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. 2014 Aug 26;9(8):e105725. doi: 10.1371/journal.pone.0105725

Table 3. 1H, 13C, HMBC and COSY NMR spectroscopic data (500 MHz, DMSO-d6) of compounds 2, 4, 6 and 8.

Position Compound 2 Compound 4 Compound 6 Compound 8
δ1H δ13C HMBC COSY δ1H δ13C δ1H δ13C COSY δ1H δ13C COSY
2 156.97 156.83 156.90 164.41
3 134.70 133.71 134.67 6.78 s 102.94
4 178.20 178.01 178.21 182.54
5 12.63 s 161.77 C5, C6, C10 12.62 s 161.69 12.66 s 161.76 13.17 s 156.48
6 6.21 d (1.6) 99.19 C8, C10, C5,C7 H8 6.21 d (1.9) 99.17 6.21 br s 99.14 H8 6.27 s 98.67
7 10.86 s 164.68 164.63 164.66 10.83 s 162.91
8 6.42 d (1.6) 94.21 C6, C10, C9,C7 H6 6.44 d (1.9) 94.14 6.40 br s 94.08 H6 6.78 s 105.26
9 157.70 156.85 157.76 160.89
10 104.62 104.43 104.54 104.55
1′ 121.00 121.34 121.18 122.11
2′ 7.77 dd (8.58) 131.06 C6′, C2, C4′ H3′ 8.07 d (8.8) 131.45 7.30 d (1.5) 115.91 8.02 d (8.7) 129.39 H3′
3′ 6.93 dd (8.58) 115.87 C5′, C1′, C4′ H2′ 6.87 d (8.8) 115.53 148.90 6.91 d (8.7) 116.32 H2′
4′ 10.2 s 160.46 160.43 145.67 10.35 s 161.61
5′ 6.93 dd (5.58) 115.87 C3′, C1′, C4′ H6′ 6.87 d (8.8) 115.53 6.88 d (8.4) 116.10 H6′ 6.91 d (8.7) 116.32 H6′
6′ 7.77 dd (8.58) 131.06 C2′, C2, C4′ H5′ 8.07 d (8.8) 131.45 7.25 d (8.4) 121.57 H5′ 8.02 d (8.7) 129.39 H5′
3′- OCH3 3.19 s 49.06
1″ 5.31 d (1.8) 102.27 C3, C2″ H2″ 5.40 d (7.5) 102.14 5.26 s 102.29 H2″ 4.70 d (9.8) 73.88 H2″
2″ 3.99 dd (3.6, 1.5) 70.55 H1″, H3″ 71.68 3.98 dd 70.51 H1″, H3″ 3.85 dd 71.39
3″ 3.48 dd 71.08 H2″, H4″ 73.57 3.50 dd 71.05 H2″, H4″ 3.29 dd 79.18
4″ 3.15 dd 71.61 H3″ 68.35 3.17 dd 71.63 H3″ 3.52 dd 71.09
5″ 3.17 dd 70.83 H6″ 76.25 3.23 dd 70.80 H6″ 3.26 dd 82.29
6″ 0.81 d (6.09) 17.93 H5″ 60.67 0.82 d (6.0) 17.96 H5″ 3.76 dd 61.82

Assignments were done by 1D (1H, 13C, DEPT) and 2D (COSY, HSQC, HMBC) NMR experiments.