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. Author manuscript; available in PMC: 2016 Aug 1.
Published in final edited form as: J Nat Prod. 2002 Dec;65(12):1782–1785. doi: 10.1021/np0202226

Table 1.

NMR Data of Araguspongines A (1) and K (3)a

position 1
3
δH (m, J Hz) δC, m δH (m, J Hz) δC, m HMBCc
2 3.44 (dd, 10.7, 10.7) 76.2, db 3.75 (dd, 10.7, 10.7) 77.2, d 10d
3 1.50 (m) 26.0, t 1.32 (m) 31.9, t 4
1.61 (m) 1.55 (m)
4 2.89 (m) 52.4, t 2.83 (br d, 9.6) 57.3, t 3, 6, 10
2.97 (br d, 8.5) 3.66 (ddd, 11.8, 11.8, 2.6)
6 2.22 (br d, 8.4) 44.3, t 3.40 (br dd, 13.4, 3.0) 68.3, t 10
2.91 (m) 3.51 (ddd, 13.4, 13.4, 4.3)
7 1.21 (m) 20.8, t 1.54 (m) 16.5, t
1.66 (m) 1.55 (m)
8 1.30 (m) 22.6, t 1.32 (m) 22.9, t 10
1.40 (m) 1.52 (m)
9 70.7, s 72.5, s 10, 11
10 3.93 (s) 91.5, d 4.24 (s) 98.4, d 6
11 1.50 (m) 38.5, t 1.57 (m) 39.7, t
1.54 (m) 1.58 (m)
12 1.21 (m) 29.4, t 1.28 (m) 29.5, t
1.51 (m) 1.58 (m)
13 1.25 (m) 32.2, t 1.52 (m) 31.6, t
1.42 (m) 1.72 (m)
14 1.20 (m) 25.3, t 1.30 (m) 25.6, t
1.52 (m) 1.50 (m)
15 1.30 (m) 24.8, t 1.30 (m) 25.1, t
1.60 (m) 1.52 (m)
16 1.48 (m) 35.5, t 1.32 (m) 35.0, t
1.57 (m) 1.57 (m)
2′ 3.23 (dd, 10.7, 10.7) 75.2, d 3.33 (dd, 10.7, 10.7) 75.4, d 3′, 4′, 10′
3′ 1.48 (m) 32.3, t 1.48 (m) 32.4, t
1.55 (m) 1.66 (m)
4′ 2.65 (br d, 10.5) 54.2, t 2.72 (ddd, 11.1, 11.1, 4.2) 54.4, t
2.85 (br d, 14.2) 2.92 (ddd, 11.1, 2.9, 2.0)
6′ 1.88 (ddd, 11.4, 11.4, 2.8) 54.0, t 1.96 (ddd, 11.7, 11.7, 2.8) 54.3, t 9′, 10′
2.07 (ddd, 11.4, 2.8, 2.8) 2.18 (ddd, 11.7, 2.9, 2.9)
7′ 1.49 (m) 24.7, t 1.58 (m) 24.8, t 9′
1.68 (m) 1.62 (m)
8′ 1.28 (m) 28.9, t 1.28 (m) 29.0, t 10′
1.52 (m) 1.78 (m)
9′ 1.54 (m) 40.3, d 1.63 (m) 40.5, d
10′ 3.09 (d, 8.6) 95.5, d 3.06 (d, 8.6) 95.6, d 4′
11′ 1.23 (m) 31.1, t 1.32 (m) 31.3, t
1.42 (m) 1.60 (m)
12′ 1.28 (m) 28.8, t 1.28 (m) 29.0, t
1.52 (m) 1.78 (m)
13′ 1.21 (m) 31.5, t 1.17 (m) 30.1, t
1.43 (m) 1.37 (m)
14′ 1.20 (m) 31.6, t 1.32 (m) 31.8, t
1.41 (m) 1.52 (m)
15′ 1.30 (m) 24.7, t 1.30 (m) 25.1, t
1.61 (m) 1.52 (m)
16′ 1.48 (m) 36.0, t 1.29 (m) 35.6, t
1.57 (m) 1.51 (m)
a

Spectra recorded in CDCl3.

b

13C multiplicities were determined by DEPT 135°.

c

Two-bond and three-bond correlations.

d

Proton number.