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7 protocols using isorhamnetin 3 glucoside

1

Antioxidant Characterization of Brazilian Wine

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Wine alcohol 65% v/v was obtained from winery Ouro Verde-Miolo Wine Group (Casa Nova, BA, Brazil). Folin-Ciocalteu reagent, ethanol, potassium persulfate, phosphoric acid, and potassium phosphate monobasic were purchased from Merck (Darmstadt, Germany). Trolox (6-hydroxy-2,5,7,8-tetramethylchromate-2-carboxylic acid) and the 2,2-diphenyl-1-picrylhydrazyl (DPPH) radicals and 2,2-azino-bis (3-ethylbenzthiazoline-6 sulfonic acid) (ABTS) were supplied by Sigma-Aldrich (St. Louis, MO, USA). Methanol was from J.T. Baker (Phillipsburg, NJ, USA). Ultrapure water was obtained with a Marte Científica purification system (São Paulo, SP, Brazil). External standards of gallic acid, syringic acid, benzoic acid, p-coumaric acid, o-coumaric acid, cinnamic acid, procyanidin B1, catechin, procyanidin B2, and caffeic acid came from Sigma-Aldrich (St. Louis, MO, USA). Epigallocatechin gallate, epicatechin, epicatechin gallate, procyanidin A2, quercetin 3-glucoside, rutin, kaempferol 3-glucoside, myricetin, and isorhamnetin 3-glucoside, quercetin-3-O-glucopyranoside came from Extrasynthese (Genay, France). The trans-Resveratrol was obtained from Cayman Chemical Company (Michigan, EUA, Ann Arbor, MI, USA).
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2

Enzymatic Digestion Protocol for Phytochemical Analysis

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Intestinal Acetone powder from a rat source of α-glucosidase (EC 3.2.1.20), α-amylase from porcine pancreas type VI-B (EC 3.2.1.1), pancreatin from porcine pancreas, pepsin from the gastric mucosa of pigs, bile from bovine and ovine, TRIS-HCl, acarbose, caffeic acid, chlorogenic acid, (+)-catechin, cinchonine, (+)-catechin, (−)-epicatechin, kaempferol 3-glucoside, naringin, sodium chloride, maltose, formic acid, methanol, and acetonitrile were obtained from Sigma Aldrich (Steinheim, Germany). Acetone, ethanol, ethyl acetate, hydrochloric acid, sodium hydroxide, sodium bicarbonate, iodine, potassium iodide, disodium phosphate, and monosodium phosphate were purchased from Chempur (Piekary Śląskie, Poland). Potato starch and calcium chloride were purchased from POCH (Gliwice, Poland) and glucose test from Biomaxima SA (Lublin, Poland). Quercetin 3-glucoside, quercetin 3-rutinoside, quercetin 3-rhamnoside, and isorhamnetin 3-glucoside were obtained from Extrasynthese (Lyon, France). Procyanidin C1, procyanidin B1, procyanidin B2, neochlorogenic acid, cryptochlorogenic acid, and 3,5-dicaffeoylquinic acid were purchased from PhytoLab (Vestenbergsgreuth, Germany). Kaempferol was purchased from ICN Biomedicals (Costa Mesa, CA, USA). Ultrapurity water was prepared in the laboratory using a Simplicity Water Purification System (Millipore, Marlborough, MA, USA).
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3

Chromatographic Analysis of Polyphenols

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Acetonitrile, formic acid, and methanol (MeOH) were of HPLC-gradient grade and were purchased from Panreac (Barcelona, Spain). The water was treated in a Milli-Q system (Millipore, Milford, MA, USA). Catechin, epiCatechin, Catechin gallate, epiCatechin gallate, procyanidins B1 and B2, myricetin-3-glucoside, myricetin-3-galactoside, querce-tin-3-glucoside, quercetin-3-glucuronide, kaempherol-3-glucoside, kaempherol-3-rutinoside, isorhamnetin-3-glucoside, and isorhamnetin-3-rutinoside were purchased by Extrasynthese (Lyon, France) and gallic, caffeic, ferulic, and coutaric acids were purchased from Aldrich (Munich, Germany).
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4

Quantification of Polyphenolic Compounds

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Folin–Ciocalteau reagent, gallic acid, quercetin, methanol, trifluoroacetic acid (TFA), Na2CO3, and acetonitrile (HPLC grade) were purchased from Sigma-Aldrich Chemie GmbH (Schnelldorf, Germany). Isorhamnetin, myricetin, and epicatechin were from TCI Europe N.V. (Zwijndrecht, Belgium). Isorhamnetin-3-glucoside, rutin, and gallocatechin were from Extrasynthese (Lyon, France). Epigallocatechin and kaempferol were from Alfa Aesar Thermo Fisher Scientific, (Haverhill, MA, USA). Polyvinylpolypyrrolidone (PVPP) and thiabendazole (2-(4-Thiazoly) benzimidazole) were purchased from Sigma-Aldrich S.r.l. (Milan, Italy).
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5

Phenolic Compound Extraction and Quantification

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HPLC-grade methanol and formic acid for the extraction of the phenolics were purchased from Sigma-Aldrich (Steinheim, Germany). For the mobile phases, we used HPLC–MS grade acetonitrile and formic acid from Fluka Chemie (Buch, Switzerland). The following standards were used for the quantification of phenolic compounds: Fluka Chemie (Buch, Switzerland): quercetin-3-glucoside (≥90%), p-coumaric acid (≥98.0%), kaempferol-3-rutinoside (≥95.0%), and kaempferol-3-glucoside (≥90.0%), delphinidin-3-O-glucoside chloride (≥95.0%), peonidin chloride (≥97%), and pelargonidin chloride (≥97%); Sigma-Aldrich: quercetin-3-rutinoside (≥90.0%), ferulic acid (≥99.0%), luteolin 7-O-β-D-glucoside (≥98%), 3-caffeoylquinic acid (≥95%) and 5-caffeoylquinic acid (≥95.0%); Extrasynthese (Genay, France): isorhamnetin-3-glucoside (≥95.0%), cyanidin 3-O-galactoside chloride (≥97%) and petunidin chloride (≥95%). The water for phenolic compounds extraction and mobile phases was double distilled and purified with a Mili-Q Millipore system (Merck Millipore, Billerica, MA, USA).
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6

Phytochemical Standards for Antioxidant Analysis

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Protocatechuic acid, 4-hydroxybenzoic acid, 2,5-dihydroxybenzoic acid, chlorogenic acid, caffeic acid, p-coumaric acid, ferulic acid, apigenin, rutin, kaempferol-3-glucoside, isorhamnetin-3-glucoside, quercetin, luteolin and kaempferol, were purchased from Extrasynthese (Genay, France). Folin-Ciocalteu's reagent, potassium peroxodisulfate, sodium carbonate, hydrochloric acid, ethanol, methanol, acetic acid and acetonitrile were obtained from Merck (Darmstadt, Germany). 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid (Trolox), 2,2-azino-bis (3-ethylbenzothiazoline-6-sulfonic acid (ABTS) were from Sigma-Aldrich (Steinheim, Germany).
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7

Analytical Characterization of Bioactive Compounds

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Ethanol, sulfuric acid, potassium persulfate and Folin-Ciocalteu reagent were obtained from Merck (Darmstadt, Germany). Trolox (6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid), 2,2-diphenyl-1picrylhydrazyl (DPPH), 2,2-azino-bis(3-ethylbenzthiazoline-6-sulfonic acid) (ABTS), glucose and fructose were obtained from Sigma-Aldrich (St. Louis, MO, USA). MEthanol and acetonitrile were obtained from J.T. Backer (Mexico). Purified water was obtained from a Milli-Q® System (Millipore, Bedford, MA, USA). Malvidin 3,5-diglucoside, malvidin 3-glucoside, cyanidin 3,5-diglucoside, cyanidin 3-glucoside, peonidin 3-glucoside, delphinidin 3-glucoside, pelargonidin 3-glucoside, petunidin 3-glucoside, kaempferol 3-glucoside, myricetin, isorhamnetin 3-glucoside, quercetin (dihydrate), rutin, isoquercetin (quercetin-3-Oglucopyranoside), gallic acid, cinnamic acid, ρ-coumaric acid, chlorogenic acid, caffeic acid, trans-resveratrol, (-)-epicatechin gallate and (-)-epigallocatechin gallate were obtained from Extrasynthese (Genay, France). Malic, citric, lactic, acetic and tartaric acids were obtained from Vetec Chemistry Ltda (Rio de Janeiro, Brazil).
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