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This phenomenon was termed “nanoleakage”, which can work as the pathway for the degradation of resin-dentin bonds over time. An incomplete infiltration leaves unprotected collagen and porosities in the hybrid layer. However, collagen fibrils that are exposed during the bonding procedure are not completely infiltrated by resin monomers. The bond strength of adhesion to dentin also relies mostly on the hybrid layer. The longevity of adhesive restorations depends on the stability of the so-called hybrid layer, which consists of resin penetrating into the collagenous network of the dentin. The flavonoid and CPIC combinations preserved dentin bond strength.ĭespite continuous advancements in dentin bonding systems, resin-dentin interfaces are still the most vulnerable part of adhesive restorations. The pretreatment of demineralized dentin with flavonoids and CPIC improved dentin bonding stability. The FTIR spectra revealed the formation of apatitic minerals in the demineralized dentin in the flavonoid and CPIC combination groups. After thermocycling, silver infiltration into the hybrid layer and interfacial gaps was more noticeable in the control group than in the other groups. CPIC, ICT + C, FIS + C, and SIB + C showed significantly higher µTBS than the control group after thermocycling. FIS and ICT + C showed significantly higher µTBS than the control group at 24 h. The microtensile bond strength (µTBS) and nanoleakage were evaluated at 24 h and after 10,000 thermocycles. Dentin specimens pretreated with the experimental solutions were assayed using Fourier transform infrared (FTIR) spectroscopy. A group without any experimental solution served as a control. The experimental solutions were applied to demineralized dentin prior to the application of a universal adhesive. Seven experimental solutions were synthesized using icaritin (ICT), fisetin (FIS), silibinin (SIB), CPIC, and combinations of one of three flavonoids and CPIC (ICT + C, FIS + C, SIB + C). The purpose of this study was to evaluate the effects of flavonoids and calcium phosphate ion clusters (CPIC) on dentin bonding stability.