. 2014 Dec 29;13(1):102–127. doi: 10.3390/md13010102

Table 1.

NMR data (500 MHz, 75% CH₃CN/D₂O, suppression of HDO and CH₃CN at δ_H 4.64 and 2.82 ppm, respectively) for fallahydroquinone (1) and sargahydroquinoic acid (2) obtained via stop-flow HPLC-NMR.

	Fallahydroquinone (1)				Sargahydroquinoic Acid (2)
Position	δ_C ^a, Type	δ_H (J in Hz)	gCOSY	gHMBCAD	δ_C ^a, Type	δ_H (J in Hz)	gCOSY	gHMBCAD	nOe
1	146.0, C				146.0, C
2	ND ^b				130.4, C
3	114.4, CH	7.22, d (3.0)			114.4, CH	7.23, d (3.0)	1’	1, 4, 5
4	ND ^b				150.6, C
5	115.6, CH	7.25, d (3.0)	7		115.6, CH	7.26, d (3.0)	7	1, 3
6	126.9, C				126.9, C
7	ND ^b	2.96, s	5	1, 5, 6	ND ^b	2.96, s		1, 5, 6
1′	29.3, CH₂	4.05, d (7.5)	2′, 18′	1, 3, 2′, 3′	29.3, CH₂	4.06, d (7.0)	3, 2′, 18′	1, 2, 3, 2′, 3′
2′	123.4, CH	6.10, t (7.5)	1′, 18′		123.4, CH	6.10, t (7.0)	1′, 18′	1′, 4′, 18′
3′	137.0, C				137.1, C
4′	40.2, CH₂	SS ^c			40.2, CH₂	2.91, m
5′	ND ^b	2.94, m			ND ^b	2.94, m	6′, 19′	3′, 4′, 6′, 7′
6′	125.4, CH	5.96, t (7.0)	5′, 19′		125.6, CH	5.97, t (7.0)	5′, 19′	8’, 19’
7′	135.6, C				135.4, C
8′	40.1, CH₂	SS ^c			39.6, CH₂	2.91, m	9′
9′	ND ^b	3.01, m	10′	10′, 11′	28.4, CH₂	3.30, dt (7.0, 7.5)	10′	7′, 8′, 10′, 11′
10′	130.7, CH	6.30, t (7.0)	9′		142.6, CH	6.69, t (7.5)	9′	8′, 12′, 20′	9′, 12′
11′	140.3, C				132.5, C
12′	75.7, CH	4.87, t (7.5)	13′	10′, 11′	35.3, CH₂	3.02, m		10′, 11′, 13′, 14′, 20′
13′	35.4, CH₂	3.06, dd (7.0,7.5)	12′, 14′, 16′, 17′	12′, 14′, 15′	28.3, CH₂	2.91, m	17′
14′	121.6, CH	5.90, dd (7.0)	13′		124.3, CH	5.91, t (7.0)	13′, 16′, 17′	16′
15′	134.1, C				133.1, C
16′	18.0, CH₃	2.41, s		14′, 15′, 17′	17.7, CH₃	2.39, s	14′	14′, 15′, 17′
17′	25.9, CH₃	2.49, s	13′	14′, 15′, 16′	25.7, CH₃	2.49, s	14′	14′, 15′, 16′
18′	16.2, CH₃	2.52, s	1′	2′, 3′, 4′	16.2, CH₃	2.53, s	1′, 2′	1′, 2′, 3′, 4′
19′	16.1, CH₃	2.41, s			15.9, CH₃	2.41, s	6′	6′, 7′, 8′
20a′	57.8, CH₂	4.95, d (12.5)		10′	170.9, C
20b′	57.8, CH₂	4.88, d (12.0)
1-OH		ND ^b				ND ^b
4-OH		ND ^b				ND ^b
12′-OH		ND ^b
20′-OH		ND ^b				ND ^b

^a Carbon NMR assignments made on the basis of gHSQCAD and gHMBCAD NMR experiments; ^b Signal not detected due to signal suppression; ^c Signal suppressed.