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. Author manuscript; available in PMC: 2012 May 27.
Published in final edited form as: J Nat Prod. 2011 Mar 29;74(5):917–927. doi: 10.1021/np200076t

Table 3.

NMR Data for Veraguamides D (4) and E (5) in CDCl3

4 5

unit C/H no. δ Ca δH (J in Hz)b δ a δ (J in Hz)b
Hmoya 1 170.8, C 170.71, C
2 42.4, CH 3.13, br q (7.2) 42.4, CH 3.08, br q (7.4)
3 76.4, CH 4.86, dt (10.8, 2.6) 76.5, CH 4.85, d (9.0)
4a 27.5, CH2 2.07, m 27.5, CH2 2.06, m
4b 1.63, m 1.62, m
5a 25.2, CH2 1.63, m 25.2, CH2 1.61, m
5b 1.47, m 1.43, m
6 17.5, CH2 2.18, m 18.0, CH2 2.18, m
7 83.6, C 83.6, C
8 68.8, CH 1.93, t (2.5) 68.8, CH 1.93, t (2.3)
9 14.4, CH3 1.24, d (7.2) 14.5, CH3 1.23, d (7.4)
N-Me-Ilec/N-Me-Vald 1 170.7, C 170.69, C
2 64.0, CH 4.01, d (10.6) 64.9, CH 3.93, d (10.0)
3 34.6, CH 2.02, m 28.3, CH 2.29, m
4 25.7, CH2 1.46, m 19.59, CH3 0.91, d (6.4)
5 11.4, CH3 0.93, t (6.5) 19.56, CH3 0.98, d (6.4)
6 15.8, CH3 0.94, d (6.8)
N-Me 28.7, CH3 2.99, s 28.6, CH3 3.00, s
Pro 1 172.7, C 172.2, C
2 57.2, CH 4.94 dd (8.9, 4.8) 57.3, CH 4.94 dd (9.0, 5.3)
3a 28.8, CH2 2.26, m 29.5, CH2 2.29, m
3b 1.78, m 1.78, m
4a 24.9, CH2 2.03, m 24.89, CH2 2.01, m
4b 1.97, m 1.99, m
5a 47.2, CH2 3.82, dt (−17.0, 7.3) 47.3, CH2 3.86, dt (−17.0, 7.0)
5b 3.60, dt (−17.0, 7.3) 3.60, dt (−17.0, 7.0)
Hmpa 1 165.9, C 166.0, C
2 76.0, CH 4.90, d (9.2) 76.1, CH 4.85, d (9.0)
3 35.7, CH 1.98, m 35.1, CH 1.98, m
4 24.8, CH2 1.53, m 24.86, CH2 1.54, m
1.12, m 1.13, m
5 10.5, CH3 0.86, t (7.6) 10.5, CH3 0.86, t (7.0)
6 13.9, CH3 0.99, d (6.9) 13.8, CH3 1.01, d (6.8)
N-Me-Valc/N-Me-Iled 1 169.6, C 169.7, C
2 66.0, CH 4.15, d (9.4) 65.2, CH 4.22, d (9.6)
3 28.4, CH 2.28, m 35.7, CH 1.98, m
4 20.3, CH3 1.10, d (6.8) 26.6, CH2 1.54, m
1.06, m
5 20.2, CH3 0.99, d (6.8) 11.7, CH3 0.96, t (7.2)
6 16.5, CH3 1.04, d (6.9)
N-Me 30.0, CH3 2.92, s 30.1, CH3 2.93, s
Valc/Iled 1 173.4, C 173.5, C
2 52.8, CH 4.70, dd (8.6, 6.6) 52.4, CH 4.70, dd (8.4, 6.7)
3 32.1, CH 1.98, m 38.6, CH 1.69, m
4 19.0, CH3 0.94, d (6.6) 23.9, CH2 1.47, m
5 17.6, CH3 0.87, d (6.6) 1.05, m
11.5, CH3 0.85, d (6.6)
6 16.3, CH3 0.91, d (6.6)
NH 6.24, d (8.6) 6.26, d (8.4)
a

125 MHz

b

600 MHz

c

Refers to Compound 4

d

Refers to Compound 5