Table 2

1H NMR chemical shifts2-a of glucuronides of (−)-epicatechin metabolites

(−)-Epicatechin-5-O-β-glucuronide3′-O-methyl-(−)-epicatechin-5-O-β-glucuronide
H-24.81 s4.81 s
H-34.07 m4.05 m
H-42.76 m2.74 m
H-66.14 d  (2.1)6.09 s
H-85.98 d  (2.1)5.95 s
H-2′6.96 d  (1.1)7.04 d  (1.8)
H-5′6.74 d  (9.6)6.84 d  (8.3)
H-6′6.72 dd  (1.1, 9.6)6.73 dd  (1.8, 8.3)
H-1"4.91 d  (7.6)4.82 d  (6.8)
H-2"3.31 dd  (7.6, 8.9)—2-b
H-3"3.36 dd  (8.9, 9.0)—2-b
H-4"3.45 dd  (9.0, 9.6)3.37 dd  (9.5, 8.1)
H-5"3.88 d  (9.6)3.76 d  (8.1)
OCH3 3.75 s

  • ↵2-a Chemical shifts are expressed in ppm down field from the signal of TMS in dimethyl sulfoxide-d6. Coupling constants in Hz are in parentheses.

  • ↵2-b —, Obscured by overlapping with H2O.