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. Author manuscript; available in PMC: 2013 Jul 18.
Published in final edited form as: J Nat Prod. 2009 Jan;72(1):92–98. doi: 10.1021/np800653z

Table 2.

1H and 13C NMR Data (J values in Hz, in parenthesis) for (3/3a) and (4/4a)

H/C Isoprosopilosine (3/3a) Isoprosopilosidine (4/4a)

δH δC δH δC
2, 2′ 3.12 dq 49.9 d 3.18 dq (6) 51.6 d
2.77 dq (6) 56.0 d 2.78 dq (6) 55.0 d
3, 3′ 3.62 m 69.1 d 3.78 ddd (5, 5, 5) 69.0 d
3.50 br. s 68.0 d 3.61 br.s 66.9 d
4, 4′ 1.63 m 27.0 t 1.72 m, 1.62 m 26.9 t
1.51 m, 1.86 m 32.5 t 1.93 m, 1.65 m 31.6 t
5, 5′ 1.43 m, 1.63 m 28.1 t 1.69 m 29.1 t
1.23 m 26.5 t 1.53 m 25.2 t
6, 6′ 2.84 m 50.4 d 2.84 m 48.4 d
2.58 m 57.4 d 2.58 m 56.5 d
7, 7′ 1.08 d (6) 16.0 q 1.14 d (7) 16.0 q
1.09 d (6) 18.8 q 1.14 d (7) 18.8 q
1″, 1‴ 1.72 m 37.3 t 1.72 m 37.3 t
1.32 m 28.4 t 1.32 m 28.4 t
2″, 2‴ 30.4, 30.2, 30.7, 29.9,
3″-8″ 30.0, 29.9, 29.6, 29.4,
3‴-8‴ 1.41–1.26 m* 29.9, 29.8, 1.48–1.25 m* 29.2, 26.4,
9″, 9‴ 29.6, 26.2 (8 × t) 25.9 (7 × t)
10″ 2.00 t (7.5) 35.4 t 2.83 m* 32.1 t
10‴ 1.41–1.26 m* 29.8* 2.83 m* 31.7 t
1″″ 1.45 m 33.4 t 2.83 m* 30.7 t
2″″ 1.81 m 21.8 t 2.54 m 21.1 t
3″″ 3.11 dd (18, 7.8) 54.7 t 4.87 m 59.4 t
2.09 dd (18, 9.5)
5″″ 3.29 d (15.5) 55.5 t 8.64 s 137.3 d
2.61 d (15.5)
6″″ - 136.2 s - 141.3 s
7″″ 5.36 s 123.8 d 8.17 s 144.3 d
8″″ 2.00 m 42.9 d - 139.2 s
8a″″ 1.72–1.81 m 65.7 d - 155.0 s

All spectra recorded in CD3OD at 500 MHz (1H) and 125 MHz (13C).

*

Overlapped signals.