Distinct effects of polyphenols and solvents on dentin collagen crosslinking interactions and biostability

Bertassoni, 2012, The dentin organic matrix—limitations of restorative dentistry hidden on the nanometer scale, Acta Biomater, 8, 2419, 10.1016/j.actbio.2012.02.022 Breschi, 2018, Dentin bonding systems: from dentin collagen structure to bond preservation and clinical applications, Dent Mater, 34, 78, 10.1016/j.dental.2017.11.005 Eltahlah, 2018, An update on the reasons for placement and replacement of direct restorations, J Dent, 72, 1, 10.1016/j.jdent.2018.03.001 Ástvaldsdóttir, 2015, Longevity of posterior resin composite restorations in adults – a systematic review, J Dent, 43, 934, 10.1016/j.jdent.2015.05.001 Knott, 1998, Collagen cross-links in mineralizing tissues: a review of their chemistry, function, and clinical relevance, Bone, 22, 181, 10.1016/S8756-3282(97)00279-2 Bedran-Russo, 2014, Dentin biomodification: strategies, renewable resources and clinical applications, Dent Mater, 30, 62, 10.1016/j.dental.2013.10.012 Le Bourvellec, 2012, Interactions between polyphenols and macromolecules: quantification methods and mechanisms, Crit Rev Food Sci Nutr, 52, 213, 10.1080/10408398.2010.499808 Liu, 2013, Proanthocyanidins rapidly stabilize the demineralized dentin layer, J Dent Res, 92, 746, 10.1177/0022034513492769 Vidal, 2014, Galloyl moieties enhance the dentin biomodification potential of plant-derived catechins, Acta Biomater, 10, 3288, 10.1016/j.actbio.2014.03.036 Wang, 2021, Cranberry juice extract rapidly protects demineralized dentin against digestion and inhibits its gelatinolytic activity, Materials, 14 Kaur, 2014, A critical appraisal of solubility enhancement techniques of polyphenols, J Pharm, 2014 Scalbert, 2000, Dietary intake and bioavailability of polyphenols, J Nutr, 130, 10.1093/jn/130.8.2073S Yi, 2019, Combination of baicalein and ethanol-wet-bonding improves dentin bonding durability, J Dent, 90, 10.1016/j.jdent.2019.103207 Zhang, 2020, New perspective to improve dentin-adhesive interface stability by using dimethyl sulfoxide wet-bonding and epigallocatechin-3-gallate, Dent Mater, 10.1016/j.dental.2020.08.009 Li, 2018, Effect of baicalein on matrix metalloproteinases and durability of resin-dentin bonding, Oper Dent, 43, 426, 10.2341/17-097-L Peng, 2020, Effects of resveratrol/ethanol pretreatment on dentin bonding durability, Mater Sci Eng C Mater Biol Appl, 114, 10.1016/j.msec.2020.111000 Yang, 2016, Effect of adjunctive application of epigallocatechin-3-gallate and ethanol-wet bonding on adhesive-dentin bonds, J Dent, 44, 44, 10.1016/j.jdent.2015.12.001 Hass, 2021, Methacrylate-functionalized proanthocyanidins as novel polymerizable collagen cross-linkers – part 1: efficacy in dentin collagen bio-stabilization and cross-linking, Dent Mater, 37, 1183, 10.1016/j.dental.2021.04.006 Mazzoni, 2012, MMP activity in the hybrid layer detected with in situ zymography, J Dent Res, 91, 467, 10.1177/0022034512439210 He, 2011, Modification of collagen with a natural cross-linker, procyanidin, Int J Biol Macromol, 48, 354, 10.1016/j.ijbiomac.2010.12.012 Liu, 2013, Enhancement in dentin collagen’s biological stability after proanthocyanidins treatment in clinically relevant time periods, Dent Mater, 29, 485, 10.1016/j.dental.2013.01.013 Miles, 2005, The increase in denaturation temperature following cross-linking of collagen is caused by dehydration of the fibres, J Mol Biol, 346, 551, 10.1016/j.jmb.2004.12.001 Wu, 2019, Mechanism and effects of polyphenol derivatives for modifying collagen, ACS Biomater Sci Eng, 5, 4272, 10.1021/acsbiomaterials.9b00593 Messent, 1998, Effects of collagenase-cleavage of type I collagen on alpha2beta1 integrin-mediated cell adhesion, J Cell Sci, 111, 1127, 10.1242/jcs.111.8.1127 Philominathan, 2012, Bacterial collagen-binding domain targets undertwisted regions of collagen, Protein Sci, 21, 1554, 10.1002/pro.2145 Baxter, 1997, Multiple interactions between polyphenols and a salivary proline-rich protein repeat result in complexation and precipitation, Biochemistry, 36, 5566, 10.1021/bi9700328 Vidal, 2014, Mimicking the hierarchical functions of dentin collagen cross-links with plant derived phenols and phenolic acids, Langmuir: ACS J Surf Colloids, 30, 14887, 10.1021/la5034383 Liu, 2015, Molecular weight and galloylation affect grape seed extract constituents’ ability to cross-link dentin collagen in clinically relevant time, Dent Mater, 31, 814, 10.1016/j.dental.2015.04.006 Burda, 2001, Antioxidant and antiradical activities of flavonoids, J Agric Food Chem, 49, 2774, 10.1021/jf001413m Latos-Brozio, 2019, Structure-activity relationships analysis of monomeric and polymeric polyphenols (quercetin, rutin and catechin) obtained by various polymerization methods, Chem Biodivers, 16 Shin, 2009, Morphological and chemical characterization of bonding hydrophobic adhesive to dentin using ethanol wet bonding technique, Dent Mater, 25, 1050, 10.1016/j.dental.2009.03.006 Nagpal, 2015, Effect of ethanol wet bonding technique on the durability of resin–dentin bond with contemporary adhesive systems, J Clin Pediatr Dent, 39, 133, 10.17796/jcpd.39.2.p14u4x3q14272452 Sadek, 2010, Ethanol wet-bonding challenges current anti-degradation strategy, J Dent Res, 89, 1499, 10.1177/0022034510385240 Stape, 2018, A novel dry-bonding approach to reduce collagen degradation and optimize resin–dentin interfaces, Sci Rep, 8, 16890, 10.1038/s41598-018-34726-8 Tjaderhane, 2013, The effect of dimethyl sulfoxide (DMSO) on dentin bonding and nanoleakage of etch-and-rinse adhesives, Dent Mater, 29, 1055, 10.1016/j.dental.2013.07.014 Zimmerley, 2009, Following dimethyl sulfoxide skin optical clearing dynamics with quantitative nonlinear multimodal microscopy, Appl Opt, 48, D79, 10.1364/AO.48.000D79 Mancera, 2004, The concentration effect on the ‘hydrophobic’ and ‘hydrophilic’ behaviour around DMSO in dilute aqueous DMSO solutions. A computer simulation study, J Mol Liquids, 110, 147, 10.1016/j.molliq.2003.09.010 Mehtälä, 2017, Effect of dimethyl sulfoxide on dentin collagen, Dent Mater, 33, 915, 10.1016/j.dental.2017.04.018 Li, 2020, The application of mussel-inspired molecule in dentin bonding, J Dent, 99, 10.1016/j.jdent.2020.103404 Hirshburg, 2010, Molecular basis for optical clearing of collagenous tissues, J Biomed Opt, 15, 10.1117/1.3484748 Maciel, 1996, The effects of acetone, ethanol, HEMA, and air on the stiffness of human decalcified dentin matrix, J Dent Res, 75, 1851, 10.1177/00220345960750110601 Gries, 1967, The effect of dimethyl sulfoxide on the components of connective tissue. (Clinical and experimental investigations), Ann N Y Acad Sci, 141, 630, 10.1111/j.1749-6632.1967.tb34932.x Information NCfB, 2021 Cadena, 2013, Nanoencapsulation of quercetin and resveratrol into elastic liposomes, Biochim Biophys Acta (BBA) Biomembr, 1828, 309, 10.1016/j.bbamem.2012.10.022