Isorhamnetin 3 o rutinoside

Manufactured by Extrasynthese

Sourced in France

Isorhamnetin-3-O-rutinoside is a pure chemical compound available as a laboratory standard. It is a flavonoid glycoside found in various plants. This product is suitable for use as a reference standard in analytical research and testing.

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Lab products found in correlation

Quercetin 3 o glucoside, by Extrasynthese (7 mentions) Isorhamnetin 3 o glucoside, by Extrasynthese (6 mentions) Formic acid, by Merck Group (5 mentions) Acetonitrile, by Merck Group (5 mentions) 2 2 diphenyl 1 picrylhydrazyl (dpph), by Merck Group (4 mentions) Methanol, by Merck Group (4 mentions) Trolox, by Merck Group (3 mentions) Kaempferol 3 o rutinoside, by Extrasynthese (3 mentions) Quercetin 3 o rutinoside, by Extrasynthese (3 mentions) Epicatechin, by Extrasynthese (3 mentions) Fecl3, by Merck Group (3 mentions) Isoquercitrin, by Extrasynthese (2 mentions) Luteolin 7 o glucoside, by Extrasynthese (2 mentions) Apigenin 7 o glucoside, by Extrasynthese (2 mentions) Kaempferol 3 o glucoside, by Extrasynthese (2 mentions) Catechin, by Extrasynthese (2 mentions) Chlorogenic acid, by Extrasynthese (2 mentions) Quercetin 3 o galactoside, by Extrasynthese (2 mentions) Hydrochloric acid (hcl), by Merck Group (2 mentions) 2 2 azinobis 3 ethylbenzothiazoline 6 sulfonic acid (abts), by Merck Group (2 mentions)

Spelling variants of this product

Isorhamnetin (23 citations) Isorhamnetin-3-rutinoside (2 citations) Isorhamnetin 3-O-rutinoside (narcissin) (2 citations)

10 protocols using isorhamnetin 3 o rutinoside

Antioxidant Compound Sourcing and Characterization

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Caftaric acid, 2,2-azino-bis-3-ethylbenzthioazolin-6-sulfonic acid, Trolox, butylated hydroxytoluene, 2,2-diphenyl-1-picrylhydrazyl, fluorescein, 2,2′-azobis(2-amidinopropane)dihydrochloride (AAPH), disodium phosphate, and sodium chloride were purchased from Sigma-Aldrich (Saint-Quentin-Fallavier, France). Potassium chloride and potassium persulfate were purchased from VWR (Fontenay-sous-Bois, France), and potassium dihydrogen phosphate was purchased from Merck (Darmstadt, Germany). Isoquercitrin, rutin, luteolin-7-O-glucoside, isorhamnetin-3-O-rutinoside, and apigenin-7-O-glucoside were purchased from Extrasynthese (Genay, France).
Ultrapure water (18.2 MΩ‧cm) was used for extraction and chromatography and was prepared using a Millipore Synergy system (Molsheim, France). Hydrochloric acid, acetonitrile (ACN), ethyl acetate, and ethanol (EtOH) were purchased from Fisher Scientific (Illkirch-Graffenstaden, France). Methanol (MeOH) and chloroform were obtained from Carlo Erba (Val-de-Reuil, France). Formic acid was purchased from Sigma-Aldrich (Saint Quentin Fallavier, France).

Chamandy A., Zhao M., Rammal H, & Ennahar S. (2021). Hyphenated LC-ABTS·+ and LC-DAD-HRMS for simultaneous analysis and identification of antioxidant compounds in Astragalus emarginatus Labill. extracts. Journal of Pharmaceutical Analysis, 12(2), 253-262.

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Analytical Protocols for Phytochemicals

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Acetonitrile (hypergrade for LC-MS), formic acid (for LC-MS) and methanol (analytical grade) were purchased from Merck, Sofia, Bulgaria. The authentic standards used for compound identification were obtained from Extrasynthese (Genay, France) for protocatechuic, p-hydroxyphenylacetic, vanillic, gentisic, ferulic, p-coumaric, o-coumaric acid, rutin, hyperoside, luteolin 7-O-rutinoside, luteolin 7-O-glucoside, isoquercitrin, kaempferol 3-O-rutinoside, isorhamnetin 3-O-rutinoside, kaempferol 3-O-glucoside, isorhamnetin 3-O-glucoside, apigenin 7-O-glucoside, quercetin, apigenin, luteolin, chrysoeriolq eupatilin and genkwanin. Caffeic, 3,4-dicaffeoylquinic, 3,5-dicaffeoylquinic 1,5-dicaffeoylquinic, 4,5-dicaffeoylquinic and 3,4,5- tricaffeoylquinic acids were supplied by Phytolab (Vestenbergsgreuth, Germany). Chlorogenic acid and isorhamnetin were purchased from Sigma-Aldrich (St. Louis, MO, USA). Diclofenac, silymarin, collagenase, 1-chloro-2,4-dinitrobenzene, beta-nicotinamide adenine dinucleotide 2′-phosphate reduced tetrasodium salt (NADPH), ethylenediaminetetraacetic acid (EDTA), bovine serum albumin (fraction V) and 2,2′-dinitro-5,5′dithiodibenzoic acid (DTNB) were obtained from Merck (Darmstadt, Germany). Reduced glutathione (GSH), oxidized glutathione (GSSG), glutathionereductase (GR) and cumene hydroperoxide were purchased from Sigma Chemical Co. (Taufkirchen, Germany).

Zheleva-Dimitrova D., Simeonova R., Kondeva-Burdina M., Savov Y., Balabanova V., Zengin G., Petrova A, & Gevrenova R. (2023). Antioxidant and Hepatoprotective Potential of Echinops ritro L. Extracts on Induced Oxidative Stress In Vitro/In Vivo. International Journal of Molecular Sciences, 24(12), 9999.

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Quantification of Phenolic Compounds

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All solvents used (methanol, acetonitrile, acetic acid, water and ethyl acetate) were HPLC-grade and were purchased from Merck (Darmstadt, Germany). Protocatechuic acid, 4-hydroxybenzoic acid, vanillic acid, chlorogenic acid, trans-p-coumaric acid, eriodictyol-7-O-glucoside, eriodictyol, naringenin, naringenin-7-O-glucoside, kaempferol-3-O-rutinoside, kaempferol-3-O-glucoside, isorhamnetin-3-O-glucoside, quercetin, kaempferol, isorhamnetin, quercetin-3-O-rutinoside, quercetin-3-O-galactoside, quercetin-3-O-glucoside, isorhamnetin-3-O-rutinoside, catechin and epicatechin were purchased from Extrasynthese (Genay, France). Other chemicals were of analytical grade.

Bisignano C., Mandalari G., Smeriglio A., Trombetta D., Musarra Pizzo M., Pennisi R, & Sciortino M.T. (2017). Almond Skin Extracts Abrogate HSV-1 Replication by Blocking Virus Binding to the Cell. Viruses, 9(7), 178.

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Antioxidant Activity Assessment Protocol

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DPPH (2,2-diphenyl-1-picrylhydrazyl), formic acid, and pyrogallol were purchased from Sigma-Aldrich (St. Louis, MO, USA). Juglone (5-hydroxy-1,4-naphthoquinone) was from Alfa Aesar (Ward Hill, MA, USA), Folin–Ciocalteu reagent was purchased from Chem-lab (Zeldelgem, Belgium). Phenolic compounds (apigenin-7-O-glucoside, chlorogenic acid, p-coumaric acid, caffeic acid, isorhamnetin-3-O-rutinoside, isorhamnetin-3-O-glucoside, quercetin-3-O-glucoside, and rosmarinic acid) were from Extrasynthese (Genay, France). Water was treated in a Milli-Q water purification system (TGI Pure Water Systems, Greenville, SC, USA). Other solvents and reagents were acquired from common sources.

Moliner C., López V., Barros L., Dias M.I., Ferreira I.C., Langa E, & Gómez-Rincón C. (2020). Rosemary Flowers as Edible Plant Foods: Phenolic Composition and Antioxidant Properties in Caenorhabditis elegans. Antioxidants, 9(9), 811.

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Phenolic Compound Analysis Protocol

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Acetonitrile, formic acid (both MS grade), Folin–Ciocalteu reagent, sodium carbonate, and hydrochloric acid were purchased from Merck (Darmstadt, Germany) and methanol (HPLC grade) was purchased from Avantor (Gliwice, Poland). Quercetin-3-O-glucoside, quercetin-3-O-rhamnoside, isorhamnetin-3-O-glucoside, isorhamnetin-3-O-rutinoside, and kaempferol-7-O-glucoside were purchased from Extrasynthese (Genay, France). Trolox (6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid), 2,2-Diphenyl-1-picryl- hydrazyl (DPPH), and the rest of the phenolic compound standards listed in Table S1 were purchased from Sigma Aldrich (Steinheim, Germany). Ultra-pure water (Thermo Fisher TKA MicroPure water purification system, 0.055 mS/cm) was used to prepare the standard solutions and blanks. Syringe filters (13 mm, PTFE membrane 0.45 mm) were purchased from Supelco (Bellefonte, Pennsylvania).

Horvacki N., Andrić F., Gašić U., Đurović D., Tešić Ž., Fotirić Akšić M, & Milojković-Opsenica D. (2022). Phenolic Compounds as Phytochemical Tracers of Varietal Origin of Some Autochthonous Apple Cultivars Grown in Serbia. Molecules, 27(21), 7651.

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Antioxidant Capacity Evaluation Methods

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TPTZ (2,4,6-tris(2-pyridyl)-s-triazine), ABTS (2,2′azino-bis(3-ethylbenzothiazoline-6-sulphonic acid), potassium persulfate, DPPH (2,2-diphenyl-1-picrylhydrazyl), phosphate buffer solution at pH 7.4, FeCl_3, acetate buffer at pH 3.6, methanol, were supplied by Sigma-Aldrich (Merck, Darmstadt, Germany). HCl, ascorbic acid and chloroform were supplied by POCH (Avantor, Gliwice, Poland).
Formic acid, methanol, 1-caffeoylquinic, 3-caffeoylquinic and 5-caffeoylquinic acid were purchased from Sigma-Aldrich (Steinheim, Germany). Acetonitrile was purchased from Merck (Darmstadt, Germany). Isorhamnetin 3-O-rutinoside, isorhamnetin 3-O-galactoside, quercetin 3-O-galactoside, quercetin 3-O-glucoside, quercetin 3-O-rutinoside, (+)-catechin and procyanidin B2 were purchased from Extrasynthese (Lyon, France).

Piątczak E., Dybowska M., Płuciennik E., Kośla K., Kolniak-Ostek J, & Kalinowska-Lis U. (2020). Identification and Accumulation of Phenolic Compounds in the Leaves and Bark of Salix alba (L.) and Their Biological Potential. Biomolecules, 10(10), 1391.

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Phenolic Compound Standards Characterization

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HPLC-grade acetonitrile was obtained from Merck KgaA (Darmstadt, Germany). Formic and acetic acids were purchased from Fisher Scientific (Waltham, MA USA). The phenolic compound standards (myricetin-3-O-glucoside, quercetin-3-O-rutinoside, kaempferol-3-O-rutinoside, quercetin 3-O-glucoside, isorhamnetin-3-O-rutinoside and isorhamnetin-3-O-glucoside) were from Extrasynthese (Genay, France). The cell lines HeLa, HEPG2, NCI-H460 and MCF-7 were purchased from Deutshe Sammlung von Mikroorganismen and Zellkulturen Gmbit (DSMZ, Braunschweig, Germany). Dulbecco’s modified Eagle’s medium (DMEM), hank’s balanced salt solution (HBSS), fetal bovine serum (FBS), l-glutamine, trypsin-EDTA, penicillin/streptomycin solution (100 U/mL and 100 mg/mL, respectively) were purchased from Gibco Invitrogen Life Technologies (Carlsbad, CA, USA). Water was treated in a Milli-Q water purification system (TGI Pure Water Systems, Greenville, SC, USA).

Sobral F., Calhelha R.C., Barros L., Dueñas M., Tomás A., Santos-Buelga C., Vilas-Boas M, & Ferreira I.C. (2017). Flavonoid Composition and Antitumor Activity of Bee Bread Collected in Northeast Portugal. Molecules : A Journal of Synthetic Chemistry and Natural Product Chemistry, 22(2), 248.

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Comprehensive Chemical Profiling of Bioactive Compounds

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The following were used in the study: Folin-Ciocalteu’s phenol reagent (Panreac), sodium carbonate, sodium hydroxide, ammonium acetate (Carlo Erba), sodium nitrite 98%, iron (II) sulfate heptahydrate, iron (III) chloride hexahydrate and 2,4,6-tri-(2-pyridyl)-1,3,5-triazine (TPTZ) 98%, (Alpha Aesar), anhydrous aluminum chloride, hydrochloric acid, n-butanol (Merck), Trolox 97% (Acros Organics), gallic acid, (+)-catechin, daidzein (Sigma Aldrich), cyanidine chloride, (−)-epicatechin, kaempferol-3-rutinoside, isorhamnetin-3-O-rutinoside, isorhamnetin-3-O-glucoside (Extrasynthese). All materials used had a high purity, above 95%.

Moreno Gracia B., Laya Reig D., Rubio-Cabetas M.J, & Sanz García M.Á. (2021). Study of Phenolic Compounds and Antioxidant Capacity of Spanish Almonds. Foods, 10(10), 2334.

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Peach Fruit Bioactive Compounds

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The standards of flavan-3-ols ((−)-epicatechin and procyanidins A2 and B2) and flavonols (keampferol-7-O-neohesperiodoside, quercetin-3-O-glucoside, hesperidin-7-rutinoside, isorhamnetin-3-O-rutinoside, and luteolin-7-glucoside) used to identify bioactive compounds in peach fruits were purchased from Extrasynthese (Lyon Nord, France). Chlorogenic and neochlorogenic acids and tetraterpenoids (β-carotene, β-cryptoxanthin, and zeaxanthin) were provided by TRANS MIT GmbH (Giessen, Germany). All reagents for the determination of health-promoting properties by an in vitro assay (butyrylcholine chloride, dimethyl sulfoxide [DMSO], acetylthiocholine iodide, acetylcholinesterase, butyrylcholinesterase, α-amylase, α-glucosidase, p-nitrophenyl-α-d-glucopyranoside, starch, lipase, tacrine, acarbose, Trolox, ABTS, acetic acid, FeCl₃, phloroglucinol, ascorbic acid, and 2,4,6-ripyridyl-s-triazine [TPTZ]) were purchased from Sigma-Aldrich (Steinheim, Germany). All solvents for the LC/MS analysis (acetonitrile and methanol) were also purchased from Sigma-Aldrich.

Nowicka P., Wojdyło A., Tkacz K, & Turkiewicz I.P. (2023). Quantitative and qualitative determination of carotenoids and polyphenolics compounds in selected cultivars of Prunus persica L. and their ability to in vitro inhibit lipoxygenase, cholinoesterase, α-amylase, α-glucosidase and pancreatic lipase. Food Chemistry: X, 17, 100619.

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Evaluation of Bioactive Compounds

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All reagents to determine of pro-health properties by in vitro (acetylthiocholine iodide, acetylcholinesterase, butyrylcholinesterase, butyrylcholine chloride, DMSO, starch, α-amylase, α-glucosidase, p-nitrophenyl-α-dglucopyranoside, tacrine, acarbose) were purchased from Sigma-Aldrich (Steinheim, Germany). Quercetin-3-O-glucoside, keampferol-7-O-neohhesperiodise, hesperidin-7-rutinoside, luteolin-7-glucoside and isorhamnetin-3-O-rutinoside, (-)-epicatechin, procyanidins A2 and B2, β-carotene, β-cryptoxanthin, zeaxanthin, amygdalin and prunasin were purchased from extrasynthese (Lyon Nord, France). Chlorogenic, neochlorogenic acids were supplied by TRANS MIT GmbH (Giessen, Germany). Trolox (6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid), 2,2′-azinobis-(3-ethylbenzthiazoline-6-sulfonic acid) (ABTS), acetic acid, FeCl 3 , phloroglucinol, ascorbic acid, TPTZ (2,4,6-tripyridyl-1,3,5triazine), acetonitrile, and methanol were purchased from Sigma-Aldrich (Steinheim, Germany).

Nowicka P, & Wojdyło A. (2019). Content of bioactive compounds in the peach kernels and their antioxidant, anti-hyperglycemic, anti-aging properties. European food research and technology = Zeitschrift fur Lebensmittel-Untersuchung und -Forschung. A, 245(5).

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