Table 1

NMR data for 7-GSH-DHR, 7,9-diGSH-DHR, and clivoric acid

Position	7-GSH-DHR δ_H (D₂O)	7,9-DiGSH-DHR δ_H (D₂O)	GSH δ_H (D₂O)	DHR^1-150 δ_H(CDCl₃)	Clivoric Acid
Position	7-GSH-DHR δ_H (D₂O)	7,9-DiGSH-DHR δ_H (D₂O)	GSH δ_H (D₂O)	DHR^1-150 δ_H(CDCl₃)	Position	δ_H (D₂O)	δ_C (D₂O)^1-150
2	6.10 (1H, d)	6.09 (1H, d)		5.95 (1H, d)	1		177.26 (0)
3	6.55 (1H, d)	6.58 (1H, d)		6.47 (1H, d)	2		85.23 (0)
5	3.84 (1H, m), 3.94 (1H, m)	3.82 (1H, m), 3.92 (1H, m)		3.76 (1H, m)	3	2.80 (1H, m)	43.30 (1)
				3.95 (1H, m)
6	2.70 (0.5H, m), 2.82 (0.5H, m)^a	2.72 (0.5H, m),^a 2.82 (0.5H, m)^b		2.19 (1H, m)	4	5.63 (1H, d)	132.81 (1)
	2.90 (0.5H, dd), 3.00 (0.5H, dd)	2.92 (0.5H, m),^c 3.02 (0.5H, dd)		2.62 (1H, m)
7	4.33–4.46 (1H, m)^b	4.26 (0.5H, dd), 4.48 (0.5H, dd)		4.95 (1H, m)	5		140.05 (0)
9	4.33–4.46 (2H, m)^b	3.56–3.65 (2H, m)^d		4.29 (2H, m)	6	6.35 (1H, dd)	135.88 (1)
2′	2.35 (1H, m),^c 2.82 (1H, m)^a	2.35 (1H, m),^1-e 2.72 (1H, m)^a	2.94 (2H, t)		7	5.18 (1H, d)	116.55 (2)
		2.82 (1H, m),^b 2.92 (1H, m)^c				5.19 (1H, d)
3′	4.33–4.46 (1H, m)^b	4.31–4.36 (2H, m)	4.65 (1H, t)		8	1.56 (3H, s)	20.32 (3)
6′	2.35 (2H, m)^c	2.35 (4H, m)^1-e	2.55 (2H, t)		9	1.08 (3H, d)	15.44 (3)
7′	1.95 (2H, m)	2.00 (4H, m)	2.17 (2H, q)		10		175.42 (0)
8′	3.52 (1H, t)	3.56–3.65 (2H, m)^d	3.83 (1H, t)		11		174.35 (0)
12′	3.62 (2H, s)	3.56–3.65 (4H, m)^d	3.98 (2H, s)		12	2.10 (3H, s)	21.87 (3)