Table 1 1H (600 MHz) and 13C (151 MHz) data of ealapasamines A–C (1–3) in Methanol-d4 (J in Hz, δ in ppm).
Position | 1 | 2 | 3 | |||
---|---|---|---|---|---|---|
δ H (J in Hz) | δ C, type | δ H (J in Hz) | δ C, type | δ H (J in Hz) | δ C, type | |
1 | 4.65, q (6.6) | 52.0, CH | 4.78, q (6.8) | 49.4, CH | 4.65, q (6.6) | 52.1, CH |
3 | 3.28, m | 50.7, CH | 3.70, m | 45.1, CH | 3.25, m | 50.9, CH |
4 | 2.64, dd (17.8, 3.6) | 33.1, CHeq | 2.83, dd (18.1, 4.6) | 33.2, CHeq | 2.62, dd (17.2, 3.4) | 33.2, CHeq |
2.27, dd (17.4, 12.1) | 33.1, CHax | 2.15, dd (18.1, 11.2) | 33.2, CHax | 2.28, dd (17.8, 12.0) | 33.2, CHax | |
5 | 119.9, C | 120.0, C | 120.0, C | |||
6 | 157.1, C | 157.5, C | 157.2, C | |||
7 | 6.62, s | 99.3, CH | 6.59, s | 98.8, CH | 6.62, s | 99.5, CH |
8 | 158.5, C | 157.8, C | 158.6, C | |||
9 | 114.1, C | 114.2, C | 114.3, C | |||
10 | 135.3, C | 133.5, C | 135.5, C | |||
1′ | 6.80, d (1.2) | 119.1, CH | 6.70, br s | 119.1, CH | 6.80, s | 119.3, CH |
2′ | 137.6, C | 137.8, C | 137.4, C | |||
3′ | 6.87, d (1.2) | 108.0, CH | 6.86, br s | 108.2, CH | 6.87, d (1.3) | 108.2, CH |
4′ | 158.2, C | 158.0, C | 158.3, C | |||
5′ | 152.6, C | 154.8, C | 152.7, C | |||
6′ | 120.2, C | 120.5, C | 120.3, C | |||
7′ | 7.28, s | 134.7, CH | 7.30, s | 134.8, CH | 7.27, s | 134.9, CH |
8′ | 123.7, C | 123.8, C | 123.8, C | |||
9′ | 136.9, C | 136.7, C | 137.1, C | |||
10′ | 115.3, C | 115.4, C | 115.4, C | |||
Me-1 | 1.76, d (6.7) | 20.2, Me | 1.61, d (6.7) | 18.7, Me | 1.76, d (6.6) | 20.4, Me |
Me-3 | 1.24, d (6.5) | 18.7, Me | 1.23, d (6.5) | 19.4, Me | 1.24, d (6.5) | 18.8, Me |
Me-2′ | 2.36, s | 22.2, Me | 2.34, s | 22.3, Me | 2.36, s | 22.3, Me |
8-OMe | 3.90, s | 55.9, Me | 3.92, s | 56.2, Me | 3.90, s | 56.1, Me |
4′-OMe | 4.11, s | 57.0, Me | 4.10, s | 57.1, Me | 4.11, s | 57.2, Me |
1‴ | 4.74, q (6.8) | 49.9, CH | 4.69, q (6.7) | 52.6, CH | 4.68, q (6.6) | 52.5, CH |
3‴ | 3.86, m | 45.1, CH | 3.47, m | 51.3, CH | 3.47, m | 51.3, CH |
4‴ | 3.15, dd (17.6, 4.8) | 34.5, CHeq | 2.97, m | 35.3, CHeq | 2.97, m | 35.3, CHeq |
2.88, dd (17.8, 11.7) | 34.5, CHax | 2.97, m | 35.3, CHax | 2.97, m | 35.3, CHax | |
5‴ | 6.57, s | 111.2, CH | 6.60, s | 111.9, CH | 6.60, s | 112.0, CH |
6‴ | 157.6, C | 157.6, C | 157.5, C | |||
7‴ | 121.0, C | 121.9, C | 121.9, C | |||
8‴ | 157.5, C | 158.7, C | 158.7, C | |||
9‴ | 118.5, C | 118.5, C | 118.5, C | |||
10‴ | 132.9, C | 134.9, C | 134.9, C | |||
1″ | 6.88, d (1.2) | 119.8, CH | 6.88, d (1.2) | 120.1, CH | 6.88, d (1.2) | 120.1, CH |
2″ | 137.3, C | 137.3, C | 137.8, C | |||
3″ | 6.86, d (1.2) | 107.9, CH | 6.86, br s | 108.0, CH | 6.86, br s | 108.1, CH |
4″ | 157.9, C | 158.4, C | 158.0, C | |||
5″ | 152.5, C | 152.6, C | 152.5, C | |||
6″ | 120.3, C | 120.3, C | 120.2, C | |||
7″ | 7.39, s | 135.2, CH | 7.39, s | 135.1, CH | 7.39, s | 135.1, CH |
8″ | 122.0, C | 122.3, C | 122.3 C | |||
9″ | 136.4, C | 136.6, C | 136.6, C | |||
10″ | 114.9, C | 115.1, C | 115.1, C | |||
Me-1‴ | 1.63, d (6.9) | 19.5, Me | 1.74, d (6.9) | 20.7, Me | 1.73, d (6.9) | 20.7, Me |
Me-3‴ | 1.51, d (6.9) | 19.3, Me | 1.51, d (6.5) | 19.0, Me | 1.51, d (6.5) | 18.9, Me |
Me-2″ | 2.35, s | 22.1, Me | 2.37, s | 22.6, Me | 2.37, s | 22.4, Me |
8‴-OMe | 3.19, s | 60.9, Me | 3.27, s | 61.0, Me | 3.27, s | 61.0, Me |
4″-OMe | 4.11, s | 57.0, Me | 4.11, s | 57.1, Me | 4.11, s | 57.2, Me |