Myricetin

Phenolic standards: 2,5-DHBA, 3,4-DHBA, apigenin, caffeic acid, chrysin, kaempferol, luteolin, myricetin, naringenin, p-coumaric acid and quercetin were obtained from Cayman Chemical Company (Ann Arbor, MI, USA). Ethanol (LC-MS purity) was purchased from Sigma-Aldrich, Merck (St. Louis, MO, USA). Methanol (LC-MS purity) and acetonitrile (ACN; LC-MS purity) were purchased from VWR Chemicals BDH® (Radnor, PA, USA). The 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2,2'-azino-bis (3-ethylbenzothiazoline-6-sulfonic acid (ABTS)) were purchased from Alfa Aesar (Haverhill, MA, USA). The (±)-6-hydroxy-2,5,7,8-tetramethyl-chroman-2-carboxylic acid (Trolox) was purchased from Sigma-Aldrich, Merck. Aluminium chloride 6-hydrate was purchased from Gram-Mol (Zagreb, Croatia).
Milli-Q water was obtained using connected Ultrapure Water Systems (GenPure UV-TOC/UF xCAD plus) and Milli-Q water purification system (<0.055 μS/cm, Milli-Q Model Pacific TII 12; Thermo Fisher Scientific, Waltham, MA, USA).

2,2-Diphenyl-1-picrylhydrazyl (DPPH), Folin–Ciocalteu reagent, formic acid, and sorbitol were purchased from Sigma Aldrich (St. Louis, MO). Spherical silica particles (surface area: 270–300 m²/g, particle size: 75–200 μm, total pore volume: 0.7–0.9 cm³/g, as specified by the manufacturer) were also obtained from Sigma Aldrich (St. Louis, MO, USA). Sodium carbonate, sodium chloride, HPLC-grade acetonitrile and methanol, hydrochloric acid, sulfuric acid, sodium hydroxide, and hydrogen peroxide were purchased from Fischer Scientific Co. (Pittsburgh, PA, USA). Methoxy polyethylene glycol Silane-2000 and -5000 (mPEG–silane) were purchased from Laysan Bio (Arab, AL). Analytical reference materials were obtained as follows: Gallic acid, (+)-catechin, delphinidin chloride, p-coumaric acid, quercetin, and kaempferol were supplied from Millipore Sigma (St. Louis, MO, USA); procyanidin B2, isoquercetin, malvidin chloride, and myricetin were purchased from Cayman Chemical (Ann Arbor, MI, USA). Water was purified using a Barnstead E-Pure system (ThermoFisher Scientific, Waltham, MA, USA) with a resistivity of 18 MΩ-cm unless otherwise specified.

Fresh raspberries (R. idaeus, cv. Remontant, from Domeniul Cerbi, Marginea, Suceava, Romania) and multifloral honey (RomHoney Group, Iași, Romania) were used in this work. The raspberries were dried by lyophilization and were ground to a fine powder using an electrical grinder. The following chemicals were used: pharmaceutical ethanol 96% (Chimopar Srl, Bucharest, Romania), D(+)-Glucose anhydrous extra pure, D(−)-Fructose, extra pure, D(+) Saccharose, reagent grade (Scharlau, Barcelona, Spain) Trolox 97% (Acros Organics, Thermo Fisher Scientific, Pittburghs, PA, USA), Gallic acid, 2,2-Diphenyl-1-picrylhydrazyl (Sigma-Aldrich, Merck Group, Darmstad, Germany), 2,2′-Azino-bis (3-ethylbenzothiazo-line-6-sulfonic acid) diammonium salt, 98%, 2,4,6-tri (2-pyridyl-1,3,5-triazine) 98% (Alfa Aesar, Kandel, Germany), Folin Ciocalteu’s phenol reagent, Iron chloride (III) (Merck, Darmstadt, Germany), hydrochloric acid, acetic acid (Chimopar Srl, Bucharest, Romania), sodium acetate (Scharlau, Barcelona, Spain), HPLC standards: ferulic acid, p-coumaric acid, caffeic acid, quercetin dihydrate (Sigma-Aldrich, Merck Group, Darmstad, Germany), syringic acid, luteolin, (+)-rutin trihydrate, (Alfa Aesar, Haverhill, MA, USA), chlorogenic acid, myricetin (Cayman Chemical, Ann Arbor, MI, USA), apigenin, (−) epicatechin (Roth, Karlsruhe, Germany), and kaempferol (Cayman Chemical, Ann Arbor, MI, USA).