Table 1. 1H (600 MHz) and 13C (150 MHz) NMR spectroscopic data (in CD3OD) of compound 1.
Moiety | Position | 1 | |||
δ C | δ H(J in Hz) | HMBC (H to C) | COSY (H to H) | ||
Aglycone moiety | 1 | 137.3 | |||
2 | 111.6 | 6.97 s | 1, 4, 6, 7 | 6 | |
3 | 150.6 | ||||
4 | 147.1 | ||||
5 | 117.6 | 6.98 d (8.4) | 1, 3, 4 | 6 | |
6 | 119.2 | 6.46 dd (8.4, 1.8) | 2, 4, 7 | 2, 5 | |
7 | 87.0 | 4.70 d (5.4) | 1, 2, 6, 8, 9′ | 8 | |
8 | 55.4 | 3.01 m | 1, 8′ | 7, 9, 8′ | |
9 | 72.8 | 4.27 dd (9.0, 7.2) | 7, 8 | 8, 9 | |
3.83 m | 8, 7′ | 8, 9 | |||
3-OMe | 56.7 | 3.86 s | 3 | ||
1′ | 133.7 | ||||
2′ | 111.0 | 7.00 d (1.8) | 4′, 6′, 7′ | 6′ | |
3′ | 149.1 | ||||
4′ | 147.3 | ||||
5′ | 116.0 | 6.80 d (7.8) | 1′, 3′ | 6′ | |
6′ | 120.2 | 6.85 dd (7.8, 1.8) | 7, 2′, 4′, 7′ | 2′, 5′ | |
7′ | 87.6 | 4.69 d (5.4) | 1′, 2′, 6′ | 8′ | |
8′ | 55.3 | 3.11 m | 7, 8, 1′ | 8, 7′, 9′ | |
9′ | 72.5 | 4.15 dd (9.0, 6.6) | 7′ | 8′, 9′ | |
3.87 m | 7, 8′ | 8′, 9′ | |||
3′ -OMe | 56.4 | 3.90 s | 3′ | ||
Sugar moiety | 1″ | 102.4 | 4.88 d (7.2) | 4 | 2″ |
2″ | 74.8 | 3.54 m | 1″, 3″ | 1″, 3″ | |
3″ | 77.8 | 3.53 m | 2″, 4″ | 2″, 4″ | |
4″ | 72.2 | 3.43 t (8.4) | 3″, 5″ | 3″, 5″ | |
5″ | 75.6 | 3.79 m | 4″, 6″ | 4″, 6″ | |
6″ | 65.0 | 4.65 dd (11.7, 1.8) | 7″′ | 5″, 6″ | |
4.49 dd (11.7, 7.8) | 5″, 7″′ | 5″, 6″ | |||
Vanilloyl moiety | 1″′ | 122.5 | |||
2″′ | 113.8 | 7.56 d (1.8) | 1″′, 3″′, 4″′, 6″′, 7″′ | 6″′ | |
3″′ | 148.8 | ||||
4″′ | 153.1 | ||||
5″′ | 116.0 | 6.90 d (8.4) | 1″′, 3″′, 4″′ | 6″′ | |
6″′ | 125.3 | 7.61 dd (8.4,1.8) | 2″′, 4″′, 7″′ | 2″′, 5″′ | |
7″′ | 167.7 | ||||
3″′-OMe | 56.5 | 3.86 s | 3″′ |