E piceid

Acetonitrile and methanol were purchased from Thermo Fisher Scientific (France). A Millipore Milli-Q system (Merck Millipore, Molsheim, France) provided ultrapure water. L-leucine, L-isoleucine, L-phenylalanine, L-tyrosine, L-tryptophan, L-proline, citric acid, E-resveratrol, E-piceatannol, catechin, epicatechin, coutaric acid, fertaric acid, E-piceid, kaempferol 3-O-glucoside, and kaempferol 3-O-glucuronide were obtained from Sigma-Aldrich (St. Louis, MO, USA). Caftaric acid was purchased from Carbosynth (Compton, Berkshire, UK). Rhamnetin, E-ε-viniferin, kaempferol 3-O-rutinoside, quercetin 3-O-glucoside, quercetin 3-O-glucuronide, myricetin 3-O-glucoside, procyanidin B1, procyanidin B2, procyanidin B3, procyanidin C1, and kaempferol 3-O-rutinoside were purchased from Extrasynthèse (Genay, France). Pallidol and E-δ-viniferin were graciously provided by Dr. Mary-Lorène Goddard (EA-3991, Université de Haute-Alsace, Colmar, France). E-miyabenol C was obtained from Ambinter (Paris, France).

Acetonitrile and ethanol were purchased from Thermo Fisher Scientific (Courtaboeuf, France). A Millipore Milli-Q system (Merck Millipore, Molsheim, Germany) provided ultrapure water. Gallic acid, caffeic acid, E-Resveratrol, E-piceatannol, catechin, epicatechin, gallocatechin, E-piceid, astilbin, quercetin-3-O-glucuronide, procyanidin B1 and procyanidin B2 were obtained from Sigma-Aldrich (St. Louis, MO, USA); E-ε-viniferin and quercetin-3-O-glucoside were purchased from Extrasynthèse (Genay, France) and E-miyabenol C from Ambinter (Paris, France). Pallidol and E-δ-viniferin were graciously provided by Mary-Lorène Goddard (EA-3991, Université de Haute-Alsace, Colmar, France). Z/E-vitisin B, ampelopsin A and hopeaphenol were purified from grape canes as previously described [37 (link)]. The 2,2′-Azo-bis-(2-amidinopropane) hydrochloride (ABAP), fluorescein, 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid (Trolox), 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulphonic acid (ABTS), potassium persulfate, 2,2-diphenyl-1-picrylhydrazyl (DPPH), 2,4,6-Tri(2-pyridyl)-s-triazine (TPTZ), Iron(III) chloride (FeCl₃), copper(II) chloride (CuCl₂), 2,9-Dimethyl-1,10-phenanthroline (neocuproine) and 3-(2-Pyridyl)-5,6-diphenyl-1,2,4-triazine-p,p′-disulfonic acid monosodium salt hydrate (ferrozine) were obtained from (Sigma-Aldrich, Saint-Quentin Fallavier, France).

Gallic acid (1), caffeic acid (2), E-resveratrol (3), E-piceatannol (4), catechin (5), epicatechin (6), gallocatechin (7), E-piceid (8), astilbin (10), quercetin-3-O-glucoside (16), and quercetin-3-O-glucuronide (23) were purchased from Sigma-Aldrich standards (St. Louis, MI, USA). Procyanidins B1 (24), B2 (25), and B3 (27) were purchased from Extrasynthèse (Genay, France). E-ε-viniferin (13), E-δ-viniferin (15), ampelopsin A (17), E-miyabenol C (32), hopeaphenol (36), isohopeaphenol (37), and Z/E-vitisin B (41) were obtained as previously described [2 (link)]. Acetonitrile, methanol, and formic acid were purchased from ThermoFisher Scientific (Courtaboeuf, France). Ultra-pure water was prepared with a Milli-Q water purification system (Merck Millipore, Molsheim, France).