Mitigation of isoquercitrin on β-lactoglobulin glycation: Insight into the mechanisms by mass spectrometry and interaction analysis

Roldan, 2015, Advanced glycation end products, physico-chemical and sensory characteristics of cooked lamb loins affected by cooking method and addition of flavour precursors, Food Chem., 168, 487, 10.1016/j.foodchem.2014.07.100

Cécile, 2016, Mitigation strategies of acrylamide, furans, heterocyclic amines and browning during the Maillard reaction in foods, Food Res. Int., 90, 154, 10.1016/j.foodres.2016.10.037

Huang, 2012, Characteristics and antioxidant activities of ovalbumin glycated with different saccharides under heat moisture treatment, Food Res. Int., 48, 866, 10.1016/j.foodres.2012.06.036

Liu, 2017, Comparative studies on physicochemical properties of bovine serum albumin-glucose and galactose conjugates formed by glycation combined with ultrasonic pretreatment, Int. J. Food Eng., 13, 10.1515/ijfe-2017-0160

Tolgahan Kocadag˘lı, 2016, Multiresponse kinetic modelling of Maillard reaction and caramelisation in a heated glucose/wheat flour system, Food Chem., 211, 892, 10.1016/j.foodchem.2016.05.150

Poulsen, 2013, Advanced glycation endproducts in food and their effects on health, Food Chem. Toxicol., 60, 10, 10.1016/j.fct.2013.06.052

Salahuddin, 2014, The role of advanced glycation end products in various types of neurodegenerative disease: a therapeutic approach, Cell. Mol. Biol. Lett., 19, 407, 10.2478/s11658-014-0205-5

Yeh, 2017, Polyphenols with antiglycation activity and mechanisms of action: a review of recent findings, J. Food Drug Anal., 25, 84, 10.1016/j.jfda.2016.10.017

Li, 2018, Novel flavoalkaloids from white tea with inhibitory activity against formation of advanced glycation end products, J. Agri. Food Chem., 66, 4621, 10.1021/acs.jafc.8b00650

Yoshika Ishioka, 2015, Antiglycation effect of various vegetables: inhibition of advanced glycation end product formation in glucose and human serum albumin reaction system, Glyc. Stress Res., 2, 22

Sun, 2018, Screening and identification of inhibitors of advanced glycation endproduct formation from microalgal extracts, Food Funct., 9, 1683, 10.1039/C7FO01840A

Wu, 2005, Inhibitory effect of naturally occurring flavonoids on the formation of advanced glycation endproducts, J. Agric. Food Chem., 53, 3167, 10.1021/jf048550u

Bhattacherjee, 2015, Mechanism of antiglycating properties of syringic and chlorogenic acids in in vitro glycation system, Food Res. Int., 77, 540, 10.1016/j.foodres.2015.08.025

Ma, 2016, Glucitol-core containing gallotannins inhibit the formation of advanced glycation end-products mediated by their antioxidant potential, Food Funct., 7, 2213, 10.1039/C6FO00169F

Valentová, 2014, Isoquercitrin: pharmacology, toxicology, and metabolism, food, Chem. Toxicol, 68, 267, 10.1016/j.fct.2014.03.018

Wu, 2017, Apoptosis triggered by isoquercitrin in bladder cancer cells by activating the AMPK-activated protein kinase pathway, Food Funct., 8, 3707, 10.1039/C7FO00778G

Junior, 2011, Antihypertensive effects of isoquercitrin and extracts from Tropaeolum majus L.: evidence for the inhibition of angiotensin converting enzyme, J. Ethnopharmacol., 134, 363, 10.1016/j.jep.2010.12.026

Rogerio, 2007, Anti-inflammatory activity of quercetin and isoquercitrin in experimental murine allergic asthma, Inflamm. Res., 56, 402, 10.1007/s00011-007-7005-6

Huang, 2017, Hepatoprotective potential of isoquercitrin against type 2 diabetes-induced hepatic injury in rats, Oncotarget, 8, 101545, 10.18632/oncotarget.21074

Carmona, 2018, Several targets involved in Alzheimer's disease amyloidogenesis are affected by morin and isoquercitrin, Nutr. Neurosci., 1

Maux, 2014, Bovine β-lactoglobulin/fatty acid complexes: binding, structural, and biological properties, Dairy Sci. Technol, 94, 409, 10.1007/s13594-014-0160-y

Xie, 2017, Formation of complexes between tannic acid with bovine serum albumin, egg ovalbumin and bovine beta-lactoglobulin, Food Res. Int., 102, 195, 10.1016/j.foodres.2017.10.007

Cheng, 2018, Complexation of trans- and cis-resveratrol with bovine serum albumin, β-lactoglobulin or α-lactalbumin, Food Hydrocolloid., 81, 242, 10.1016/j.foodhyd.2018.02.037

Li, 2013, Binding of curcumin to β-lactoglobulin and its effect on antioxidant characteristics of curcumin, Food Chem., 141, 1504, 10.1016/j.foodchem.2013.02.099

Jia, 2017, Comparison of binding interaction between β-lactoglobulin and three common polyphenols using multi-spectroscopy and modeling methods, Food Chem., 228, 143, 10.1016/j.foodchem.2017.01.131

Li, 2018, Comparing the binding interaction between β-lactoglobulin and flavonoids with different structure by multi-spectroscopy analysis and molecular docking, Spectrochim. Acta A, 201, 197, 10.1016/j.saa.2018.05.011

Chen, 2016, Glycation of beta-lactoglobulin under dynamic high pressure microfluidization treatment: effects on IgE-binding capacity and conformation, Food Res. Int., 89, 882, 10.1016/j.foodres.2016.10.020

Zhang, 2018, Nelumbo nucifera leaf extracts inhibit the formation of advanced glycation end-products and mechanism revealed by nano LC-Orbitrap-MS/MS, J. Funct. Food., 42, 254, 10.1016/j.jff.2018.01.012

Liu, 2018, Influence of ultrasonication prior to glycation on the physicochemical properties of bovine serum albumin-galactose conjugates, Food Sci. Technol. Res., 24, 35, 10.3136/fstr.24.35

Varshney, 2011, Elimination of endogenous toxin, creatinine from blood plasma depends on albumin conformation: site specific uremic toxicity & impaired drug binding, PLoS One, 6, 10.1371/journal.pone.0017230

Liu, 2017, Improved antioxidant activity and glycation of α-lactalbumin after ultrasonic pretreatment revealed by high-resolution mass spectrometry, J. Agric. Food Chem., 65, 10317, 10.1021/acs.jafc.7b03920

Yang, 2017, Mechanism of reduction in IgG and IgE binding of β-lactoglobulin induced by ultrasound pretreatment combined with dry-state glycation: a study using conventional spectrometry and high-resolution mass spectrometry, J. Agric. Food Chem., 65, 8018, 10.1021/acs.jafc.7b02842

Dantas, 2017, Interactions of tetracyclines with ovalbumin, the main allergen protein from egg white: spectroscopic and electrophoretic studies, Int. J. Biol. Macromol., 102, 505, 10.1016/j.ijbiomac.2017.04.052

Hsia, 2016, Capsaicin, an active ingredient from chilli peppers, attenuates glycative stress and restores sRAGE levels in diabetic rats, J. Funct. Food., 21, 406, 10.1016/j.jff.2015.11.043

Kong, 2015, Glycation of β-lactoglobulin and antiglycation by genistein in different reactive carbonyl model systems, Food Chem., 183, 36, 10.1016/j.foodchem.2015.02.122

Elosta, 2017, Aged garlic has more potent antiglycation and antioxidant properties compared to fresh garlic extract in vitro, Sci. Rep., 7, 10.1038/srep39613

Abdullah, 2017, A spectroscopic and molecular docking approach on the binding of tinzaparin sodium with human serum albumin, J. Mol. Struct., 1127, 283, 10.1016/j.molstruc.2016.07.108

Dai, 2019, Protein–polyphenol interactions enhance the antioxidant capacity of phenolics: analysis of rice glutelin–procyanidin dimer interactions, Food Funct., 10, 765, 10.1039/C8FO02246A

Rabbani, 2019, Structure, enzymatic activities, glycation and therapeutic potential of human serum albumin: a natural cargo, Int. J. Biol. Macromol., 123, 979, 10.1016/j.ijbiomac.2018.11.053

Rabbani, 2017, Binding of erucic acid with human serum albumin using a spectroscopic and molecular docking study, Int. J. Biol. Macromol., 105, 1572, 10.1016/j.ijbiomac.2017.04.051

Rabbani, 2017, Biophysical study on the interaction between eperisone hydrochloride and human serum albumin using spectroscopic, calorimetric, and molecular docking analyses, Mol. Pharm., 14, 1656, 10.1021/acs.molpharmaceut.6b01124

He, 2016, Interactions of milk α- and β-casein with malvidin‑3‑O‑glucoside and their effects on the stability of grape skin anthocyanin extracts, Food Chem., 199, 314, 10.1016/j.foodchem.2015.12.035

Lu, 2009, Interaction of quercetin with ovalbumin: spectroscopic and molecular modeling studies, J. Lumin., 129, 1048, 10.1016/j.jlumin.2009.04.030

Mohammadi, 2015, Analysis of binding interaction of genistein and kaempferol with bovine α-lactalbumin, J. Funct. Food., 12, 458, 10.1016/j.jff.2014.12.012

Dan, 2019, Characteristic of interaction mechanism between β-lactoglobulin and nobiletin: a multi-spectroscopic, thermodynamics methods and docking study, Food Res. Int., 120, 255, 10.1016/j.foodres.2019.01.003

Oancea, 2017, A bottom-up approach for encapsulation of sour cherries anthocyanins by using β-lactoglobulin as matrices, J. Food Eng., 210, 83, 10.1016/j.jfoodeng.2017.04.033

Chen, 2017, The reduction in the IgE-binding ability of β-lactoglobulin by dynamic high-pressure microfluidization coupled with glycation treatment revealed by high-resolution mass spectrometry, J. Agric. Food Chem., 65, 6179, 10.1021/acs.jafc.7b00934

Tu, 2017, Identification of glycated sites in ovalbumin under freeze-drying processing by liquid chromatography high-resolution mass spectrometry, Food Chem., 226, 1, 10.1016/j.foodchem.2017.01.038

Liu, 2018, Investigation into allergenicity reduction and glycation sites of glycated β-lactoglobulin with ultrasound pretreatment by high-resolution mass spectrometry, Food Chem., 252, 99, 10.1016/j.foodchem.2018.01.086

Huang, 2013, Glycation promoted by dynamic high pressure microfluidisation pretreatment revealed by high resolution mass spectrometry, Food Chem., 141, 3250, 10.1016/j.foodchem.2013.05.159

Liao, 2018, The mechanism of decreased IgG/IgE-binding of ovalbumin by preheating treatment combined with glycation identified by liquid chromatography and high-resolution mass spectrometry, J. Agric. Food Chem., 66, 10693, 10.1021/acs.jafc.8b04165