Table 1

1H NMR chemical shifts1-a of (−)-epicatechin metabolites

(−)-Epicatechin3′-O-methyl-(−)-epicatechin4′-O-methyl-(−)-epicatechin
H-24.86 s4.93 s4.92 s
H-34.20 m4.23 m4.23 m
H-4α2.73 dd  (4.1, 17.1)2.78 dd  (2.9, 16.5)2.75 dd  (3.2, 16.6)
H-4β2.85 dd  (4.0, 17.1)2.87 dd  (4.6, 16.5)2.88 dd  (4.6, 16.6)
H-66.02 d  (2.3)6.03 d  (2.4)6.03 d  (2.4)
H-85.92 d  (2.3)5.93 d  (2.4)5.93 d  (2.4)
H-2′7.04 d  (1.8)7.19 d  (1.9)7.07 d  (1.8)
H-5′6.79 d  (8.3)6.81 d  (7.9)6.91 d  (8.4)
H-6′6.83 dd  (1.8, 8.3)6.97 dd  (1.9, 7.9)6.95 dd  (1.9, 8.4)
OCH3 3.84 s3.84 s
  • 1-a Chemical shifts are expressed in ppm down field from the signal for TMS in acetone-d6, and coupling constants in Hz are in parentheses.