Hydrogen Peroxide → 3,4,6-Trihydroxy-8-((2R,3R)-3,5,7-trihydroxychroman-2-yl)-1-((2R,3S)-3,5,7-trihydroxychroman-2-yl)-5H-benzo[7]annulen-5-one

HRID 1182428

Reaktionsgleichung

Reaktionsgleichung von HRID 1182428
[CH:1]1[C:6]([CH:7]2[O:16][C:15]3[CH:14]=[C:13]([OH:17])[CH:12]=[C:11]([OH:18])[C:10]=3[CH2:9][CH:8]2[OH:19])=[CH:5][C:4]([OH:20])=[C:3]([OH:21])[CH:2]=1.OO>CC(C)=O>[CH2:9]1[C:10]2[C:15](=[CH:14][C:13]([OH:17])=[CH:12][C:11]=2[OH:18])[O:16][C@H:7]([C:6]2[CH:1]=[C:1]3[C:6]([C@H:7]4[O:16][C:15]5[C:10](=[C:11]([OH:18])[CH:12]=[C:13]([OH:17])[CH:14]=5)[CH2:9][C@@H:8]4[OH:19])=[CH:5][C:4]([OH:20])=[C:3]([OH:21])[C:2]3=[C:3]([OH:21])[C:4](=[O:20])[CH:5]=2)[C@@H:8]1[OH:19]

Komponenten

4

Edukt 2

HCID 784Hydrogen PeroxideHCID 12032-(3,4-dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

Produkt 1

HCID 446104263,4,6-Trihydroxy-8-((2R,3R)-3,5,7-trihydroxychroman-2-yl)-1-((2R,3S)-3,5,7-trihydroxychroman-2-yl)-5H-benzo[7]annulen-5-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

C (catechin) (0.8 g) and EGC (0.8 g) were dissolved in a mixture of acetone-pH 5.0 phosphate citrate buffer (1:10, v/v, 50 mL), which contained 4 mg horseradish peroxidase. While being stirred, 2.0 mL of 3.13% H2O2 was added four times during 45 minutes. The reaction mixture was extracted by ethyl acetate (50 mL×3). After concentration, the residue was subjected to Sephadex LH 20 column eluted with acetone-water solvent system (45%). 120 mg neotheaflavin was obtained.

Aufarbeitung

  1. extractionThe reaction mixture was extracted by ethyl acetate (50 mL×3)
  2. concentrationAfter concentration
  3. washeluted with acetone-water solvent system (45%)

Quellen und Nachweise

ORD-Eintrag
ord-84eb41263ae14b84ab4221d7a1a26762
Quelldatensatz
uspto-grants-2007_10
Patentnummer
US07288680B2

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