. Author manuscript; available in PMC: 2010 Sep 1.

Published in final edited form as: J Nat Prod. 2009 Sep;72(9):1705–1707. doi: 10.1021/np900293x

Table 1.

¹H and ¹³C NMR Data of Compounds 1 - 3^a,^b,^c

position	1		2		3
position	¹H	¹³C	¹H	¹³C	¹³C
1	1.05; 1.70	40.0	1.10; 1.65	39.9	39.1
2	1.77; 1.85	27.1	1.77; 1.85	27.0	26.6
3	3.24	92.3	3.21	92.3	89.6
4		40.4		40.4	39.6
5	0.80 br d (11.0)	56.6	0.79 br d (11.0)	56.9	55.7
6	1.45; 1.55	19.5	1.45; 1.55	19.3	18.9
7	1.75	37.2	1.75	33.9	36.7
8		42.3		40.8	41.5
9	1.62	48.4	1.62	47.7	47.2
10		37.9		37.7	37.0
11	1.95	24.8	1.95	24.7	24.0
12	5.47 br t (3.5)	127.0	5.39 br t (3.5)	125.3	125.5
13		143.6		142.9	143.7
14		48.1		41.0	48.5
15	3.80	68.5	1.65	34.9	73.1
16	3.84	74.5	3.99	69.7	67.5
17		48.5		49.0	47.8
18	2.63	41.6	2.85	42.3	40.9
19	1.20; 2.54	47.5	1.20; 2.65	47.9	46.9
20		36.8		37.1	36.4
21	5.94 d (10.2)	79.7	6.01 d (10.2)	81.9	78.7
22	5.61 d (10.2)	73.9	5.60 d (10.2)	73.7	73.3
23	1.09 s	28.2	1.07 s	28.3	28.1
24	0.87 s	16.9	0.87 s	16.8	16.9
25	0.99 s	16.2	0.98 s	16.3	15.8
26	1.02 s	17.9	0.94 s	17.3	17.6
27	1.42 s	21.0	1.47 s	27.8	21.2
28	3.00 d (9.6)	63.6	2.92 d (9.6)	64.4	63.1
29	0.89 s	29.6	0.90 s	29.8	29.5
30	1.06 s	20.2	1.11 s	20.2	20.2
21-angeloyl
1		169.4		171.34	167.6
2		129.3		61.2	128.7
3	6.06 qq (7,3, 1.4)	139.2	3.05 qq (5.5, 1.4)	61.1	138.4
4	1.91 dq (7.3, 1.4)	16.0	1.15 dq (5.5, 1.4)	13.9	16.0
5	1.84 q (1.4)	20.9	1.50 br s	19.8	21.0
22-angeloyl
1		169.2		169.1	168.2
2		129.3		128.9	129.1
3	6.06 qq (7,3, 1.4)	139.1	6.18 qq (7,3, 1.4)	141.4	136.6
4	1.91 dq (7.3, 1.4)	15.9	2.02 dq (7.3, 1.4)	16.2	15.7
5	1.82 q (1.4)	20.8	1.86 q (1.4)	21.0	20.6
3-β-glcA
1′	4.55 d (8.0)	105.5	4.48 d (8.0)	105.4	105.6
2′	3.78 dd (8.0, 8.2)	78.1	3.78 dd (8.0, 8.2)	78.1	79.1
3′	3.69 dd (8.2, 8.2)	86.1	3.69 dd (8.2, 8.2)	86.2	84.0
4′	3.58 dd (8.2, 8.2)	72.4	3.58 dd (8.2, 8.2)	72.4	71.1
5′	3.61 d (8.2)	76.8	3.61 d (8.2)	76.8	77.2
6′		172.0		172.0	172.0
2′-β-Glc
1″	4.72 d (7.7)	103.7	4.72 d (7.7)	103.7
2″	3.19 dd (7.7, 8.8)	76.0	3.19 dd (7.7, 8.8)	75.9
3″	3.36 dd (8.8, 8.8)	77.9	3.36 dd (8.8, 8.8)	77.8
4″	3.09 dd (8.8, 8.8)	72.0	3.09 dd (8.8, 8.8)	72.1
5″	3.29 m	77.9	3.29 m	77.8
6″	3.80 m	63.8	3.80 m	63.6
3′-α-Ara(f)
1‴	5.24 d (2.2)	110.7	5.27 br s	110.7
2‴	4.14 m	83.4	4.14 m	83.3
3‴	3.86 m	78.6	3.86 m	78.7
4‴	4.10 m	85.3	4.10 m	85.4
5‴	3.64 m, 3.76 m	62.8	3.64 m, 3.76 m	62.8

δ (ppm) 500 MHz for ¹H and 125 MHz for ¹³C; multiplicities; J values (Hz) in parentheses.

The signals of the sugar carbons were assigned by HSQC-TOCSY and ¹³C NMR.

In CD₃OD.