Skip to main content
. 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 5.

NMR Data for Veraguamide G (7) and Tetrahydroveraguamide A (8) in CDCl3

7 8

unit C/H no. δ Ca δH (J in Hz)b δCb,c δH (J in Hz)b
Hmoead/Hmoaae 1 170.9, C 170.7, C
2 42.4, CH 3.10, br q (7.4) 42.1, CH 3.08, br q (7.4)
3 76.8, CH 4.85, dt (10.6, 2.4) 76.8, CH 4.86, dt (10.1, 2.1)
4a 27.9, CH2 1.98, m 31.0, CH2 1.21, m
4b 1.45, m 1.26, m
5a 25.5, CH2 1.48, m 28.2, CH2 1.39, m
5b 1.30, m
6a 33.2, CH2 2.05, m 25.8, CH2 1.39, m
6b 1.20, m
7 138.2, CH 5.74, m 22.2, CH2 1.26, m
8 114.9, CH2 4.97, m 13.6, CH3 0.85, t (6.9)
9 14.4, CH3 1.22, d (7.4) 14.0, CH3 1.23, d (7.4)
N-Me-Val-1 1 170.7, C 170.7, C
2 65.0, CH 3.93, d (9.8) 64.9, CH 3.93, d (10.7)
3 28.3, CH 2.28, m 28.3, CH 2.28, m
4 19.59, CH3 0.98, d (6.4) 19.2, CH3 0.98, d (6.5)
5 19.54, CH3 0.92, d (6.4) 19.3, CH3 0.91, d (6.5)
N-Me 28.6, CH3 3.01, s 28.4, CH3 3.00, s
Pro 1 172.2, C 172.0, C
2 57.3, CH 4.95, dd (8.7, 5.0) 57.1, CH 4.94, dd (9.0, 5.0)
3a 29.4, CH2 2.29, m 29.1, CH2 2.28, m
3b 1.79, m 1.79, m
4a 24.9, CH2 2.03, m 24.6, CH2 2.03, m
4b 1.98, m 1.99, m
5a 47.3, CH2 3.84, dt (−16.7, 7.1) 47.0, CH2 3.84, dd (−17.0, 7.3)
5b 3.61, dt (−16.7, 7.1) 3.60, dd (−17.0, 7.3)
Hmpa 1 165.9, C 165.7, C
2 76.0, CH 4.90, d (8.7) 76.6, CH 4.90, d (8.8)
3 35.7, CH 1.98, m 35.4, CH 1.98, m
4 24.8, CH2 1.54, m 24.5, CH2 1.54, m
1.13, m 1.13, m
5 10.5, CH3 0.86, t (7.3) 10.2, CH3 0.86, t (7.1)
6 13.8, CH3 1.00, d (6.0) 13.5, CH3 1.00, d (6.4)
N-Me-Val-2 1 169.6, C 169.5, C
2 66.0, CH 4.15, d (10.2) 65.8 CH 4.14, d (9.6)
3 28.6, CH 2.28, m 28.1, CH 2.28, m
4 20.4, CH3 1.00, d (6.1) 20.0, CH3 0.99, d (6.6)
5 20.2, CH3 1.10, d (6.1) 19.9, CH3 1.10, d (6.6)
N-Me 30.0, CH3 2.93, s 29.7, CH3 2.93, s
Val 1 173.4, C 173.3, C
2 52.7, CH 4.70, dd (8.6, 6.7) 52.5, CH 4.70, dd (8.6, 6.2)
3 32.1, CH 1.98, m 31.7, CH 1.96, m
4 20.3, CH3 0.93, d (6.8) 19.3, CH3 0.93, d (6.3)
5 17.6, CH3 0.86, d (6.8) 17.2, CH3 0.87, d (6.3)
NH 6.23, d (8.6) 6.26, d (8.6)
a

125 MHz

b

600 MHz

c

Based on HSQC and HMBC

d

Refers to Compound 7

e

Refers to Compound 8