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11), 103.8 (C-3'), 118.1 (C-2'), 122.0 (C-3), 122.2 3.90 (2H, s, 11-OCH ), 5.20 (1H, q, J = 6.6 Hz,
2
(C-5'), 123.5 (C-8'), 125.8 (C-8), 126.7 (C-5), H-7'), 6.69 (1H, t, J = 7.2 Hz, H-3'), 7.44 (1H,
126.8 (C-6'), 127.5 (C-7'), 128.8 (C-8a), 129.2 s, 2-OH), 7.68 (1H, td, J = 7.5, 1.0 Hz, H-7),
(C-8ûa), 129.3 (C-4ûa), 132.4 (C-7), 133.0 (C-4a), 7.75 (1H, dt, J = 7.5, 1.0 Hz, H-6), 8.08 (1H, d,
134.5 (C-6), 151.3 (C-4'), 152.0 (C-1'), 154.1 (C- J = 7.6 Hz, H-8), 8.11 (1H, d, J = 7.7 Hz, H-5)
13
2), 166.2 (OC=O), 181.3 (C-1), 184.9 (C-4) C NMR (400 MHz, CDCl ) δ 12.3 (2'-CH ),
3 3
Rhinacanthin B (2): Ÿμ√‚¡‡≈°ÿ≈ C H O 13.3 (C-8'), 15.5 (6'-CH ), 25.2 (2C, 2 x 12-
3
25 28 5
+ 1
ESI-MS: m/z 431 [M+Na] . H NMR (400 MHz, CH ), 27.23 (C-4'), 32.3 (C-9), 37.1 (C-10), 38.2
3
CDCl ) δ 1.40 (3H, s, 2-CH ), 1.47 (3H, s, 2- (C-5'), 72.8 (C-11), 119.3 (C-7'), 121.9 (C-3),
3 3
CH ), 1.51 (3H, d, 6.7, H-8'), 1.56 (3H, s, 6'- 126.1 (C-8), 127.1 (C-5), 127.8 (C-2'), 129.5 (C-
3
CH ), 1.79 (3H, s, 2'-CH ), 2.05 (2H, t, J = 7.6 8a), 132.8 (C-7), 133.1 (C-4a), 134.6 (C-6'), 134.9
3 3
Hz, H-5'), 2.23 (2H, q, J = 7.4 Hz, H-4'), 2.89 (C-6), 141.9 (C-3'), 154.2 (C-2), 168.1 (OC=O),
(1H, dd, J = 19.2, 4.9 Hz, H-4), 2.76 (1H, J = 181.3 (C-1), 184.8 (C-4)
19.2, 4.2 Hz, H-4), 5.13 (1H, t, J = 4.7 Hz, H-3), Rhinacanthin N (4): Ÿμ√‚¡‡≈°ÿ≈ C H O
27 24 7
+ 1
5.17 (1H, q, J = 5.7, 1.8 Hz, H-7'), 6.72 (1H, t, ESI-MS: m/z 483 [M+Na] . H NMR (500 MHz,
J = 7.4 Hz, H-3'), 7.68 (1H, td, J = 7.4, 1.4 Hz, CDCl ) δ 1.15 (6H, s, 2 10-CH ), 2.81 (2H, s,
3 3 3
H-8), 7.72 (1H, td, J = 7.4, 1.4 Hz, H-7), 8.08 H-9), 3.86 (3H, s, 4'-OCH ), 4.18 (2H, s, 11-
3
(1H, d, J = 6.9 Hz, H-6), 8.12 (1H, d, J = 6.9 OCH ), 6.99 (1H, s, H-3'), 7.44 (1H, s, 2-OH),
2
13
Hz, H-9). C NMR (400 MHz, CDCl ) δ 12.3 7.52 (3H, m overlap, H-7), 7.62 (1H, t, J = 7.5
3
(2'-CH ), 13.2 (C-8'), 15.5 (6'-CH ), 22.9 (2-CH ), Hz, H-6'), 7.98 (1H, d, J = 7.5 Hz, H-8), 8.00
3 3 3
23.2 (C-4), 24.7 (2-CH ), 27.4 (C-5'), 38.1 (C- (1H, d, J = 7.6 Hz, H-5) 8.13 (1H, d, J = 8.3 Hz,
3
4'), 69.3 (C-3), 79.1 (C-2), 118.0 (C-4a), 119.5 H-5'), 8.36 (1H, d, J = 8.2 Hz, H8'), 14.45 (1H,
13
(C-7'), 126.1 (C-6), 126.5 (C-9), 127.1 (C-2'), s, 1'-OH) C NMR (500 MHz, CDCl ) δ 25.4
3
131.3 (C-9a), 132.2 (C-5a), 133.1 (C-8), 134.0 (2C, 2 x 12-CH ), 32.3 (C-9), 37.1 (C-10), 55.4
3
(C-7), 134.5 (C-6'), 143.6 (C-3'), 153.7 (C-10a), (4'-OCH ), 73.3 (C-11), 100.2 (C-3'), 104.6 (C-
3
167.0 (C-1'), 179.3 (C-10), 184.0 (C-5) 2'), 121.5 (C-3), 121.8 (C-5'), 123.7 (C-8'), 125.5
Rhinacanthin C (3): Ÿμ√‚¡‡≈°ÿ≈ C H O (C-8ûa), 125.9 (C-8), 126.3 (C-7'), 126.8 (C-5),
25 30 5
+ 1
ESI-MS: m/z 433 [M+Na] . H NMR (400 MHz, 128.9 (C-6'), 129.1 (C-8a), 129.7 (C-4ûa), 132.8
CDCl ) δ 1.01 (6H, s, 2 × 10-CH ), 1.55 (3H, d, (C-4a, C-7), 134.8 (C-6), 147.5 (C-4'), 154.2 (C-
3 3
J = 6.7 Hz, H-8'), 1.58 (3H, s, 6'-CH ), 1.78 2), 155.4 (C-1'), 170.6 (OC=O), 181.2 (C-1), 184.9
3
(3H, s, 2'-CH ), 2.01 (2H, t, J = 7.6 Hz, H-5'), (C-4)
3
2.16 (2H, q, J = 7.5 Hz, H-4'), 2.70 (2H, s, H-9),