, Gan L, Shao P, Jiang L, Sun P. Preparation and characterization of zein/pectin-based phytosterol nanodispersions and kinetic study of phytosterol release during simulated digestion in vitro LWT - Food Science and Technology. 2020, 128, 109446
CrossRef
Google scholar
|
[18] |
Feng S, Yan J, Wang D, Jiang L, Sun P, et al. Preparation and characterization of soybean protein isolate/pectin-based phytosterol nanodispersions and their stability in simulated digestion Food Research International. 2021, 143, 110237
CrossRef
Google scholar
|
[19] |
Zhao Y, Yang B, Xu T, Wang M, Lu B. Photooxidation of phytosterols in oil matrix: Effects of the light, photosensitizers and unsaturation degree of the lipids Food Chemistry. 2019, 288, 162-69
CrossRef
Google scholar
|
[20] |
Zhou F, Huang X, Wu Z, Yin S, Zhu J, et al. Fabrication of zein/pectin hybrid particle-stabilized Pickering high internal phase emulsions with robust and ordered interface architecture Journal of Agricultural and Food Chemistry. 2018, 66, 11113-23
CrossRef
Google scholar
|
[21] |
Jiang Y, Zhang C, Yuan J, Wu Y, Li F, et al. Effects of pectin polydispersity on zein/pectin composite nanoparticles (ZAPs) as high internal-phase Pickering emulsion stabilizers Carbohydrate Polymers. 2019, 219, 77-86
CrossRef
Google scholar
|
[22] |
Dai L, Wei Y, Sun C, Mao L, McClements DJ, et al. Development of protein-polysaccharide-surfactant ternary complex particles as delivery vehicles for curcumin Food Hydrocolloids. 2018, 85, 75-85
CrossRef
Google scholar
|
[23] |
Liang H, Zhou B, He L, An Y, Lin L, et al. Fabrication of zein/quaternized chitosan nanoparticles for the encapsulation and protection of curcumin RSC Advances. 2015, 5, 13891-900
CrossRef
Google scholar
|
[24] |
Dutta PC, Appelqvist LÅ. Studies on phytosterol oxides. I: Effect of storage on the content in potato chips prepared in different vegetable oils Journal of the American Oil Chemists' Society. 1997, 74, 647-57
CrossRef
Google scholar
|
[25] |
Johannes C, Lorenz RL. Preparation and mass spectrometry of 14 pure and 18O 2-labeled oxidation products from the phytosterols β-sitosterol and stigmasterol Analytical Biochemistry. 2004, 325, 107-16
CrossRef
Google scholar
|
[26] |
Dutta PC. Studies on phytosterol oxides. II: Content in some vegetable oils and in French fries prepared in these oils Journal of the American Oil Chemists' Society. 1997, 74, 659-66
CrossRef
Google scholar
|
[27] |
Soupas L, Juntunen L, Säynäjoki S, Lampi AM, Piironen V. GC-MS method for characterization and quantification of sitostanol oxidation products Journal of the American Oil Chemists' Society. 2004, 81, 135-41
CrossRef
Google scholar
|
[28] |
Zou Y, Zhong J, Pan R, Wan Z, Guo J, et al. Zein/tannic acid complex nanoparticles-stabilised emulsion as a novel delivery system for controlled release of curcumin International Journal of Food Science and Technology. 2017, 52, 1221-28
CrossRef
Google scholar
|
[29] |
Chen N, Zhao M, Sun W, Ren J, Cui C. Effect of oxidation on the emulsifying properties of soy protein isolate Food Research International. 2013, 52, 26-32
CrossRef
Google scholar
|
[30] |
Li J, Wang B, Fan J, Zhong X, Huang G, et al. Foaming, emulsifying properties and surface hydrophobicity of soy proteins isolate as affected by peracetic acid oxidation International Journal of Food Properties. 2019, 22, 689-703
CrossRef
Google scholar
|
[31] |
Brzeska M, Szymczyk K, Szterk A. Current knowledge about oxysterols: A review Journal of Food Science. 2016, 81, R2299-R2308
CrossRef
Google scholar
|
[32] |
Bortolomeazzi R, De Zan M, Pizzale L, Conte LS. Mass spectrometry characterization of the 5α-, 7α-, and 7β-hydroxy derivatives of β-sitosterol, campesterol, stigmasterol, and brassicasterol Journal of Agricultural and Food Chemistry. 1999, 47, 3069-74
CrossRef
Google scholar
|
[33] |
Scholz B, Guth S, Engel KH, Steinberg P. Phytosterol oxidation products in enriched foods: Occurrence, exposure, and biological effects Molecular Nutrition & Food Research. 2015, 59, 1339-52
CrossRef
Google scholar
|
[34] |
Clariana M, García-Regueiro JA. Effect of high pressure processing on cholesterol oxidation products in vacuum packaged sliced dry-cured ham Food and Chemical Toxicology. 2011, 49, 1468-71
CrossRef
Google scholar
|
[35] |
Lampi AM, Juntunen L, Toivo J, Piironen V. Determination of thermo-oxidation products of plant sterols Journal of Chromatography B. 2002, 777, 83-92
CrossRef
Google scholar
|
[36] |
Derewiaka D, Molińska (née Sosińska) E. Cholesterol transformations during heat treatment Food Chemistry. 2015, 171, 233-40
CrossRef
Google scholar
|
[37] |
Menéndez-Carreño M, Ansorena D, Astiasarán I, Piironen V, Lampi AM. Determination of non-polar and mid-polar monomeric oxidation products of stigmasterol during thermo-oxidation Food Chemistry. 2010, 122, 277-84
CrossRef
Google scholar
|
/
〈 | 〉 |